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214 results on '"Cécile Debitus"'

1. Marine sponge aquaculture towards drug development: An ongoing history of technical, ecological, chemical considerations and challenges

Author: Mathilde Maslin, Raimana Ho, Cécile Debitus, Nabila Gaertner-Mazouni, Nicole Joy, Ecosystèmes Insulaires Océaniens (UMR 241) (EIO), Université de la Polynésie Française (UPF)-Institut Louis Malardé [Papeete] (ILM), Institut de Recherche pour le Développement (IRD)-Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER), Université de la Polynésie Française (UPF), Laboratoire des Sciences de l'Environnement Marin (LEMAR) (LEMAR), Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de Brest (UBO)-Institut Universitaire Européen de la Mer (IUEM), Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de la Polynésie Française (UPF)-Institut Louis Malardé [Papeete] (ILM), Institut de Recherche pour le Développement (IRD), and Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS)
Subjects: 0106 biological sciences, Ecophysiology, [SDE.MCG]Environmental Sciences/Global Changes, SH1-691, Context (language use), Sponge farming, Aquatic Science, [SDV.BID.SPT]Life Sciences [q-bio]/Biodiversity/Systematics, Phylogenetics and taxonomy, 01 natural sciences, Bone tissue engineering, 03 medical and health sciences, [SDV.EE.ECO]Life Sciences [q-bio]/Ecology, environment/Ecosystems, Aquaculture, Endosymbionts, [SDV.SP.MED]Life Sciences [q-bio]/Pharmaceutical sciences/Medication, Aquaculture. Fisheries. Angling, 14. Life underwater, Human society, 030304 developmental biology, [SDV.EE.SANT]Life Sciences [q-bio]/Ecology, environment/Health, 0303 health sciences, biology, business.industry, Ecology, [SDE.IE]Environmental Sciences/Environmental Engineering, [CHIM.ORGA]Chemical Sciences/Organic chemistry, 010604 marine biology & hydrobiology, Marine aquaculture, Secondary metabolites, [SDV.BID.EVO]Life Sciences [q-bio]/Biodiversity/Populations and Evolution [q-bio.PE], Environmental interactions, biology.organism_classification, [SDE.ES]Environmental Sciences/Environmental and Society, 6. Clean water, Sponge, Drug development, 13. Climate action, Agriculture, [SDV.SP.PHARMA]Life Sciences [q-bio]/Pharmaceutical sciences/Pharmacology, Animal Science and Zoology, [SDE.BE]Environmental Sciences/Biodiversity and Ecology, business, [SDV.EE.IEO]Life Sciences [q-bio]/Ecology, environment/Symbiosis
Abstract: International audience; Marine sponges have a long history of farming, starting with bath sponges over 5000 years ago in the Mediterranean. Many species have since been found appropriate for distinct types of commercial assessment. Drug development relies on the isolation of sponge-derived secondary metabolites as natural compounds having a wide range of ecological functions, from deterring predation to preventing microbial infection/proliferation on the sponge body. For human society, they feature a broad array of pharmacological properties with some applications still being discovered. Their limited supply has however been faced as a major obstacle to the conduct of clinical trials. Marine aquaculture has to prove more integrated and sustainable to remain an interesting way to ensure sufficient amounts of biological substances for the early processing and production of drugs. This review presents sponge farming methods that were tested, the undergoing challenges they faced and the interest they raised on environmental and metabolic factors to explain contrasting spatiotemporal performances. Through global experiments, sometimes involving other marine organisms, technicity of sponge aquaculture has long been evolving to ensure efficient and cost-effective strategies. Further ways to make sponge farming more attractive and diversify its commercial applications are investigated, such as recent studies in collagen or chitin production for bone tissue engineering or bioremediation as an alternative to existing wastewater management. Overall, marine sponges exhibit astonishing intra and interspecific variation, which is why they should be considered with respect to the purpose of their economic valuation, their environmental context and all the symbiotic interactions they rely on.
Published: 2021
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2. Bioactive Bromotyrosine Derivatives from the Pacific Marine Sponge Suberea clavata (Pulitzer-Finali, 1982)

Author: Cristina Florean, Marc Diederich, Tinihauarii Mareva Leu, Ali Al-Mourabit, Cécile Debitus, Céline Moriou, Sylvain Petek, Damien Lacroix, Rozenn Trepos, Amr El-Demerdash, Claire Hellio, Institut de Chimie des Substances Naturelles (ICSN), Institut de Chimie du CNRS (INC)-Université Paris-Saclay-Centre National de la Recherche Scientifique (CNRS), University of Sheffield [Sheffield], Ecosystèmes Insulaires Océaniens (UMR 241) (EIO), Université de la Polynésie Française (UPF)-Institut Louis Malardé [Papeete] (ILM), Institut de Recherche pour le Développement (IRD)-Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER), Laboratoire des Sciences de l'Environnement Marin (LEMAR) (LEMAR), Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de Brest (UBO)-Institut Universitaire Européen de la Mer (IUEM), Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), Hôpital Kirchberg, Hôpital Kirchberg [Luxembourg], Seoul National University [Seoul] (SNU), Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de la Polynésie Française (UPF)-Institut Louis Malardé [Papeete] (ILM), Institut de Recherche pour le Développement (IRD), and Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS)
Subjects: DNA (Cytosine-5-)-Methyltransferase 1, Chemical transformation, Magnetic Resonance Spectroscopy, Biofouling, Stereochemistry, [SDV]Life Sciences [q-bio], Pharmaceutical Science, 01 natural sciences, acetylcholinesterase inhibition, Article, Stereocenter, sponge, 03 medical and health sciences, Drug Discovery, Animals, [CHIM]Chemical Sciences, 14. Life underwater, Suberea clavata, Pharmacology, Toxicology and Pharmaceutics (miscellaneous), Verongiida, lcsh:QH301-705.5, 030304 developmental biology, 0303 health sciences, Pacific Ocean, biology, 010405 organic chemistry, Chemistry, antifouling, biology.organism_classification, Porifera, 0104 chemical sciences, fistularin-3, Sponge, lcsh:Biology (General), bromotyrosine, Tyrosine, Fistularin 3, Cholinesterase Inhibitors, Two-dimensional nuclear magnetic resonance spectroscopy
Abstract: Chemical investigation of the South-Pacific marine sponge Suberea clavata led to the isolation of eight new bromotyrosine metabolites named subereins 1–8 (2–9) along with twelve known co-isolated congeners. The detailed configuration determination of the first representative major compound of this family 11-epi-fistularin-3 (11R,17S) (1) is described. Their chemical characterization was achieved by HRMS and integrated 1D and 2D NMR (nuclear magnetic resonance) spectroscopic studies and extensive comparison with literature data. For the first time, a complete assignment of the absolute configurations for stereogenic centers C-11/17 of the known members (11R,17S) 11-epi-fistularin-3 (1) and 17-deoxyfistularin-3 (10) was determined by a combination of chemical modifications, Mosher’s technology, and ECD spectroscopy. Consequently, the absolute configurations of all our new isolated compounds 2–9 were determined by the combination of NMR, Mosher’s method, ECD comparison, and chemical modifications. Interestingly, compounds 2–7 were obtained by chemical transformation of the major compound 11-epi-fistularin-3 (1). Evaluation for acetylcholinesterase inhibition (AChE), DNA methyltransferase 1 (DNMT1) modulating activity and antifouling activities using marine bacterial strains are also presented.
Published: 2021
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3. Quorum Sensing Inhibitory and Antifouling Activities of New Bromotyrosine Metabolites from the Polynesian Sponge Pseudoceratina n. sp

Author: Sylvain Petek, Florent Tintillier, Merrick Ekins, Denis Saulnier, John N. A. Hooper, Claire Hellio, Céline Moriou, Ali Al-Mourabit, Cécile Debitus, Marilyne Fauchon, Ecosystèmes Insulaires Océaniens (UMR 241) (EIO), Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de la Polynésie Française (UPF)-Institut Louis Malardé [Papeete] (ILM), Institut de Recherche pour le Développement (IRD), Institut de Chimie des Substances Naturelles (ICSN), Institut de Chimie du CNRS (INC)-Université Paris-Saclay-Centre National de la Recherche Scientifique (CNRS), Laboratoire des Sciences de l'Environnement Marin (LEMAR) (LEMAR), Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de Brest (UBO)-Institut Universitaire Européen de la Mer (IUEM), Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER), Queensland Museum, ANR-11-EBIM-0006,POMARE,Invertébrés benthiques de Polynésie, Martinique et Réunion : interactions et évaluation de la chimiodiversité pour un usage durable de la biodiversité(2011), Université de la Polynésie Française (UPF)-Institut Louis Malardé [Papeete] (ILM), Institut de Recherche pour le Développement (IRD)-Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER), and Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS)
Subjects: quorum sensing inhibitory activity, Magnetic Resonance Spectroscopy, acl, Stereochemistry, Metabolite, Pharmaceutical Science, 01 natural sciences, Article, Polynesia, Biofouling, sponge, 03 medical and health sciences, chemistry.chemical_compound, [CHIM.ANAL]Chemical Sciences/Analytical chemistry, Pseudoceratina, Drug Discovery, Animals, lcsh:QH301-705.5, Pharmacology, Toxicology and Pharmaceutics (miscellaneous), 030304 developmental biology, 0303 health sciences, Purealidin A, Bacteria, biology, [CHIM.ORGA]Chemical Sciences/Organic chemistry, 010405 organic chemistry, antifouling, Quorum Sensing, biology.organism_classification, Psammaplysilla purpurea, Porifera, 0104 chemical sciences, Quorum sensing, Sponge, lcsh:Biology (General), chemistry, bromotyrosine, Tyrosine, Verongiida, [SDE.BE]Environmental Sciences/Biodiversity and Ecology
Abstract: Four new brominated tyrosine metabolites, aplyzanzines C&ndash, F (1&ndash, 4), were isolated from the French Polynesian sponge Pseudoceratina n. sp., along with the two known 2-aminoimidazolic derivatives, purealidin A (5) and 6, previously isolated, respectively, from the sponges Psammaplysilla purpurea and Verongula sp. Their structures were assigned based on the interpretation of their NMR and HRMS data. The compounds exhibited quorum sensing inhibition (QSi) and antifouling activities against several strains of bacteria and microalgae. To our knowledge, the QSi activity of this type of bromotyrosine metabolite is described here for the first time.
Published: 2020
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4. Crambescidin Acid from the French Polynesian Monanchora n. sp. Marine Sponge

Author: Amr El-Demerdash, Ali Al-Mourabit, Sylvain Petek, Cécile Debitus, Institut de Chimie des Substances Naturelles (ICSN), Université Paris-Saclay-Centre National de la Recherche Scientifique (CNRS), Laboratoire des Sciences de l'Environnement Marin (LEMAR) (LEMAR), Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de Brest (UBO)-Institut Universitaire Européen de la Mer (IUEM), Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), Institut de Recherche pour le Développement (IRD)-Institut Universitaire Européen de la Mer (IUEM), Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS), Institut de Chimie du CNRS (INC)-Université Paris-Saclay-Centre National de la Recherche Scientifique (CNRS), Mansoura University [Egypt], Ecosystèmes Insulaires Océaniens (UMR 241) (EIO), Université de la Polynésie Française (UPF)-Institut Louis Malardé [Papeete] (ILM), Institut de Recherche pour le Développement (IRD)-Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER), ANR-11-EBIM-0006,POMARE,Invertébrés benthiques de Polynésie, Martinique et Réunion : interactions et évaluation de la chimiodiversité pour un usage durable de la biodiversité(2011), Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de la Polynésie Française (UPF)-Institut Louis Malardé [Papeete] (ILM), Institut de Recherche pour le Développement (IRD), and Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS)
Subjects: quorum sensing inhibitory activity, biology, 010405 organic chemistry, Chemistry, antifouling, Plant Science, General Chemistry, [CHIM.THER]Chemical Sciences/Medicinal Chemistry, biology.organism_classification, 01 natural sciences, General Biochemistry, Genetics and Molecular Biology, 0104 chemical sciences, sponge, 010404 medicinal & biomolecular chemistry, Sponge, Pseudoceratina, [CHIM.ANAL]Chemical Sciences/Analytical chemistry, bromotyrosine, Botany, Monanchora, Verongiida, ComputingMilieux_MISCELLANEOUS
Abstract: International audience; Four new brominated tyrosine metabolites, aplyzanzines C-F (1-4), were isolated from the French Polynesian sponge Pseudoceratina n. sp., along with the two known 2-aminoimidazolic derivatives, purealidin A (5) and 6, previously isolated, respectively, from the sponges Psammaplysilla purpurea and Verongula sp. Their structures were assigned based on the interpretation of their NMR and HRMS data. The compounds exhibited quorum sensing inhibition (QSi) and antifouling activities against several strains of bacteria and microalgae. To our knowledge, the QSi activity of this type of bromotyrosine metabolite is described here for the first time.
Published: 2020
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5. Calcareous sponges from the French Polynesia (Porifera: Calcarea)

Author: MICHELLE KLAUTAU, MATHEUS VIEIRA LOPES, BRUNA GUARABYRA, ERIC FOLCHER, MERRICK EKINS, CÉCILE DEBITUS, Universidade Federal do Rio de Janeiro (UFRJ), Institut de Recherche pour le Développement (IRD [Nouvelle-Calédonie]), Queensland Museum, Laboratoire des Sciences de l'Environnement Marin (LEMAR) (LEMAR), Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de Brest (UBO)-Institut Universitaire Européen de la Mer (IUEM), Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), and Institut de Recherche pour le Développement (IRD)
Subjects: 0106 biological sciences, Calcarea, Clathrina fakaravae sp. nov, Biodiversity, Grantiidae, phylogeography, clathrina, phylogeny, 01 natural sciences, Leucascidae, Leucascus digitiformis sp. nov, Leucosolenida, its, SUD, integrative taxonomy, subclass calcinea, biodiversity, geography.geographical_feature_category, Calcareous sponge, biology, Ernstia variabilis sp. nov, Clathrina, New guinea, mrbayes, Porifera, classification, Archipelago, IRD, Taxonomy (biology), Clathrinida, Clathrinidae, Calcareous, Leucettidae, Clathrina huahineae sp. nov, Zoology, C-LSU, 010603 evolutionary biology, Polynesia, Leucandra tahuatae sp. nov, Animalia, Animals, patterns, 14. Life underwater, Reef, Ecology, Evolution, Behavior and Systematics, Taxonomy, geography, inference, 010604 marine biology & hydrobiology, ACL, biology.organism_classification, Leucaltidae, DISCOVERY, Animal Science and Zoology, ITS, [SDE.BE]Environmental Sciences/Biodiversity and Ecology, atlantic
Abstract: WOS:000518678100003; Although the French Polynesian reefs are among the most well studied reefs of the world, sponges are still poorly known, with only 199 species or OTUs of sponges having been described from French Polynesia, 167 at an OTU level and 32 at a species level. From those 199 species, just five are calcareous sponges. As it is possible that this number is underestimated, the aim of the present work was to study the diversity of calcareous sponges from French Polynesia. Hence, different French Polynesian archipelagos were surveyed by SCUBA from 3 to 60 m of depth. Identifications were performed using morphological and molecular (ITS and C-LSU) tools. We found a total of nine species of Calcarea, comprising five different genera. Five species are new to science: Clathrina fakaravae sp. nov., Clathrina huahineae sp. nov., Ernstia variabilis sp. nov., Leucascus digitiformis sp. nov., and Leucandra tahuatae sp. nov. With the present work, the number of identified sponges from French Polynesia at a species level increased from 32 to 41. The only calcareous sponge previously known from French Polynesia that was recollected by our group was Leucetta chagosensis. Our results suggest that the Eastern Indo-Pacific Realm shows more affinity with the Central and the Western Indo-Pacific Realms Four species supported these affinities: Ascandra cf. crewsi, previously known only from Papua New Guinea, Leucascus simplex from South Australia, and Leucetta chagosensis and L. microraphis, both widespread species in the Indo-Pacific. These two Leucetta species, however, most likely represent species complexes. Once again the molecular markers ITS and C-LSU helped in the identification of calcareous sponges, showing how important is an integrative taxonomy. Although our work has increased in 250% (6 spp to 15 spp) the diversity of calcareous sponges in French Polynesia, it is most possible that this number is still underestimated.
Published: 2020
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6. A Ring-Distortion Strategy from Marine Natural Product Ilimaquinone Leads to Quorum Sensing Modulators

Author: Mehdi A. Beniddir, Blandine Séon-Méniel, Sylvain Petek, Asmaa Boufridi, David Lachkar, Cécile Debitus, Laurent Evanno, Florent Tintillier, Erwan Poupon, Assia Lamali, Karine Leblanc, Grégory Genta-Jouve, Stéphanie Denis, Denis Saulnier, and Jean-Christophe Jullian
Subjects: Natural product, biology, 010405 organic chemistry, Vibrio harveyi, Organic Chemistry, 010402 general chemistry, Ring (chemistry), biology.organism_classification, 01 natural sciences, Chemical space, 0104 chemical sciences, Quinone, chemistry.chemical_compound, Quorum sensing, chemistry, Biochemistry, Ilimaquinone, Moiety, Physical and Theoretical Chemistry
Abstract: We report herein a ring-distortion strategy applied to marine natural substances ilimaquinone and 5-epi-ilimaquinone. A chemically diverse library of molecules was synthesised that included rearrangements of the sesquiterpene moiety and original reorganisations of the quinone ring. Chemoinformatic analyses evaluated the rise of structural diversity and the exploration of chemical space. Some focussed biological activities of this library were also investigated; quorum sensing activity of Vibrio harveyi was envisaged and some of the new compounds were shown to be good quorum sensing inhibitor candidates, whereas others were activators. Toxicities were also evaluated and some products showed micromolar activities against human umbilical vein endothelium, human hepatocellular carcinoma and human lung carcinoma (A549) cells.
Published: 2018
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7. Potential of fascaplysin and palauolide from Fascaplysinopsis cf reticulata to reduce the risk of bacterial infection in fish farming

Author: Tepoerau Mai, Merrick Ekins, Dirk Erpenbeck, Simon Van Wynsberge, Sylvain Petek, Stephanie Soulet, David Lecchini, Cécile Debitus, Mehdi A. Beniddir, Kathryn A. Hall, Jordan Toullec, Denis Saulnier, Marc Besson, Emmanuelle Aliotti, Ecosystèmes Insulaires Océaniens (UMR 241) (EIO), Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de la Polynésie Française (UPF)-Institut Louis Malardé [Papeete] (ILM), Institut de Recherche pour le Développement (IRD), Laboratoire des Sciences de l'Environnement Marin (LEMAR) (LEMAR), Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de Brest (UBO)-Institut Universitaire Européen de la Mer (IUEM), Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), Ecologie marine tropicale des océans Pacifique et Indien (ENTROPIE [Nouvelle-Calédonie]), Institut de Recherche pour le Développement (IRD [Nouvelle-Calédonie])-Ifremer - Nouvelle-Calédonie, Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de la Nouvelle-Calédonie (UNC), Lagons, Ecosystèmes et Aquaculture Durable de Nouvelle Calédonie (LEADNC), Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER), Centre de recherches insulaires et observatoire de l'environnement (CRIOBE), Université de Perpignan Via Domitia (UPVD)-École Pratique des Hautes Études (EPHE), Université Paris sciences et lettres (PSL)-Université Paris sciences et lettres (PSL)-Centre National de la Recherche Scientifique (CNRS), Observatoire océanologique de Banyuls (OOB), Sorbonne Université (SU)-Centre National de la Recherche Scientifique (CNRS), School of Biological Sciences [Brisbane], University of Queensland [Brisbane], Department of Earth and Environmental Sciences [München], Ludwig-Maximilians-Universität München (LMU), Biomolécules : Conception, Isolement, Synthèse (BioCIS), Université Paris-Sud - Paris 11 (UP11)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-CY Cergy Paris Université (CY), ANR-11-EBIM-0006,POMARE,Invertébrés benthiques de Polynésie, Martinique et Réunion : interactions et évaluation de la chimiodiversité pour un usage durable de la biodiversité(2011), Université de la Polynésie Française (UPF)-Institut Louis Malardé [Papeete] (ILM), Institut de Recherche pour le Développement (IRD)-Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER), Institut Universitaire Européen de la Mer (IUEM), Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Centre National de la Recherche Scientifique (CNRS)-Université de Brest (UBO), Lagons, Ecosystèmes et Aquaculture Durable [Nouméa] (LEAD), Université de Perpignan Via Domitia (UPVD)-École pratique des hautes études (EPHE), Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), Ifremer - Nouvelle-Calédonie, and Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Institut de Recherche pour le Développement (IRD [Nouvelle-Calédonie])-Université de la Nouvelle-Calédonie (UNC)
Subjects: 0301 basic medicine, Fish farming, 030106 microbiology, [SDU.STU]Sciences of the Universe [physics]/Earth Sciences, Environmental pollution, Aquatic Science, Oceanography, PACIFIQUE, Biochemistry, lcsh:Aquaculture. Fisheries. Angling, Microbiology, 03 medical and health sciences, Aquaculture, TUAMOTU GAMBIER, Fascaplysinopsis cf reticulata, 14. Life underwater, Molecular Biology, ACLN, [SDU.STU.OC]Sciences of the Universe [physics]/Earth Sciences/Oceanography, lcsh:SH1-691, [SDU.OCEAN]Sciences of the Universe [physics]/Ocean, Atmosphere, Quorum sensing inhibitors, biology, Vibrio harveyi, business.industry, Antibiotic, biology.organism_classification, Porifera, Quorum sensing, 030104 developmental biology, 13. Climate action, Animal ecology, POLYNESIE FRANCAISE, Marine natural products, [SDE]Environmental Sciences, Autoinducer, business, Bacteria
Abstract: Marine natural products isolated from the sponge Fascaplysinopsis cf reticulata, in French Polynesia, were investigated as an alternative to antibiotics to control pathogens in aquaculture. The overuse of antibiotics in aquaculture is largely considered to be an environmental pollution, because it supports the transfer of antibiotic resistance genes within the aquatic environment. One environmentally friendly alternative to antibiotics is the use of quorum sensing inhibitors (QSIs). Quorum sensing (QS) is a regulatory mechanism in bacteria which control virulence factors through the secretion of autoinducers (AIs), such as acyl-homoserine lactone (AHL) in gram-negative bacteria. Vibrio harveyi QS is controlled through three parallel pathways: HAI-1, AI-2, and CAI-1. Bioassay-guided purification of F. cf reticulata extract was conducted on two bacterial species, i.e., Tenacibaculum maritimum and V. harveyi for antibiotic and QS inhibition bioactivities. Toxicity bioassay of fractions was also evaluated on the freshwater fish Poecilia reticulata and the marine fish Acanthurus triostegus. Cyclohexanic and dichloromethane fractions of F. cf reticulata exhibited QS inhibition on V. harveyi and antibiotic bioactivities on V. harveyi and T. maritimum, respectively. Palauolide (1) and fascaplysin (2) were purified as major molecules from the cyclohexanic and dichloromethane fractions, respectively. Palauolide inhibited QS of V. harveyi through HAI-1 QS pathway at 50 μg ml–1 (26 μM), while fascaplysin affected the bacterial growth of V. harveyi (50 μg ml–1) and T. maritimum (0.25 μg). The toxicity of fascaplysin-enriched fraction (FEF) was evaluated and exhibited a toxic effect against fish at 50 μg ml–1. This study demonstrated for the first time the QSI potential of palauolide (1). Future research may assess the toxicity of both the cyclohexanic fraction of the sponge and palauolide (1) on fish, to confirm their potential as alternative to antibiotics in fish farming.
Published: 2019
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8. Synergistic AML Cell Death Induction by Marine Cytotoxin (+)-1(R), 6(S), 1’(R), 6’(S), 11(R), 17(S)-Fistularin-3 and Bcl-2 Inhibitor Venetoclax

Author: Hyun-Jung Kim, Ali Al-Mourabit, Cristina Florean, Kyung Rok Kim, Byung Woo Han, Cécile Debitus, Mario Dicato, Marc Diederich, Michael Schnekenburger, Céline Moriou, Hôpital Kirchberg, Hôpital Kirchberg [Luxembourg], Department of Genetics [Saint-Louis], Washington University in Saint Louis (WUSTL), Fondation de Recherche Cancer et Sang - Hôpital Kirchberg, Institut de Chimie des Substances Naturelles (ICSN), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC), Laboratoire d'Excellence CORAIL (LabEX CORAIL), Université des Antilles (UA)-Institut d'écologie et environnement-Université de la Nouvelle-Calédonie (UNC)-Université de la Polynésie Française (UPF)-Université de La Réunion (UR)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-École pratique des hautes études (EPHE), Université Paris sciences et lettres (PSL)-Université Paris sciences et lettres (PSL)-École des hautes études en sciences sociales (EHESS)-Université des Antilles et de la Guyane (UAG)-Institut de Recherche pour le Développement (IRD), Laboratoire de Biologie Moléculaire et Cellulaire du Cancer [Luxembourg] (LBMCC), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Institut de Recherche pour le Développement (IRD)-Université des Antilles et de la Guyane (UAG)-École des hautes études en sciences sociales (EHESS)-École Pratique des Hautes Études (EPHE), and Université Paris sciences et lettres (PSL)-Université Paris sciences et lettres (PSL)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de La Réunion (UR)-Université de la Polynésie Française (UPF)-Université de la Nouvelle-Calédonie (UNC)-Institut d'écologie et environnement-Université des Antilles (UA)
Subjects: 0301 basic medicine, Myeloid, (+)-11(R), [SDV]Life Sciences [q-bio], Cell, Pharmaceutical Science, [SDV.CAN]Life Sciences [q-bio]/Cancer, 17(S)-fistularin-3, acute myeloid leukemia, DNA methyltransferase, 03 medical and health sciences, chemistry.chemical_compound, Downregulation and upregulation, [CHIM.ANAL]Chemical Sciences/Analytical chemistry, hemic and lymphatic diseases, (+)-11(R) 17(S)-fistularin-3, Drug Discovery, medicine, [CHIM]Chemical Sciences, lcsh:QH301-705.5, Pharmacology, Toxicology and Pharmaceutics (miscellaneous), Venetoclax, [CHIM.ORGA]Chemical Sciences/Organic chemistry, (+)-11(R), 17(S)-fistularin-3, Myeloid leukemia, Mcl-1, [SDV.SP]Life Sciences [q-bio]/Pharmaceutical sciences, medicine.disease, Molecular biology, 3. Good health, Leukemia, 030104 developmental biology, medicine.anatomical_structure, lcsh:Biology (General), chemistry, Cell culture, ABT-199, bromotyrosine, anticancer drug combination, configuration
Abstract: Treatment of acute myeloid leukemia (AML) patients is still hindered by resistance and relapse, resulting in an overall poor survival rate. Recently, combining specific B-cell lymphoma (Bcl)-2 inhibitors with compounds downregulating myeloid cell leukemia (Mcl)-1 has been proposed as a new effective strategy to eradicate resistant AML cells. We show here that 1(R), 6(S), 1&rsquo, (R), 6&rsquo, (S), 11(R), 17(S)-fistularin-3, a bromotyrosine compound of the fistularin family, isolated from the marine sponge Suberea clavata, synergizes with Bcl-2 inhibitor ABT-199 to efficiently kill Mcl-1/Bcl-2-positive AML cell lines, associated with Mcl-1 downregulation and endoplasmic reticulum stress induction. The absolute configuration of carbons 11 and 17 of the fistularin-3 stereoisomer was fully resolved in this study for the first time, showing that the fistularin we isolated from the marine sponge Subarea clavata is in fact the (+)-11(R), 17(S)-fistularin-3 stereoisomer keeping the known configuration 1(R), 6(S), 1&rsquo, (R), and 6&rsquo, (S) for the verongidoic acid part. Docking studies and in vitro assays confirm the potential of this family of molecules to inhibit DNA methyltransferase 1 activity.
Published: 2018
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9. Synergistic AML Cell Death Induction by Marine Cytotoxin (+)-1(

Author: Cristina, Florean, Kyung Rok, Kim, Michael, Schnekenburger, Hyun-Jung, Kim, Céline, Moriou, Cécile, Debitus, Mario, Dicato, Ali, Al-Mourabit, Byung Woo, Han, and Marc, Diederich
Subjects: Cell Survival, HL-60 Cells, acute myeloid leukemia, Article, hemic and lymphatic diseases, Cell Line, Tumor, Antineoplastic Combined Chemotherapy Protocols, Animals, Humans, Sulfonamides, (+)-11(R), 17(S)-fistularin-3, Mcl-1, Drug Synergism, Isoxazoles, U937 Cells, Bridged Bicyclo Compounds, Heterocyclic, Endoplasmic Reticulum Stress, Porifera, Molecular Docking Simulation, Leukemia, Myeloid, Acute, Proto-Oncogene Proteins c-bcl-2, ABT-199, bromotyrosine, Tyrosine, anticancer drug combination, Drug Screening Assays, Antitumor, configuration
Abstract: Treatment of acute myeloid leukemia (AML) patients is still hindered by resistance and relapse, resulting in an overall poor survival rate. Recently, combining specific B-cell lymphoma (Bcl)-2 inhibitors with compounds downregulating myeloid cell leukemia (Mcl)-1 has been proposed as a new effective strategy to eradicate resistant AML cells. We show here that 1(R), 6(S), 1’(R), 6’(S), 11(R), 17(S)-fistularin-3, a bromotyrosine compound of the fistularin family, isolated from the marine sponge Suberea clavata, synergizes with Bcl-2 inhibitor ABT-199 to efficiently kill Mcl-1/Bcl-2-positive AML cell lines, associated with Mcl-1 downregulation and endoplasmic reticulum stress induction. The absolute configuration of carbons 11 and 17 of the fistularin-3 stereoisomer was fully resolved in this study for the first time, showing that the fistularin we isolated from the marine sponge Subarea clavata is in fact the (+)-11(R), 17(S)-fistularin-3 stereoisomer keeping the known configuration 1(R), 6(S), 1’(R), and 6’(S) for the verongidoic acid part. Docking studies and in vitro assays confirm the potential of this family of molecules to inhibit DNA methyltransferase 1 activity.
Published: 2018

10. Bioactive Bromotyrosine-Derived Alkaloids from the Polynesian Sponge Suberea ianthelliformis

Author: Al-Mourabit, Amr El-Demerdash, Céline Moriou, Jordan Toullec, Marc Besson, Stéphanie Soulet, Nelly Schmitt, Sylvain Petek, David Lecchini, Cécile Debitus, and Ali
Subjects: brominated tyrosine alkaloids, Suberea ianthelliformis, cytotoxicity, acetylcholinesterase inhibition
Abstract: Herein, we describe the isolation and spectroscopic identification of eight new tetrabrominated tyrosine alkaloids 2–9 from the Polynesian sponge Suberea ianthelliformis, along with known major compound psammaplysene D (1), N,N-dimethyldibromotyramine, 5-hydroxy xanthenuric acid, and xanthenuric acid. Cytotoxicity and acetylcholinesterase inhibition activities were evaluated for some of the isolated metabolites. They exhibited moderate antiproliferative activity against KB cancer cell lines, but psammaplysene D (1) displayed substantial cytotoxicity as well as acetylcholinesterase inhibition with IC50 values of 0.7 μM and 1.3 μM, respectively.
Published: 2018
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11. A new species of the sponge Raspailia (Raspaxilla) (Porifera: Demospongiae: Axinellida: Raspailiidae) from deep seamounts of the Western Pacific

Author: Merrick Ekins, Dirk Erpenbeck, Cécile Debitus, John N. A. Hooper, School of Biological Sciences [Brisbane], University of Queensland [Brisbane], Laboratoire des Sciences de l'Environnement Marin (LEMAR) (LEMAR), Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de Brest (UBO)-Institut Universitaire Européen de la Mer (IUEM), Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), Institut de Recherche pour le Développement (IRD), Department of Earth- and Environmental Sciences [München], Ludwig-Maximilians-Universität München (LMU), and Griffith University [Brisbane]
Subjects: 0106 biological sciences, Axial skeleton, Raspailia, Seamount, 010607 zoology, Norfolk, Seamounts, phylogeny, Raspailiidae, 010603 evolutionary biology, 01 natural sciences, Sponge spicule, New Caledonia, Botany, medicine, Animalia, Animals, Axinellida, 14. Life underwater, systematics, new-caledonia, Aulospongus, norfolk ridge, Ecology, Evolution, Behavior and Systematics, Taxonomy, geography, geography.geographical_feature_category, biology, Spongin, ACL, Raspaxilla, Biodiversity, biology.organism_classification, Porifera, poecilosclerida, Sponge, medicine.anatomical_structure, rhabdostyles, Poecilosclerida, Demospongiae, Animal Science and Zoology, Fern, [SDE.BE]Environmental Sciences/Biodiversity and Ecology, Subgenus
Abstract: WOS:000430461000007; International audience; A new species of Raspailia (Raspaxilla) frondosa sp. nov. is described from the deep seamounts of the Norfolk and New Caledonia Ridges. The morphology of the species resembles that of a frond or a fern, and its unique highly compressed axial skeleton of interlaced spongin fibres without spicules in combination with a radial extra axial skeleton of a perpendicular palisade of spicules, differentiate it from all other species of the subgenus. This species is compared morphologically to all 18 other valid species described in Raspailia (Raspaxilla).
Published: 2018
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12. Bioactive Bromotyrosine-Derived Alkaloids from the Polynesian Sponge

Author: Amr, El-Demerdash, Céline, Moriou, Jordan, Toullec, Marc, Besson, Stéphanie, Soulet, Nelly, Schmitt, Sylvain, Petek, David, Lecchini, Cécile, Debitus, and Ali, Al-Mourabit
Subjects: Alkaloids, Molecular Structure, brominated tyrosine alkaloids, Suberea ianthelliformis, Animals, Tyrosine, cytotoxicity, acetylcholinesterase inhibition, Article, Porifera
Abstract: Herein, we describe the isolation and spectroscopic identification of eight new tetrabrominated tyrosine alkaloids 2–9 from the Polynesian sponge Suberea ianthelliformis, along with known major compound psammaplysene D (1), N,N-dimethyldibromotyramine, 5-hydroxy xanthenuric acid, and xanthenuric acid. Cytotoxicity and acetylcholinesterase inhibition activities were evaluated for some of the isolated metabolites. They exhibited moderate antiproliferative activity against KB cancer cell lines, but psammaplysene D (1) displayed substantial cytotoxicity as well as acetylcholinesterase inhibition with IC50 values of 0.7 μM and 1.3 μM, respectively.
Published: 2018

13. Bioactive Bromotyrosine-Derived Alkaloids from the Polynesian Sponge Suberea ianthelliformis

Author: Amr El-Demerdash, Céline Moriou, Jordan Toullec, Marc Besson, Stéphanie Soulet, Nelly Schmitt, Sylvain Petek, David Lecchini, Cécile Debitus, Ali Al-Mourabit
Published: 2018
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14. New Sulfur-Containing Polyarsenicals from the New Caledonian Sponge Echinochalina bargibanti

Author: Petri Tähtinen, Giacomo Saielli, Edouard Hnawia, Cécile Debitus, Graziano Guella, Ines Mancini, University of Turku, Università degli Studi di Trento (UNITN), Dipartimento di Scienze Chimiche [Padova], Universita degli Studi di Padova, Laboratoire des Sciences de l'Environnement Marin (LEMAR) (LEMAR), Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de Brest (UBO)-Institut Universitaire Européen de la Mer (IUEM), Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), Institut de Recherche pour le Développement (IRD), Laboratoire Insulaire du Vivant et de l'Environnement (LIVE), Université de la Nouvelle-Calédonie (UNC), Università degli Studi di Padova = University of Padua (Unipd), and Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS)
Subjects: Circular dichroism, Magnetic Resonance Spectroscopy, extracts, compound, natural products, Pharmaceutical Science, arsenical, 01 natural sciences, arsenicin, Arsenicals, Mass Spectrometry, Anti-Infective Agents, Computational chemistry, antibacterial, calculated NMR spectrum, density functional theory, NMR spectroscopy, structure elucidation, sulfur metabolite, Drug Discovery3003 Pharmaceutical Science, spin coupling-constants, Drug Discovery, ta116, lcsh:QH301-705.5, Pharmacology, Toxicology and Pharmaceutics (miscellaneous), density-functional calculations, arsenosugars, complexes, biology, Chemistry, Circular Dichroism, Nuclear magnetic resonance spectroscopy, Porifera, Antibacterial, Arsenical, Calculated NMR spectrum, Density functional theory, Natural products, Structure elucidation, Sulfur metabolite, orbitals, Echinochalina, Staphylococcus aureus, shifts, in-vitro, 010402 general chemistry, Article, Animals, 010405 organic chemistry, ACL, Carbon-13 NMR, Sulfur containing, biology.organism_classification, 0104 chemical sciences, Sponge, lcsh:Biology (General), Mass spectrum, [SDE.BE]Environmental Sciences/Biodiversity and Ecology, Sulfur
Abstract: Isolated from a New Caledonian collection of the poecilosclerid sponge Echinochalina bargibanti, arsenicin A (C3H6As4O3) was described as the first natural organic polyarsenic compound. Continuing on bioassay guided fractionation of the organic extracts of this sponge, we describe here the isolation and structural elucidation of the first sulfur-containing organic polyarsenicals ever found in nature. The novel metabolites, called arsenicin B and arsenicin C, are built on a noradamantane type framework and they further distinguish from the adamantane type framework of arsenicin A by a different heteroatom composition and by the presence of an unusual As-As bonding. Extensive 1D and 2D-NMR measurements, in combination with tandem APCI mass spectra, allowed to establish the structure of arsenicin B (C3H6As4S2) as 2. The scarcity of arsenicin C and and its intrinsic chemical instability, only allowed to collect partial spectral data which prevented the full structural definition. After extensive computational testing of several putative structures, structure 3 for arsenicin C (C3H6As4OS) was inferred by comparing experimental with DFT-calculated 1H and 13C NMR spectra. Finally, the absolute configuration of 2 and 3 were determined with a combined use of experimental and TD-DFT calculated ECD spectra and observed specific rotations. These findings pose great challenges for both the biosynthesis of these metabolites and the cycle of Arsenic in nature. Arsenicin B and arsenicin C showed strong antifungal and antibacterial activities, especially against S. aureus comparable to the antibiotic gentamycin.
Published: 2018
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15. Fatty acids pattern from the French Polynesian Monanchora n. sp. marine sponge

Author: Cécile Debitus, Ali Al-Mourabit, Sylvain Petek, Amr El-Demerdash, Institut de Chimie des Substances Naturelles (ICSN), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC), Mansoura University [Egypt], Ecosystèmes Insulaires Océaniens (UMR 241) (EIO), Université de la Polynésie Française (UPF)-Institut Louis Malardé [Papeete] (ILM), Institut de Recherche pour le Développement (IRD)-Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER), Laboratoire des Sciences de l'Environnement Marin (LEMAR) (LEMAR), Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de Brest (UBO)-Institut Universitaire Européen de la Mer (IUEM), Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), Institut de Recherche pour le Développement (IRD), and ANR-11-EBIM-0006,POMARE,Invertébrés benthiques de Polynésie, Martinique et Réunion : interactions et évaluation de la chimiodiversité pour un usage durable de la biodiversité(2011)
Subjects: Antifungal, Marine sponges, guanidine alkaloids, medicine.drug_class, Epoxide, Plant Science, 01 natural sciences, General Biochemistry, Genetics and Molecular Biology, lipids, chemistry.chemical_compound, medicine, Monanchora, Organic chemistry, 14. Life underwater, biology, 010405 organic chemistry, ACL, General Chemistry, natural-products, Ethyl ester, biology.organism_classification, Eicosapentaenoic acid, 0104 chemical sciences, 010404 medicinal & biomolecular chemistry, Sponge, chemistry, 13. Climate action, Docosahexaenoic acid, [SDE.BE]Environmental Sciences/Biodiversity and Ecology
Abstract: WOS:000449495400028; International audience; Marine sponges are prolific producers of physiologically active secondary metabolites [1, 2]. The chemical exploration of fatty acids derived from of marine organisms is a vital research area [3,4,5]. Fatty acids and lipids obtained from marine sources display unique molecular diversity, including saturated, mono-, di-, and polyunsaturated, branched, halogenated, hydroxylated, methoxylated, epoxide, and non-methylene-interrupted structure [6]. Marine fatty acids exhibit a variety of bioactivities, including antifungal, antibacterial, antimalarial [7], and anticancer [8]. Among the marketed eight marine-derived drugs, the ethyl esters of several omega-3 fatty acids from fish oils, in particular, ethyl esters of the major constituents eicosapentaenoic acid and docosahexaenoic acid, are approved as anti-hypertriglyceridemia and antibacterial drugs [9,10,11].
Published: 2018
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16. Frontispiece: An Unprecedented Blue Chromophore Found in Nature using a 'Chemistry First' and Molecular Networking Approach: Discovery of Dactylocyanines A-H

Author: Natacha Bonneau, Guanming Chen, David Lachkar, Asmaa Boufridi, Jean-François Gallard, Pascal Retailleau, Sylvain Petek, Cécile Debitus, Laurent Evanno, Mehdi A. Beniddir, and Erwan Poupon
Subjects: Organic Chemistry, General Chemistry, Catalysis
Published: 2017
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17. An unprecedented blue chromophore found in nature using a 'chemistry first' and molecular networking approach : discovery of dactylocyanines A-H

Author: Natacha Bonneau, David Lachkar, Guanming Chen, Erwan Poupon, Cécile Debitus, Asmaa Boufridi, Sylvain Petek, Mehdi A. Beniddir, Jean-François Gallard, Pascal Retailleau, Laurent Evanno, Biomolécules : Conception, Isolement, Synthèse (BioCIS), Université Paris-Sud - Paris 11 (UP11)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-CY Cergy Paris Université (CY), Institut de Chimie des Substances Naturelles (ICSN), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC), Laboratoire des Sciences de l'Environnement Marin (LEMAR) (LEMAR), Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de Brest (UBO)-Institut Universitaire Européen de la Mer (IUEM), Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), Institut de Recherche pour le Développement (IRD), Molécules bioactives, conception, isolement et synthèse (MBCIS), Université Paris-Sud - Paris 11 (UP11)-Centre National de la Recherche Scientifique (CNRS), ANR-11-EBIM-0006,POMARE,Invertébrés benthiques de Polynésie, Martinique et Réunion : interactions et évaluation de la chimiodiversité pour un usage durable de la biodiversité(2011), Institut Universitaire Européen de la Mer (IUEM), and Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Centre National de la Recherche Scientifique (CNRS)-Université de Brest (UBO)
Subjects: Magnetic Resonance Spectroscopy, Stereochemistry, Molecular Conformation, 010402 general chemistry, Crystallography, X-Ray, 01 natural sciences, ilimaquinone, Catalysis, Molecular conformation, marine natural dyes, golgi membranes, Tandem Mass Spectrometry, residue, chromophore, Animals, chromophores, zwitterionic, Chromatography, High Pressure Liquid, Biological Products, molecular networking, cyanines, 010405 organic chemistry, Chemistry, ACL, Organic Chemistry, Solvatochromism, sesquiterpenoid quinones, sulfoxides, Quinones, Dactylospongia metachromia, General Chemistry, Chromophore, Combinatorial chemistry, vesiculation, zwitterions, 0104 chemical sciences, Porifera, Golgi membranes, Ilimaquinone, Molecular networking, nakijiquinones, [SDE.BE]Environmental Sciences/Biodiversity and Ecology, strategy, Sesquiterpenes, marine sponge, Chlortetracycline
Abstract: WOS:000413167100012; International audience; Guided by a "chemistry first" approach using molecular networking, eight new bright-blue colored natural compounds, namely dactylocyanines A-H (3-10), were isolated from the Polynesian marine sponge Dactylospongia metachromia. Starting from ilimaquinone (1), an hemisynthetic phishing probe (2) was prepared for annotating and matching structurally related natural substances in D. metachromia crude extract network. This strategy allowed characterizing for the first time in Nature the blue zwitterionic quinonoid chromophore. The solvatochromic properties of the latter are reported.
Published: 2017
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18. Unguiculins A-C: cytotoxic bis-guanidine alkaloids from the French Polynesian sponge, Monanchora n. sp

Author: Ali Al-Mourabit, Marie-Thérèse Martin, Céline Moriou, Amr El-Demerdash, Cécile Debitus, Sylvain Petek, Institut de Chimie des Substances Naturelles (ICSN), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC), Mansoura University [Egypt], Ecosystèmes Insulaires Océaniens (UMR 241) (EIO), Université de la Polynésie Française (UPF)-Institut Louis Malardé [Papeete] (ILM), Institut de Recherche pour le Développement (IRD)-Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER), Laboratoire des Sciences de l'Environnement Marin (LEMAR) (LEMAR), Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de Brest (UBO)-Institut Universitaire Européen de la Mer (IUEM), Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), Institut de Recherche pour le Développement (IRD), and ANR-11-EBIM-0006,POMARE,Invertébrés benthiques de Polynésie, Martinique et Réunion : interactions et évaluation de la chimiodiversité pour un usage durable de la biodiversité(2011)
Subjects: Spectrometry, Mass, Electrospray Ionization, Magnetic Resonance Spectroscopy, Stereochemistry, Crambeidae, Antineoplastic Agents, Plant Science, Biology, guanidine, 01 natural sciences, Biochemistry, Guanidines, KB Cells, Polynesia, Analytical Chemistry, chemistry.chemical_compound, Inhibitory Concentration 50, Alkaloids, [CHIM.ANAL]Chemical Sciences/Analytical chemistry, Ic50 values, Monanchora, Cytotoxic T cell, Animals, Humans, Guanidine, Molecular Structure, 010405 organic chemistry, ACL, Organic Chemistry, Data interpretation, biology.organism_classification, 3. Good health, 0104 chemical sciences, Porifera, spermidine alkaloid, 010404 medicinal & biomolecular chemistry, Sponge, chemistry, unguiculin, [SDE.BE]Environmental Sciences/Biodiversity and Ecology, Drug Screening Assays, Antitumor, Human cancer
Abstract: Two new acyclic bis-guanidine alkaloids, unguiculins B-C (2–3), were isolated from a French Polynesian sponge Monanchora n. sp. together with the known compound unguiculin A (1). Their structures were established by spectroscopic data interpretation and comparison with the literature. Unguiculins A-C displayed antiproliferative and cytotoxic efficacy against several human cancer cells with IC50 values in the micromolar range.
Published: 2017
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19. Diversity of two widespread Indo-Pacific demosponge species revisited

Author: Dirk Erpenbeck, Emilie Kaltenbacher, Peter J. Schupp, Gert Wörheide, Sarah Benning, John N. A. Hooper, Cécile Debitus, Oliver Voigt, Ali M. Al-Aidaroos, Nicole J. de Voogd, Ratih Aryasari, Kathryn A. Hall, Department of Earth and Environmental Sciences [München], Ludwig-Maximilians-Universität München (LMU), Universitas Gadjah Mada, Laboratoire des Sciences de l'Environnement Marin (LEMAR) (LEMAR), Institut Universitaire Européen de la Mer (IUEM), Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Centre National de la Recherche Scientifique (CNRS)-Université de Brest (UBO), Institut de Recherche pour le Développement (IRD), King Abdulaziz University, Institute for Chemistry and Biology of the Marine Environment (ICBM), University of Oldenburg, Griffith University [Brisbane], Naturalis Biodiversity Center [Leiden], Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de Brest (UBO)-Institut Universitaire Européen de la Mer (IUEM), and Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS)
Subjects: 0106 biological sciences, 0301 basic medicine, Paraphyly, Biodiversity, Aquatic Science, dna, phylogeography, Oceanography, 010603 evolutionary biology, 01 natural sciences, 03 medical and health sciences, taxonomy, Demosponge, 14. Life underwater, indian-ocean, Biological oceanography, Endemism, sponges, Demosponges, Ecology, Evolution, Behavior and Systematics, biology, red-sea, Ecology, software, ACL, Marine invertebrates, biology.organism_classification, Red Sea, archipelago, Hyrtios erectus, Porifera, communities, 030104 developmental biology, Cryptic species, Stylissa massa, Indo-Pacific, Type locality, reef fishes, [SDE.BE]Environmental Sciences/Biodiversity and Ecology
Abstract: WOS:000416240300004; International audience; The Indo-Pacific is the world's largest marine biogeographic region, covering the tropical and subtropical waters from the Red Sea in the Western Indian Ocean to the Easter Islands in the Pacific. It is characterized by a vast degree of biogeographic connectivity in particular in its marine realm. So far, usage of molecular tools rejected the presence of cosmopolitan or very widespread sponge species in several cases, supporting hypotheses on a higher level of endemism among marine invertebrates than previously thought. We analysed the genetic diversity of Hyrtios erectus and Stylissa massa, two alleged widespread sponge species of the Indo-Pacific, from the Red Sea and Mayotte in the West Indian Ocean to Polynesia in the Central Pacific. In the region of its type locality, the Red Sea, Hyrtios erectus is genetically distinct, and the populations from the remaining Indo-Pacific are a potentially different species and paraphyletic in respect to H. altus. Stylissa massa falls into different, but widespread genetic clades, one of them (Stylissa cf. massa), with distinct potentially hairpin-forming elements in mitochondrial intergenic regions. The results also indicate that morphologically established demosponge species in the Indo-Pacific can be widespread, but simultaneously harbour cryptic, genetically distinct lineages.
Published: 2017
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20. Ilimaquinone and 5-epi-Ilimaquinone: Beyond a Simple Diastereomeric Ratio, Biosynthetic Considerations from NMR-Based Analysis

Author: Erwan Poupon, Sylvain Petek, David Lachkar, Mehdi A. Beniddir, Cécile Debitus, Dirk Erpenbeck, Asmaa Boufridi, Laurent Evanno, Institut de Chimie des Substances Naturelles (ICSN), Centre National de la Recherche Scientifique (CNRS), The Natural History Museum [London] (NHM), Laboratoire des Sciences de l'Environnement Marin (LEMAR) (LEMAR), Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de Brest (UBO)-Institut Universitaire Européen de la Mer (IUEM), Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS), Molécules bioactives, conception, isolement et synthèse (MBCIS), Université Paris-Sud - Paris 11 (UP11)-Centre National de la Recherche Scientifique (CNRS), Biomolécules : Conception, Isolement, Synthèse (BioCIS), Université Paris-Sud - Paris 11 (UP11)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-CY Cergy Paris Université (CY), Department of Earth and Environmental Sciences [München], Ludwig-Maximilians-Universität München (LMU), Institut Universitaire Européen de la Mer (IUEM), Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Centre National de la Recherche Scientifique (CNRS)-Université de Brest (UBO), Ecosystèmes Insulaires Océaniens (UMR 241) (EIO), Université de la Polynésie Française (UPF)-Institut Louis Malardé [Papeete] (ILM), Institut de Recherche pour le Développement (IRD)-Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER), Institut de Recherche pour le Développement (IRD), ANR-11-EBIM-0006,POMARE,Invertébrés benthiques de Polynésie, Martinique et Réunion : interactions et évaluation de la chimiodiversité pour un usage durable de la biodiversité(2011), and Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS)
Subjects: 0301 basic medicine, Dactylospongia elegans, Stereochemistry, New materials, GOLGI MEMBRANES, ETHYLSMENOQUINONE, 01 natural sciences, 03 medical and health sciences, Computational chemistry, RNASE-H ACTIVITY, INDO-PACIFIC, Biological evaluation, ABSOLUTE STEREOCHEMISTRY, 010405 organic chemistry, Chemistry, ACL, Diastereomer, Dactylospongia metachromia, SELECTIVE INHIBITOR, General Chemistry, Apoptosis induction, RNase H activity, 0104 chemical sciences, SESQUITERPENE QUINONES, MARINE SPONGE METABOLITES, 030104 developmental biology, Ilimaquinone, DACTYLOSPONGIA, [SDE.BE]Environmental Sciences/Biodiversity and Ecology, HUMAN-IMMUNODEFICIENCY
Abstract: 00000; International audience; Dactylospongia metachromia and Dactylospongia elegans collected from French Polynesia were studied with a particular focus on the variation of the diastereomeric ratio between ilimaquinone (4) and 5-epi-ilimaquinone (5). More than 100 samples, covering an area of 4100km(2), were studied to try to clarify this intriguing issue. Nuclear magnetic resonance appeared as the non-destructive, straightforward technique of choice for a relative quantitative study. A random distribution, unique at that point in nature, is observed and leads to biosynthetic considerations. Biological evaluation of both compounds was also performed and showed moderate discrepancies in cytotoxicity and apoptosis induction.
Published: 2017
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21. Sporothriolide-Related Compounds from the Fungus Hypoxylon monticulosum CLL-205 Isolated from a Sphaerocladina Sponge from the Tahiti Coast

Author: Géraldine Le Goff, Cécile Debitus, Jamal Ouazzani, Pascal Retailleau, Charlotte Leman-Loubière, Institut de Chimie des Substances Naturelles (ICSN), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Laboratoire des Sciences de l'Environnement Marin (LEMAR) (LEMAR), Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de Brest (UBO)-Institut Universitaire Européen de la Mer (IUEM), Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), Institut de Recherche pour le Développement (IRD), European Project: 634674,H2020,H2020-BG-2014-2,TASCMAR(2015), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC), Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), Institut Universitaire Européen de la Mer (IUEM), and Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Centre National de la Recherche Scientifique (CNRS)-Université de Brest (UBO)
Subjects: Stereochemistry, Oceans and Seas, 4-epi-ethisolide, Pharmaceutical Science, hyaluronidase, Fungus, Crystallography, X-Ray, 010402 general chemistry, 01 natural sciences, Sporothriolide, Polynesia, Analytical Chemistry, Drug Discovery, Animals, Furans, Nuclear Magnetic Resonance, Biomolecular, metabolites, Pharmacology, therapy, Molecular Structure, Xylariales, biology, 010405 organic chemistry, ACL, Organic Chemistry, Absolute configuration, biology.organism_classification, Porifera, 0104 chemical sciences, Sponge, Complementary and alternative medicine, Hypoxylon monticulosum, Molecular Medicine, acid, [SDE.BE]Environmental Sciences/Biodiversity and Ecology, Two-dimensional nuclear magnetic resonance spectroscopy
Abstract: WOS:000414234400035; International audience; Two sporothriolide-related compounds were obtained from an extract of the fungus Hypoxylon monticulosum CLL-205, isolated from a Sphaerocladina sponge collected from the Tahiti coast. Compound 2 is a deoxy analogue of sporothric acid (4). Compound 3 is a newly reported unusual scaffold combining sporothriolide (1) and trienylfuranol A (5) moieties, through a Diels-Alderase-type reaction. Various experimental and analytical arguments supported the biocatalytic origin of compound 3. The structures of the isolated compounds were elucidated using 1D and 2D NMR, HRMS, and IR data. The structure and the absolute configuration of 3 were unambiguously confirmed by a single-crystal X-ray diffraction analysis.
Published: 2017
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22. Affinities of Sponges (Porifera) of the Marquesas and Society Islands, French Polynesia

Author: Aline Alencar, Jean Vacelet, Patricia Sutcliffe, Sylvain Petek, Cécile Debitus, Eric Folcher, Nicolas Maihota, John N. A. Hooper, Andrzej Pisera, Kathryn A. Hall, John Butscher, and Joel Orempuller
Subjects: geography, Multidisciplinary, geography.geographical_feature_category, Ecology, Range (biology), Fauna, Coral reef, Biology, biology.organism_classification, Abundance (ecology), Poecilosclerida, Archipelago, Dictyoceratida, Reef
Abstract: This article reports on a survey of sponges from the higher-island reefs and slopes of the Marquesas and Society Islands archipelagos, French Polynesia, recording presence/absence and an estimate of local abundance at 109 sites from six and eight islands within each archipelago, respectively. Sponge distributions within archipelagos were relatively homogeneous, showing some differential patterns in affinities between north-south islands, and approximately one-third of the fauna apparently endemic to these archipelagos, but between-archipelago comparisons showed large heterogeneity, with only four of the 75 species shared between both archipelagos. The fauna of the Marquesas Islands (with sites consisting mostly of rocky slopes) was dominated by species in order Poecilosclerida and showed a range of taxonomic diversity similar to that of the remote fauna of the Hawaiian Islands. By comparison, the sponge fauna of the Society Islands sites was dominated by species of order Dictyoceratida, reflecting predominance of coral reef and lagoon sites and associated phototrophic feeding strategies. Parsimony and multivariate statistical analyses comparing French Polynesian sponge faunas with others in the southwestern Pacific showed closest nested faunal similarities between the (Marquesas Islands + Society Islands), (((Tonga + Fiji) + Vanuatu) + New Caledonia), and (North Great Barrier Reef + South Great Barrier Reef) but no or very low similarity between more geographically isolated faunas such as Palau and the collective Great Barrier Reef.
Published: 2013
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23. Isolation and identification of chitin from heavy mineralized skeleton of Suberea clavata (Verongida: Demospongiae: Porifera) marine demosponge

Author: Marcin Wysokowski, Mikhail V. Tsurkan, Heike Meissner, Roberta Galli, Teofil Jesionowski, Vasilii V. Bazhenov, Nicole J. de Voogd, Murat Kaya, Esra Bulut, Hermann Ehrlich, Cécile Debitus, Jayakumar, R (ed.), Meenakshi, S. (ed.), Mühendislik Fakültesi, Ehrlich, Hermann -- 0000-0003-3654-0810, Bazhenov, Vasilii -- 0000-0002-1346-1151, Debitus, Cecile -- 0000-0002-3978-0644, Tsurkan, Mikhail V. -- 0000-0003-4000-3890, and Kaya, Murat -- 0000-0001-6954-2703
Subjects: Chitin, 02 engineering and technology, Test (biology), Calcofluor-white, Biology, 01 natural sciences, Biochemistry, chemistry.chemical_compound, Demosponge, Structural Biology, Botany, Animals, Suberea clavata, sponges, Molecular Biology, Skeleton, Suberea Clavata, Minerals, 010405 organic chemistry, Chitinases, General Medicine, 021001 nanoscience & nanotechnology, biology.organism_classification, Isolation (microbiology), 0104 chemical sciences, Porifera, chemistry, Sponges, Chitinase, biology.protein, Identification (biology), 0210 nano-technology
Abstract: WOS: 000412959500037, PubMed: 28185932, Since the discovery of chitin in skeletal structures of sponges (Porifera) in 2007, studies on search of novel species which possess this structural aminopolysaccharide continue up today. The most potential source of chitin is suggested to be localized in the four families of sponges related to the order Verongida (Demospongiae) which nevertheless require further clarification. Here, we report for the first time the isolation and identification of alpha-chitin from the Suberea clavata demosponge (Aplysinidae: Verongida). Raman spectroscopy, Calcofluor White staining, chitinase test and ESI-MS techniques were used to identify chitin. We suggest that the presence of chitin within fibrous skeletons of diverse species of Verongida order, and, especially in all species of the Aplysinidae family, may be useful for the identification of novel, previously unidentified marine demosponges. (C) 2017 Elsevier B.V. All rights reserved., DFG (Germany) [EH 394-3]; PUT research grant (Poland) [03/32/DSPB/0706/2017], This work was supported by DFG Grant EH 394-3 (Germany) and PUT research grant 03/32/DSPB/0706/2017 (Poland). The authors thank Prof. Dr. Yixin Zhang for the use of the ESI-MS instrument and Rob van Soest for his support and comments.
Published: 2016

24. Biotransformations versus chemical modifications: new cytotoxic analogs of marine sesquiterpene ilimaquinone

Author: Didier Buisson, Laurent Evanno, Cécile Debitus, Sylvain Petek, Mehdi A. Beniddir, Erwan Poupon, Asmaa Boufridi, Biomolécules : Conception, Isolement, Synthèse (BioCIS), Université Paris-Sud - Paris 11 (UP11)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-CY Cergy Paris Université (CY), Laboratoire des Sciences de l'Environnement Marin (LEMAR) (LEMAR), Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de Brest (UBO)-Institut Universitaire Européen de la Mer (IUEM), Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), Ecosystèmes Insulaires Océaniens (UMR 241) (EIO), Université de la Polynésie Française (UPF)-Institut Louis Malardé [Papeete] (ILM), Institut de Recherche pour le Développement (IRD)-Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER), Institut de Recherche pour le Développement (IRD), Laboratoire d'Excellence CORAIL (LabEX CORAIL), Université des Antilles (UA)-Institut d'écologie et environnement-Université de la Nouvelle-Calédonie (UNC)-Université de la Polynésie Française (UPF)-Université de La Réunion (UR)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-École pratique des hautes études (EPHE), Université Paris sciences et lettres (PSL)-Université Paris sciences et lettres (PSL)-École des hautes études en sciences sociales (EHESS)-Université des Antilles et de la Guyane (UAG)-Institut de Recherche pour le Développement (IRD), Molécules de Communication et Adaptation des Micro-organismes (MCAM), Muséum national d'Histoire naturelle (MNHN)-Centre National de la Recherche Scientifique (CNRS), ANR-11-EBIM-0006,POMARE,Invertébrés benthiques de Polynésie, Martinique et Réunion : interactions et évaluation de la chimiodiversité pour un usage durable de la biodiversité(2011), Molécules bioactives, conception, isolement et synthèse (MBCIS), Université Paris-Sud - Paris 11 (UP11)-Centre National de la Recherche Scientifique (CNRS), Institut de Chimie des Substances Naturelles (ICSN), Centre National de la Recherche Scientifique (CNRS), Équipe 'Pharmacognosie-Chimie des Substances Naturelles' BioCIS, Laboratoire de Chimie et de Biochimie Pharmacologiques et Toxicologiques (LCBPT - UMR 8601), and Université Paris Descartes - Paris 5 (UPD5)-Centre National de la Recherche Scientifique (CNRS)
Subjects: Marine natural substance, Stereochemistry, metabolite, Epoxidation, 010402 general chemistry, Sesquiterpene, 01 natural sciences, Biochemistry, Hydroxylation, chemistry.chemical_compound, Ethanolamine, Biotransformation, fragmentation, Drug Discovery, rnase-h activity, Organic chemistry, ComputingMilieux_MISCELLANEOUS, human-immunodeficiency, protein-transport, illimaquinone, Marine sponge, Mucor plumbeus, Ilimaquinone, biology, [CHIM.ORGA]Chemical Sciences/Organic chemistry, 010405 organic chemistry, Chemistry, ACL, transformation, Organic Chemistry, Biological activity, biology.organism_classification, 0104 chemical sciences, Quinone, selective inhibitor, Mucor circinelloides, mucor-plumbeus, [SDE.BE]Environmental Sciences/Biodiversity and Ecology
Abstract: International audience; Highly biologically active marine sesquiterpene ilimaquinone was selected for chemical modifications. Its biotransformation was investigated using a combinatorial approach as an original way to screen different strains of microorganisms. Mucor circinelloides ATCC 8541 was able to structurally modify ilimaquinone into three different compounds. A stereospecific epoxidation was observed and compared to chemical epoxidation. A hydroxylation of the decalin ring was also observed as well as an unexpected substitution on the quinone ring by ethanolamine. Compounds were evaluated against several cell lines.
Published: 2016
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25. Cytotoxic Guanidine Alkaloids from a French Polynesian Monanchora n. sp. Sponge

Author: Alice de Souza Rodrigues-Stien, John N. A. Hooper, Céline Moriou, Kathryn A. Hall, Cécile Debitus, Marina Demoy-Schneider, Amr El-Demerdash, Ali Al-Mourabit, Sylvain Petek, and Marie-Thérèse Martin
Subjects: Circular dichroism, Stereochemistry, Pharmaceutical Science, Antineoplastic Agents, HL-60 Cells, Marine Biology, Biology, 01 natural sciences, Guanidines, KB Cells, Polynesia, Analytical Chemistry, chemistry.chemical_compound, Inhibitory Concentration 50, Alkaloids, Axinella, Drug Discovery, Animals, Humans, Guanidine, Nuclear Magnetic Resonance, Biomolecular, Pharmacology, Natural product, Bicyclic molecule, 010405 organic chemistry, Organic Chemistry, biology.organism_classification, HCT116 Cells, 0104 chemical sciences, 010404 medicinal & biomolecular chemistry, Complementary and alternative medicine, chemistry, Proton NMR, Molecular Medicine, Enantiomer, Drug Screening Assays, Antitumor, Two-dimensional nuclear magnetic resonance spectroscopy
Abstract: Four bicyclic and three pentacyclic guanidine alkaloids (1-7) were isolated from a French Polynesian Monanchora n. sp. sponge, along with the known alkaloids monalidine A (8), enantiomers 9-11 of known natural product crambescins, and the known crambescidins 12-15. Structures were assigned by spectroscopic data interpretation. The relative and absolute configurations of the alkaloids were established by analysis of (1)H NMR and NOESY spectra and by circular dichroism analysis. The new norcrambescidic acid (7) corresponds to interesting biosynthetic variation within the pentacyclic core. All compounds exhibited antiproliferative and cytotoxic efficacy against KB, HCT116, HL60, MRC5, and B16F10 cancer cells, with IC50 values ranging from 4 nM to 10 μM.
Published: 2016

26. Antiproliferative activity against human non-small cell lung cancer of two O-alkyl-diglycosylglycerols from the marine sponges Myrmekioderma dendyi and Trikentrion laeve

Author: Audrey Robic, Marine Malleter, Jean-Michel Kornprobst, Christos Roussakis, Fereshteh Farokhi, Gilles Barnathan, Cécile Debitus, Gaëtane Wielgosz-Collin, Institut Des Substances et Organismes de la Mer - UR 2160 (ISOMER), Nantes Université - UFR des Sciences Pharmaceutiques et Biologiques (Nantes Univ - UFR Pharmacie), Nantes Université - pôle Santé, Nantes Université (Nantes Univ)-Nantes Université (Nantes Univ)-Nantes Université - pôle Santé, Nantes Université (Nantes Univ)-Nantes Université (Nantes Univ)-Nantes université - UFR des Sciences et des Techniques (Nantes univ - UFR ST), Nantes Université - pôle Sciences et technologie, Nantes Université (Nantes Univ)-Nantes Université (Nantes Univ)-Nantes Université - pôle Sciences et technologie, Nantes Université (Nantes Univ), Adaptation aux milieux extrêmes, Université Pierre et Marie Curie - Paris 6 (UPMC)-Centre National de la Recherche Scientifique (CNRS), Cibles et Médicaments des Infections et de l'Immunité (IICiMed), and Nantes Université (Nantes Univ)-Nantes Université (Nantes Univ)
Subjects: Lung Neoplasms, Stereochemistry, Antineoplastic Agents, Xylose, chemistry.chemical_compound, Glycolipid, Carcinoma, Non-Small-Cell Lung, Cell Line, Tumor, Drug Discovery, medicine, Glycerol, Animals, Humans, [CHIM]Chemical Sciences, Lung cancer, Alkyl, Cell Proliferation, Pharmacology, chemistry.chemical_classification, biology, Organic Chemistry, Biological activity, Alkyldiglycosylglycerols Glycolipids Human lung cancer Marine sponges Myrmekioderma Trikentrion, General Medicine, medicine.disease, biology.organism_classification, Porifera, Sponge, chemistry, Biochemistry, Cell culture, lipids (amino acids, peptides, and proteins), Glycolipids
Abstract: International audience; Glycolipids of Myrmekioderma sponges contain Myrmekiosides, a new family of glycolipids with a unique structure of mono-O-alkyl-diglycosylglycerols. This report deals with the identification and biological activity of the new Myrmekioside E from Myrmekioderma dendyi. Its structure has been elucidated from spectroscopic data and chemical degradation studies. It contained a glycerol backbone linked to xylose and N-acetylglucosamine, and an alkyl long-chain with a terminal alcohol group. A related glycolipid, Trikentroside, known in the sponge Trikentrion laeve, was subjected to a comparative biological evaluation. Both glycolipids inhibit proliferation of two human non-small cell lung cancer cell lines (NSCLC-N6 and A549).
Published: 2012
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27. Evolution, radiation and chemotaxonomy of Lamellodysidea, a demosponge genus with anti-plasmodial metabolites

Author: Cécile Debitus, Mayuri Chandra, Bernard Banaigs, Pierre Perio, Carsten W. Wolff, John N. A. Hooper, Sylvain Petek, Dirk Erpenbeck, Gert Wörheide, Patricia Sutcliffe, and Isabelle Bonnard
Subjects: Ecology, biology, Phylogenetic tree, Zoology, Aquatic Science, biology.organism_classification, Taxon, Demosponge, Phylogenetics, Chemotaxonomy, Botany, Molecular phylogenetics, Taxonomy (biology), Dictyoceratida, Ecology, Evolution, Behavior and Systematics
Abstract: Sponges of the family Dysideidae (Dictyoceratida) are renowned for their diversity of secondary metabolites, and its genus Lamellodysidea, particularly Lamellodysidea herbacea, is the most studied taxon biochemically. Despite its importance, the taxonomic status of L. herbacea—whether it is a distinct species or a species complex—has never been assessed. Recent biochemical profiling revealed anti-plasmodial activity of brominated compounds in Lamellodysidea of the Pacific. Here, we present a comparative chemotaxonomic and molecular analysis of selected Dysideidae from the Pacific and the Indian Ocean (New Caledonia, Great Barrier Reef, Fiji, Mayotte, Guam, Palau). We investigated the phylogenetic relationships between the populations and assessed their bioactive (PBDE) compounds in order to unravel the taxonomic status of this commercially important group of sponges and assessed patterns of dispersal and biochemical variation. The molecular phylogeny was based on the internal transcribed ribosomal spacer and compared against a PBDE phylogeny for several specimens. Molecular data revealed a diversity of Indo-Pacific L.herbacea populations, also reflected by different PBDE compound profiles. Molecular and biochemical data also revealed a Lamellodysidea species new to science. Several specimens misidentified as Lamellodysidea were detected based on their position on different clades in the molecular phylogeny and their production of different halogenated compounds (brominated vs. chlorinated). The direct comparison of molecular and biochemical data also provided evidence for the occurrence of a host switch event and support for the theory that abiotic factors, such as sedimentation, affect the chemical constituents produced in L. herbacea.
Published: 2012
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28. Swinholide J, a Potent Cytotoxin from the Marine Sponge Theonella swinhoei

Author: Simona De Marino, Maria Valeria D'Auria, Angela Zampella, Carmen Festa, Thierry Cresteil, Cécile Debitus, Institut de Chimie des Substances Naturelles (ICSN), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC), De Marino, S., Festa, Carmen, D'Auria, M. V., Cresteil, T., Debitus, C., and Zampella, A.
Subjects: Magnetic Resonance Spectroscopy, swinholide J, Stereochemistry, In vitro cytotoxicity, Pharmaceutical Science, Biology, anticancer, 010402 general chemistry, 01 natural sciences, Article, KB Cells, marine cytotoxin, Inhibitory Concentration 50, Drug Discovery, Animals, Humans, Inhibitory concentration 50, Cytotoxicity, lcsh:QH301-705.5, Pharmacology, Toxicology and Pharmaceutics (miscellaneous), Theonella swinhoei, [CHIM.ORGA]Chemical Sciences/Organic chemistry, Cytotoxins, 010405 organic chemistry, Swinholide A, macrolide, Nuclear magnetic resonance spectroscopy, biology.organism_classification, 0104 chemical sciences, Sponge, lcsh:Biology (General), Marine Toxins, Macrolides, Theonella, Marine toxin
Abstract: International audience; In our ongoing search for new pharmacologically active leads from Solomon organisms, we have examined the sponge Theonella swinhoei. Herein we report the isolation and structure elucidation of swinholide A (1) and one new macrolide, swinholide J (2). Swinholide J is an unprecedented asymmetric 44-membered dilactone with an epoxide functionality in half of the molecule. The structural determination was based on extensive interpretation of high-field NMR spectra and HRESIMS data. Swinholide J displayed potent in vitro cytotoxicity against KB cells (human nasopharynx cancer) with an IC(50) value of 6 nM.
Published: 2011
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29. Cover Feature: A Ring-Distortion Strategy from Marine Natural Product Ilimaquinone Leads to Quorum Sensing Modulators (Eur. J. Org. Chem. 20-21/2018)

Author: Grégory Genta-Jouve, Assia Lamali, Sylvain Petek, Laurent Evanno, Asmaa Boufridi, Erwan Poupon, Denis Saulnier, Cécile Debitus, Florent Tintillier, David Lachkar, Blandine Séon-Méniel, Karine Leblanc, Stéphanie Denis, Mehdi A. Beniddir, and Jean-Christophe Jullian
Subjects: Quorum sensing, chemistry.chemical_compound, Natural product, Chemistry, Stereochemistry, Distortion, Organic Chemistry, Ilimaquinone, Cover (algebra), Physical and Theoretical Chemistry, Ring (chemistry)
Published: 2018
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30. Agelastatin E, Agelastatin F, and Benzosceptrin C from the Marine Sponge Agelas dendromorpha

Author: Kirti Patel, Marie-Thérèse Martin, Ludmila Ermolenko, Ali Al-Mourabit, Céline Moriou, Jonathan Sorres, Supriya Tilvi, Cécile Debitus, Sylvain Petek, Jean-François Gallard, Institut de Chimie des Substances Naturelles (ICSN), and Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)
Subjects: Stereochemistry, Pharmaceutical Science, Mineralogy, Marine Biology, [SDV.BC]Life Sciences [q-bio]/Cellular Biology, 010402 general chemistry, 01 natural sciences, KB Cells, Analytical Chemistry, Agelastatin E, chemistry.chemical_compound, Alkaloids, Drug Discovery, Animals, Humans, Pyrroles, Benzosceptrin C, Nuclear Magnetic Resonance, Biomolecular, Oxazolidinones, Sceptrin, Pharmacology, Molecular Structure, biology, 010405 organic chemistry, Alkaloid, Organic Chemistry, Imidazoles, biology.organism_classification, 0104 chemical sciences, Agelastatin F, Thymine, Agelas, Sponge, Complementary and alternative medicine, chemistry, Molecular Medicine, Drug Screening Assays, Antitumor
Abstract: International audience; The study of the n-butanol extract of the New Caledonian sponge Agelas dendromorpha led to the isolation and identification of three new pyrrole-2-aminoimidazole (P-2-AI) alkaloids, named agelastatins E (3) and F (4) and benzosceptrin C (5), together with 10 known metabolites, agelastatin A (1), agelastatin D (2), sceptrin (6), manzacidin A, tauroacidin A, taurodispacamide A, nortopsentin D, thymine, longamide, and 4,5-dibromopyrrole-2-carboxamide. Their structures were assigned by spectroscopic data interpretation. All the compounds were tested for cytotoxic activity.
Published: 2010
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31. ChemInform Abstract: Debromokeramadine from the Marine Sponge Agelas cf. mauritiana: Isolation and Short Regioselective and Flexible Synthesis

Author: Anne Zaparucha, Jerome Appenzeller, Cécile Debitus, Cosima Schroif‐Gregoire, and Ali Al-Mourabit
Subjects: biology, Chemistry, Stereochemistry, Regioselectivity, General Medicine, biology.organism_classification, Oxidative addition, Agelas, chemistry.chemical_compound, Sponge, Stereoselectivity, Guanidine, Mauritiana, Derivative (chemistry)
Abstract: The debromokeramadine ( 2a ), which was isolated from the Pacific sponge Agelas cf. mauritiana , is described in this manuscript. We also report the synthesis of the debromokeramadine ( 2a ) and its known brominated analog, keramadine ( 1 ), based on the regioselective oxidative addition of a guanidine derivative on N -acylpyrrole dihydropyridines. This flexible approach was applied to the preparation of three debromo-analogs 2b – d by varying the substitution of the guanidine bis-nucleophile. The reaction is a great progress for the regio- and stereoselective synthesis of debromokeramadine ( 2a ) analogs and interesting library of pyrrole-2-aminoimidazole allowing biological activity studies.
Published: 2015
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32. Debromokeramadine from the marine sponge Agelas cf. mauritiana: isolation and short regioselective and flexible synthesis

Author: Jerome Appenzeller, Ali Al-Mourabit, Anne Zaparucha, Cosima Schroif‐Gregoire, Cécile Debitus, Institut de Chimie des Substances Naturelles (ICSN), and Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)
Subjects: biology, Debromokeramadine, Stereochemistry, Organic Chemistry, Regioselectivity, Keramadine, Pyrrole, biology.organism_classification, Biochemistry, Oxidative addition, N-Methylimidazole, Agelas, chemistry.chemical_compound, Marine metabolite, chemistry, Sponge, Drug Discovery, Organic chemistry, [CHIM]Chemical Sciences, Stereoselectivity, Guanidine, Mauritiana, Derivative (chemistry), ComputingMilieux_MISCELLANEOUS
Abstract: The debromokeramadine ( 2a ), which was isolated from the Pacific sponge Agelas cf. mauritiana , is described in this manuscript. We also report the synthesis of the debromokeramadine ( 2a ) and its known brominated analog, keramadine ( 1 ), based on the regioselective oxidative addition of a guanidine derivative on N -acylpyrrole dihydropyridines. This flexible approach was applied to the preparation of three debromo-analogs 2b – d by varying the substitution of the guanidine bis-nucleophile. The reaction is a great progress for the regio- and stereoselective synthesis of debromokeramadine ( 2a ) analogs and interesting library of pyrrole-2-aminoimidazole allowing biological activity studies.
Published: 2015
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33. Dinoflagellate diversity among nudibranchs and sponges from French Polynesia: Insights into associations and transfer

Author: Cécile Debitus, Véronique Berteaux-Lecellier, Alice Fournier, Pauline Bosserelle, Gaël Lecellier, Patricia Wecker, Laboratoire d'Excellence CORAIL (LabEX CORAIL), Université des Antilles (UA)-Institut d'écologie et environnement-Université de la Nouvelle-Calédonie (UNC)-Université de la Polynésie Française (UPF)-Université de La Réunion (UR)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-École pratique des hautes études (EPHE), Université Paris sciences et lettres (PSL)-Université Paris sciences et lettres (PSL)-École des hautes études en sciences sociales (EHESS)-Université des Antilles et de la Guyane (UAG)-Institut de Recherche pour le Développement (IRD), Centre de recherches insulaires et observatoire de l'environnement (CRIOBE), Université de Perpignan Via Domitia (UPVD)-École pratique des hautes études (EPHE), Université Paris sciences et lettres (PSL)-Université Paris sciences et lettres (PSL)-Centre National de la Recherche Scientifique (CNRS), École normale supérieure - Lyon (ENS Lyon), Université de Versailles Saint-Quentin-en-Yvelines (UVSQ), Université des Antilles (UA)-Institut d'écologie et environnement-Université de la Nouvelle Calédonie (UNC)-Université de la Polynésie Française (UPF)-Université de La Réunion (UR)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-École pratique des hautes études (EPHE)-École des hautes études en sciences sociales (EHESS)-Université des Antilles et de la Guyane (UAG)-Institut de Recherche pour le Développement (IRD), Université de Perpignan Via Domitia (UPVD)-École pratique des hautes études (EPHE)-Centre National de la Recherche Scientifique (CNRS), Institut de Recherche pour le Développement (IRD)-Université des Antilles et de la Guyane (UAG)-École des hautes études en sciences sociales (EHESS)-École Pratique des Hautes Études (EPHE), Université Paris sciences et lettres (PSL)-Université Paris sciences et lettres (PSL)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)-Université de La Réunion (UR)-Université de la Polynésie Française (UPF)-Université de la Nouvelle-Calédonie (UNC)-Institut d'écologie et environnement-Université des Antilles (UA), Université de Perpignan Via Domitia (UPVD)-École Pratique des Hautes Études (EPHE), and École normale supérieure de Lyon (ENS de Lyon)
Subjects: 0106 biological sciences, Coral, Gastropoda, 01 natural sciences, Symbiodinium, RNA, Ribosomal, 28S, Clade, Phylogeny, Marine sponge, 0303 health sciences, geography.geographical_feature_category, Nudibranch, 28SADNr, biology, Ecology, [SDV.BA]Life Sciences [q-bio]/Animal biology, General Medicine, Coral reef, Dinoflagellates, Porifera, Nudibranches, 28SrDNA, Dinoflagellida, Éponge marine, General Agricultural and Biological Sciences, RNA, Protozoan, Porites rus, Molecular Sequence Data, 010603 evolutionary biology, DNA, Ribosomal, General Biochemistry, Genetics and Molecular Biology, Polynesia, 03 medical and health sciences, Species Specificity, Animals, 14. Life underwater, Symbiosis, Ecosystem, Dinoflagellés, 030304 developmental biology, geography, Life Cycle Stages, General Immunology and Microbiology, Base Sequence, fungi, Dinoflagellate, Genetic Variation, Marine invertebrates, Sequence Analysis, DNA, DNA, Protozoan, biology.organism_classification, Sponge
Abstract: International audience; Symbioses with the dinoflagellate Symbiodinium are widespread among marine invertebrates and protists, especially in nutritionally demanding habitats, such as tropical coral reefs, where they play a major role in ecosystem survival. Moreover, apart from corals and sea anemones, many of the Symbiodinium species and clades involved in these partnerships remain to be characterized. This study provides new insights into nudibranch and sponge associations with Symbiodinium by sequencing regions of the Symbiodinium 28S rDNA and the host mitochondrial COI oxidase. Specimens were sampled between 2011 and 2013 from locations around the islands of Moorea and Tahiti, French Polynesia. Our results revealed that some of the sponges and nudibranchs harbored typical Symbiodinium from clade B or C while others harbored new, undescribed Symbiodinium-like dinoflagellates. A detailed analysis of the different life stages of the nudibranch Phestilla lugubris and of its specific coral prey, Porites rus, suggests a prey-predator horizontal transfer of the symbiont and its vertical inheritance from the parent to the eggs.; Les symbioses à zooxanthelles, dinoflagellés du genre Symbiodinium, sont largement répandues chez les invertébrés marins et les protozoaires, notamment dans les eaux oligotrophes, où ils jouent un rôle important dans la survie des récifs coralliens. De plus, excepté chez les coraux et les anémones, les différentes espèces et clades de Symbiodinium impliqués dans ces associations restent à être caractérisés. Notre étude, grâce à l’utilisation des marqueurs génétiques 28S ADNr des Symbiodinium et la sous-unité 1 de la cytochrome oxydase mitochondriale (COI) de l’hôte, procure de nouvelles données quant aux associations des éponges et des nudibranches avec les Symbiodinium. L’échantillonnage a eu lieu autour de Moorea et de Tahiti (Polynésie française), entre 2011 et 2013. Nos résultats révèlent que certaines espèces d’éponges et de nudibranches possèdent les clades B et C communément retrouvés, chez les coraux notamment, alors que d’autres présentent de nouveaux dinoflagellés « Symbiodinium-like ». Une analyses détaillée des Symbiodinium à différents stades du cycle de vie du nudibranche corallivore Phestilla lugubris et de son corail hôte Porites rus suggèrent l’existence d’un transfert horizontal de Symbiodinium proie–prédateur et un transfert vertical du parent P. lugubris à ses œufs.
Published: 2015
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34. Marine Natural Occurring 2,5-Diketopiperazines: Isolation, Synthesis and Optical Properties

Author: Cécile Debitus, Céline Moriou, Thanh Binh Nguyen, Sylvain Petek, Ali Al-Mourabit, Rémi Laville, Institut de Chimie des Substances Naturelles (ICSN), and Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)
Subjects: Circular dichroism, EXTRACTION, Diketopiperazine, Stereochemistry, EPONGE MARINE, Context (language use), 010402 general chemistry, 01 natural sciences, Analytical Chemistry, Sponge, [CHIM]Chemical Sciences, Acanthella, Diketopiperazines, ComputingMilieux_MISCELLANEOUS, Pharmacology, chemistry.chemical_classification, Marine Metabolite, biology, 010405 organic chemistry, Biomolecule, Circular Dichroism, ANALYSE CHIMIQUE, Organic Chemistry, Absolute configuration, SPECTROSCOPIE, INVERTEBRE AQUATIQUE, biology.organism_classification, Cyclic peptide, 0104 chemical sciences, STRUCTURE CHIMIQUE, RECIF CORALLIEN, chemistry, SUBSTANCE NATURELLE
Abstract: Seven 2,5-diketopiperazines (DKPs) were isolated from the Fijian marine sponge Acanthella cavernosa. NMR and circular dichroism (CD) comparison with synthetic L-L DKPs allowed us to determine unambiguously the L-L absolute configuration of the natural DKPs. This work initiated the setting up of an optical properties database of natural DKPs, including specific rotation and CD. 2,5-Diketopiperazines (DKPs) are cyclic secondary metabolites directly resulted from the primary peptidic metabolites. They have been detected in beverages, foods and microorganisms. As the smallest cyclic peptides, DKPs provide interesting biological properties such as organoleptical, antitumoral, antifungal, antibacterial, antifouling and antiviral activities. 2 Many natural metabolites including alkaloids are biosynthetically derived from diketopiperazines by oxidation and rearrangement reactions. They represent an interesting tool for medicinal chemistry since their heterocyclic cores provide a good template for further chemical and stereochemical modification. Proline (Pro) and arginine (Arg) units are usually found in biologically active DKPs. Despite the increasing interest of DKPs, their stereochemical information was not well documented. DKP derivatives have attracted significant attention because of their potential rule as important class of multifunctional biomolecules. Their putative roles as signaling molecules in the chemical ecology context is more and more considered. Thus, determination of absolute configuration of cyclic dipeptides is of significant importance. As a part of our on-going research on bioactive natural compounds from Pacific Axinellidae marine sponges, a scrutinized study of secondary metabolites of a Fijian sample of the marine sponge Acanthella HETEROCYCLES, Vol. 90, No. 2, 2015 1351
Published: 2015
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35. Isolation and absolute configuration of new bioactive marine steroids from sp

Author: Marie-Françoise Aries, Anne Mandeau, Cécile Debitus, and Bruno David
Subjects: Pharmacology, biology, Chemistry, Stereochemistry, medicine.medical_treatment, Organic Chemistry, Clinical Biochemistry, Absolute configuration, Fraction (chemistry), biology.organism_classification, Biochemistry, Steroid, Sponge, HaCaT, Endocrinology, Cell culture, medicine, Proton NMR, Bioassay, Molecular Biology
Abstract: The apolar fraction of the crude alcoholic extract of the sponge Euryspongia n. sp. was shown to display anti-inflammatory activity. Bioassay guided chromatographic purification led to the isolation of a known compound petrosterol ( 1 ) of 3β-hydroxy-24-norchol-5-en-23-oic acid ( 2 ), which has never yet been found as a natural substance, and of a new steroid, 3β-hydroxy-26-norcampest-5-en-25-oic acid ( 3 ). The absolute configurations of 2 and 3 were deduced from comparative 1 H NMR data of the ( S )- and ( R )-phenylglycine methyl ester derivatives. These compounds were evaluated for their anti-inflammatory activity against 6-keto-prostaglandinF1α release in a human keratinocyte cell line HaCaT.
Published: 2005
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36. Echinosulfonic acid D: an ESI MS n evaluation of a new cytotoxic alkaloid from the New-Caledonian sponge Psammoclemma sp

Author: Camille Chevallier, Shai Rubnov, Olivier Laprévote, Thierry Sevenet, Daniel Guenard, Cécile Debitus, and Odile Thoison
Subjects: Stereochemistry, Plant Science, Biochemistry, KB Cells, Indole Alkaloids, Analytical Chemistry, law.invention, Inhibitory Concentration 50, Alkaloids, law, Animals, Humans, Organic chemistry, Inhibitory concentration 50, Cytotoxic T cell, IC50, Acid derivative, biology, Chemistry, Alkaloid, Organic Chemistry, biology.organism_classification, Antineoplastic Agents, Phytogenic, Porifera, Sponge, Echinosulfonic acid D, Sulfonic Acids, Phytotherapy
Abstract: A new bromoindolesulfonic acid derivative, echinosulfonic acid D (1) was isolated from the New-Caledonian sponge Psammoclemma sp. in a minute quantity. The structure of the alkaloid was established by spectroscopic methods and, in particular, by ESI MSn experiments. Echinosulfonic acid D was cytotoxic to KB cells (IC50 2 microg/mL).
Published: 2005
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37. Isolation of Cytotoxic Chondropsins, Macrolide Lactams from the New-Caledonian Marine SpongePsammoclemmaSp. and Electrospray Ion Trap Multiple stage MS study of these Macrolides

Author: Cécile Debitus, Camille Chevallier, Olivier Laprévote, Jérôme Bignon, Daniel Guenard, and Thierry Sévenet
Subjects: Programmed cell death, Electrospray, Lactams, Stereochemistry, HL-60 Cells, Plant Science, Fractionation, Biochemistry, KB Cells, Mass Spectrometry, Analytical Chemistry, Inhibitory Concentration 50, Cell Line, Tumor, Animals, Humans, Cytotoxic T cell, IC50, biology, Cell Cycle, Organic Chemistry, Flow Cytometry, biology.organism_classification, Antineoplastic Agents, Phytogenic, Porifera, Sponge, Apoptosis, Macrolides, Ion trap
Abstract: Psammoclemma sp. (Phoriospongiidae) was selected for study through biological screening carried out in New Caledonia. The crude extract of Psammoclemma sp. was highly active on KB cells and its fractionation led to the isolation of two macrolides chondropsin A 1 and 73-deoxychondropsin A 2. The complex structures were elucidated by a combination of spectroscopic methods (NMR, ESI-MS/MS). These known compounds were evaluated for their cytotoxic activity towards several tumor cell lines and exhibited an IC50 of approximately 10(-10) M. Flow-cytometric analysis revealed that chondropsin A 1 and 73-deoxychondropsin A 2 blocked the entry of HL 60 and KB cells into G2/M phase, leading to cell death by apoptosis.
Published: 2004
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38. Isolation of callipeltins A–C and of two new open-chain derivatives of callipeltin A from the marine sponge Latrunculia sp. A revision of the stereostructure of callipeltins

Author: Nicola Borbone, Lucia Trevisi, Sisto Luciani, Antonio Randazzo, Maria Valeria D'Auria, Cécile Debitus, Angela Zampella, Zampella, Angela, Randazzo, Antonio, Borbone, Nicola, Luciani, S, Trevisi, L, Debitus, C, and D'Auria, MARIA VALERIA
Subjects: chemistry.chemical_classification, biology, Chemistry, Stereochemistry, Organic Chemistry, Latrunculia, Antifungal, biology.organism_classification, Biochemistry, Amino acid, Sponge, Callipeltin, Peptide, Drug Discovery
Abstract: Two new callipeltin-related acyclic peptides ( 2 and 3 ) have been isolated, together with callipeltins A–C from the marine sponge Latrunculia sp. collected at the Vanuatu Islands. The gross structures of new compounds were elucidated by spectroscopic data. The application of the Marfey's analysis on the new derivatives and on callipeltin A ( 1 ), allowed us to revise the configuration of two amino acid units in callipeltin A.
Published: 2002
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39. Renieramide, a Cyclic Tripeptide from the Vanuatu Sponge Reniera n. sp

Author: Luigi Gomez-Paloma, John N. A. Hooper, Raffaele Riccio, Agostino Casapullo, Linda Ciasullo, Giuseppe Bifulco, Cécile Debitus, and Adele Cutignano
Subjects: Models, Molecular, Spectrophotometry, Infrared, Molecular model, Stereochemistry, Metabolite, Pharmaceutical Science, Ether, Tripeptide, Peptides, Cyclic, Analytical Chemistry, chemistry.chemical_compound, Adjuvants, Immunologic, Drug Discovery, Animals, Molecule, Nuclear Magnetic Resonance, Biomolecular, Pharmacology, chemistry.chemical_classification, Molecular Structure, biology, Organic Chemistry, biology.organism_classification, Cyclic peptide, Porifera, Sponge, Complementary and alternative medicine, chemistry, Molecular Medicine, Derivative (chemistry)
Abstract: The polar extract of the Vanuatu sponge Reniera n. sp., which showed immunomodulating activity in preliminary tests, was found to contain a cyclic tripeptide, which we named renieramide (1). This metabolite is identical to a synthetic derivative mentioned in a patent concerning the preparation of cyclic peptides of the OF4949 family of anticancer agents. We describe here the first isolation of this metabolite from natural sources and its complete characterization by spectroscopic and chemical approaches. Renieramide (1) possesses a 17-membered cyclic side-chain-linked biphenyl ether skeleton, typical of the class that includes the natural products OF4949 I-IV, K13, and eurypamides. A tridimensional model of 1, obtained by NMR restrained molecular mechanics and dynamics, is also presented.
Published: 2002
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40. Dihydrohymenialdisines, new pyrrole-2-aminoimidazole alkaloids from the marine sponge Cymbastela cantharella

Author: Stéphanie Nogues, Pierre Sauleau, Pascal Retailleau, Roselyne Raux, Ali Al Mourabit, Laurence Marcourt, Cécile Debitus, Isabelle Carletti, Laboratoire de Biotechnologie et Chimie Marines (LBCM), Université de Bretagne Sud (UBS)-Université de Brest (UBO)-Institut Universitaire Européen de la Mer (IUEM), Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut national des sciences de l'Univers (INSU - CNRS)-Centre National de la Recherche Scientifique (CNRS), Institut de Chimie des Substances Naturelles (ICSN), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC), and Centre National de la Recherche Scientifique (CNRS)
Subjects: Stereochemistry, 01 natural sciences, Biochemistry, 03 medical and health sciences, Drug Discovery, Chemical conversion, Organic chemistry, Bioassay, Cymbastela cantharella, ComputingMilieux_MISCELLANEOUS, 030304 developmental biology, chemistry.chemical_classification, 0303 health sciences, biology, [CHIM.ORGA]Chemical Sciences/Organic chemistry, 010405 organic chemistry, Alkaloid, Organic Chemistry, Biological activity, biology.organism_classification, [SDV.MP.BAC]Life Sciences [q-bio]/Microbiology and Parasitology/Bacteriology, 0104 chemical sciences, Sponge, Enzyme, chemistry, Pyrrole-2-aminoimidazole
Abstract: In our investigation of bioactive marine natural products, we revisited an ethanolic extract of the New Caledonian sponge Cymbastela cantharella. Four new natural compounds (3–6) were isolated and their structural determinations as dihydrohymenialdisine derivatives were achieved by spectral data analysis and chemical conversion. These products did not show any activity in the Polo Like kinase bioassay, demonstrating thus the importance of the unique structure of hymenialdisine, known as an improved kinase inhibitor.
Published: 2011
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41. Pharmacology of Reef Marine Organisms

Author: Jean Guezennec and Cécile Debitus
Subjects: Fishery, geography, geography.geographical_feature_category, Ecology, Biology, Reef
Published: 2014
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42. Pigments of Living Fossil Crinoids

Author: Cécile Debitus and Jean-Michel Kornprobst
Subjects: Ecology, Botany, Biology, Living fossil
Published: 2014
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43. Pomare project, first results on marine invertebrates quorum sensing inhibitors

Author: Tepoerau Mai, Tintillier, F., Sylvain PETEK, Moriou, C., Al Mourabit, A., Saulnier, D., Cécile Debitus, Benson-Rumiz, Alicia, Ecosystèmes Insulaires Océaniens (UMR 241) (EIO), Université de la Polynésie Française (UPF)-Institut Louis Malardé [Papeete] (ILM), and Institut de Recherche pour le Développement (IRD)-Institut de Recherche pour le Développement (IRD)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER)
Subjects: [SDV.BA.ZI]Life Sciences [q-bio]/Animal biology/Invertebrate Zoology, marine invertebrates, [SDV.BA.ZI] Life Sciences [q-bio]/Animal biology/Invertebrate Zoology, quorum sensing inhibitors, ComputingMilieux_MISCELLANEOUS
Abstract: International audience
Published: 2014

44. Scalarane sesterterpenes from Thorectidae sponges as inhibitors of TDP-43 nuclear factor

Author: Chiara Cassiano, Simona De Marino, Carmen Festa, Maria Chiara Monti, Maria Valeria D'Auria, Cécile Debitus, Festa, Carmen, C., Cassiano, D'Auria, MARIA VALERIA, C., Debitu, M. C., Monti, and DE MARINO, Simona
Subjects: Petrosaspongia sp, Sesterterpenes, Stereochemistry, TDP-43, DNA, Single-Stranded, Biochemistry, scalarane alpha scrren TDP43, Structure-Activity Relationship, Animals, Physical and Theoretical Chemistry, Hyrtios sp, Molecular Structure, biology, Chemistry, Thorectidae sponge, Organic Chemistry, scalarane derivative, biology.organism_classification, NMR, Porifera, DNA-Binding Proteins, Kinetics, Sponge, Neuroprotective Agents, Petrosaspongia, Protein Binding
Abstract: The analysis of two Thorectidae sponge samples, Hyrtios sp. and Petrosaspongia sp., collected at Fiji Islands, led to the isolation of five new scalarane derivatives along with fifteen known compounds. Their structures were elucidated on the basis of NMR and MS spectroscopic data. The small library of natural scalarane derivatives was investigated for their ability to modulate the activity of trans-activation response DNA-binding protein of 43 kDa (TDP-43), a key factor in several neurodegenerative conditions and the study resulted in the identification of potent inhibitors of TDP-43 protein.
Published: 2014

45. Coscinosulfate, a CDC25 phosphatase inhibitor from the sponge Coscinoderma mathewsi

Author: Eve Damiens, Cécile Debitus, Michèle Guyot, Laurent Meijer, Isabelle Le Saout, Mohammad Samadi, Sophie Leclerc, Ali Loukaci, Laboratoire de chimie et biochimie des substances naturelles, and Muséum national d'Histoire naturelle (MNHN)-Centre National de la Recherche Scientifique (CNRS)
Subjects: CDC25A, Magnetic Resonance Spectroscopy, Cdc25, Recombinant Fusion Proteins, Clinical Biochemistry, Pharmaceutical Science, Antineoplastic Agents, Biochemistry, Inhibitory Concentration 50, Drug Discovery, Animals, Humans, cdc25 Phosphatases, Enzyme Inhibitors, Molecular Biology, chemistry.chemical_classification, Molecular Structure, biology, Terpenes, Chemistry, Kinase, Organic Chemistry, Biological activity, biology.organism_classification, Terpenoid, Porifera, [SDV.BBM.BC]Life Sciences [q-bio]/Biochemistry, Molecular Biology/Biomolecules [q-bio.BM], Sponge, Enzyme, Enzyme inhibitor, biology.protein, Molecular Medicine, Sesquiterpenes
Abstract: The dual specificity CDC25 phosphatases dephosphorylate two inhibitory phospho-amino acids of cyclin-dependent kinases, a major family of cell cycle regulators. CDC25 inhibitors constitute new anti-mitotic agents with potential anticancer activity. While screening through a collection of natural products derived from marine organisms for CDC25A inhibitors, we purified and identified coscinosulfate 1 , a sesquiterpene sulfate from the New Caledonian sponge Coscinoderma matthewsi , along with 4 . The purified compound 1 displayed significant inhibitory activity towards CDC25A (IC 50 : 3 μM).
Published: 2001
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46. Structural Elucidation of Eighteen Cerebrosides from Holothuria Coronopertusa in a Complex Mixture by High-Energy Collision-Induced Dissociation of [M + Li]+ Ions

Author: Nathalie Hue, Mary Païs, Laurent Serani, Olivier Laprévote, Cécile Debitus, A. Montagnac, and Jean-Louis Menou
Subjects: Collision-induced dissociation, biology, Chemistry, 010401 analytical chemistry, Analytical chemistry, General Medicine, 010402 general chemistry, Tandem mass spectrometry, Mass spectrometry, biology.organism_classification, 01 natural sciences, Atomic and Molecular Physics, and Optics, Dissociation (chemistry), 0104 chemical sciences, Ion, Ionization, Molecule, Holothuria, Spectroscopy
Abstract: Eighteen cerebrosides were detected in admixture from the sea cucumber Holothuria coronopertusa. Their structures have been established on the basis of liquid-secondary ion mass spectrometry (LSIMS)experiments. The collision-induced dissociation (CID)of the lithiated molecules ([M + Li]+)led to diagnostic fragment ions which were further identified by tandem mass spectrometry (MS/MS). In the present study, the combination of LSIMS as ionization mode and high-energy MS/MS analysis appears to be a very powerful method for the rapid analysis of unresolved mixtures of complex molecules.
Published: 2001
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47. Spongidepsin, a new cytotoxic macrolide from Spongia sp

Author: Cécile Debitus, Luigi Gomez-Paloma, Stefania Marzocco, Aldo Pinto, Agnese Grassia, Raffaele Riccio, and Ines Bruno
Subjects: Sponge, biology, Chemistry, Stereochemistry, Organic Chemistry, Drug Discovery, Spongidepsin, Cytotoxic T cell, Cancer cell lines, biology.organism_classification, Macrocyclic lactone, Biochemistry, Spongia
Abstract: A novel macrolide, spongidepsin ( 1 ) has been isolated from the Vanuatu marine sponge Spongia sp. The structure of 1 , which contains 9-hydroxy-2,4,7-trimethyltetradeca-14-ynoic acid and N -methylphenylalanine residues joined in a 13-membered ring, was elucidated by spectroscopic analysis. Spongidepsin ( 1 ) showed cytotoxic activity against J774.A1, WEHI-164 and HEK-293 cancer cell lines with an IC 50 in the sub-micromolar range.
Published: 2001
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48. Dysidotronic acid, a new and selective human phospholipase A2 inhibitor from the sponge Dysidea sp

Author: Clelia Giannini, Cécile Debitus, Miguel Payá, Maria Valeria D'Auria, and Inmaculada Posadas
Subjects: chemistry.chemical_classification, biology, Stereochemistry, Chemical structure, Organic Chemistry, biology.organism_classification, Biochemistry, Sponge, Manoalide, chemistry.chemical_compound, Enzyme, Phospholipase A2, chemistry, Drug Discovery, biology.protein, Potency, Selectivity, IC50
Abstract: A new bioactive sesquiterpenoid, named dysidotronic acid 1, with a rearranged drimane skeleton has been isolated from the sponge Dysidea sp. from Vanuatu islands, along with bolinaquinone 2. The chemical structure of 1 was determined on the basis of spectroscopic data. Dysidotronic acid significantly inhibited human synovial phospholipase A2 (PLA2) at 10 μM, with an IC50 value of 2.6 μM and a higher selectivity and potency towards this enzyme than the reference inhibitor manoalide.
Published: 2000
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49. New Pyridinium Alkaloids from a Marine Sponge of the GenusSpongiawith a Human Phospholipase A2Inhibitor Profile

Author: Franco Zollo, Alcaraz Mj, De Marino S, Cécile Debitus, M. Paya, Maria Iorizzi, L. F. Ospina, J. L. Menou, DE MARINO, Simona, M., Iorizzi, Zollo, Franco, C., Debitu, J. L., Menou, L. F., Ospina, M. J., Alcaraz, and M., Paya
Subjects: Pharmacology, Phospholipase A, biology, Stereochemistry, Alkaloid, Organic Chemistry, Pharmaceutical Science, Pharmacognosy, biology.organism_classification, Animal origin, Spongia, Analytical Chemistry, Sponge, chemistry.chemical_compound, Complementary and alternative medicine, chemistry, Genus, Drug Discovery, Molecular Medicine, Organic chemistry, Pyridinium
Abstract: Four new bioactive pyridinium alkaloids, named spongidines A-D (5-8), have been isolated from a Vanuatu sponge of the genus Spongia, together with known petrosaspongiolides D (1) and G (2). Compounds 3 and 4 are 21-hydroxy derivatives of petrosaspongiolides K and P. Structure elucidation was accomplished through extensive 2D NMR experiments and IR, UV, and FABMS data. All compounds significantly inhibited human synovial phospholipase A(2) (PLA(2)) at 10 mu M, with, an IC50 value of 5.8 mu M for compound 4, which is the most potent inhibitor, with a higher selectivity toward this enzyme than the reference inhibitor manoalide. Pyridinium alkaloids (5-8) mainly inhibited human synovial PLA(2). Compound 8, which contains a sulfonic acid group, is the most interesting inhibitor.
Published: 2000
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50. Sphinxolides E-G and reidispongiolide C: four new cytotoxic macrolides from the new caledonian lithistida sponges N. superstes and R. coeruleaXXX

Author: Luigi Gomez-Paloma, Sabina Carbonelli, Cécile Debitus, Antonio Randazzo, and Angela Zampella
Subjects: Stereochemistry, Chemistry, Organic Chemistry, Drug Discovery, Lithistida, Cytotoxic T cell, Spectral data, Reidispongia coerulea, Cytotoxicity, Biochemistry, Human cancer, In vitro, Neosiphonia
Abstract: Four new macrolides (7–10), structurally related to known sphinxolides (1–4) and reidispongiolides (5–6), have been isolated following a reinvestigation of Neosiphonia superstes and Reidispongia coerulea, two Lithistida sponges collected in the deep waters off New Caledonia. In this paper we report their structure elucidation based on spectral data (mainly 2D-NMR and MS) as well as their cytotoxicity determined on a panel of 60 human cancer cell lines (NCl in vitro primary screen).
Published: 1999
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