48 results on '"Nicolas Lebouvier"'
Search Results
2. OMICS Approaches to Assess Dinoflagellate Responses to Chemical Stressors
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Alice Roussel, Vincent Mériot, Thierry Jauffrais, Véronique Berteaux-Lecellier, and Nicolas Lebouvier
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dinoflagellates ,microalgae ,phytoplankton ,protist ,OMICs ,transcriptomic ,Biology (General) ,QH301-705.5 - Abstract
Dinoflagellates are important primary producers known to form Harmful Algae Blooms (HABs). In water, nutrient availability, pH, salinity and anthropogenic contamination constitute chemical stressors for them. The emergence of OMICs approaches propelled our understanding of dinoflagellates’ responses to stressors. However, in dinoflagellates, these approaches are still biased, as transcriptomic approaches are largely conducted compared to proteomic and metabolomic approaches. Furthermore, integrated OMICs approaches are just emerging. Here, we report recent contributions of the different OMICs approaches to the investigation of dinoflagellates’ responses to chemical stressors and discuss the current challenges we need to face to push studies further despite the lack of genomic resources available for dinoflagellates.
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- 2023
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3. Biosorption of nickel ions Ni2+ by natural and modified Pinus caribaea Morelet sawdust
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Cynthia Sinyeue, Théophile Garioud, Monika Lemestre, Michaël Meyer, Frédérique Brégier, Vincent Chaleix, Vincent Sol, and Nicolas Lebouvier
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Nickel ,Pinus caribaea Morelet ,Modified sawdust ,Biomass recycle ,Water treatment ,Science (General) ,Q1-390 ,Social sciences (General) ,H1-99 - Abstract
The potential of Pinus caribaea Morelet sawdust for the removal of nickel ions (Ni2+) and other metallic trace ions (Co2+, Cr3+, Mn2+) from aqueous solutions was investigated under batch conditions. Several parameters such as size of particles, contact time, pH, initial metal and biomass concentrations, desorption conditions and reusability were evaluated on natural biomass. Biosorption was fast, effective (73%) and biomaterial can be reused after five cycles. To enhance the removal capacity of nickel, pine sawdust was modified by acidic and oxidative treatments. Cellulosic residues from sawdust sequential extraction showed great biosorption capacity (96%). In the presence of a metal mixture, oxidized sawdust had better selectivity for Cr3+ ions than for Ni2+. Pinus caribaea biomass could be an environmental, inexpensive and renewable material for the depollution of water laden with metallic trace elements.
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- 2022
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4. Biological exploration of a novel 1,2,4-triazole-indole hybrid molecule as antifungal agent
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Fabrice Pagniez, Nicolas Lebouvier, Young Min Na, Isabelle Ourliac-Garnier, Carine Picot, Marc Le Borgne, and Patrice Le Pape
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triazole-indole hybrid ,candida species ,ergosterol production ,phospholipase a2-like activity ,in vivo evaluation ,Therapeutics. Pharmacology ,RM1-950 - Abstract
(2-(2,4-Dichlorophenyl)-3-(1H-indol-1-yl)-1-(1,2,4-1H-triazol-1-yl)propan-2-ol (8 g), a new 1,2,4-triazole-indole hybrid molecule, showed a broad-spectrum activity against Candida, particularly against low fluconazole-susceptible species. Its activity was higher than fluconazole and similar to voriconazole on C. glabrata (MIC90 = 0.25, 64 and 1 µg/mL, respectively), C. krusei (MIC90 = 0.125, 64 and 0.125 µg/mL, respectively) and C. albicans (MIC90 = 0.5, 8 and 0.25 µg/mL, respectively). The action mechanisms of 8 g were also identified as inhibition of ergosterol biosynthesis and phospholipase A2-like activity. At concentration as low as 4 ng/mL, 8g inhibited ergosterol production by 82% and induced production of 14a-methyl sterols, that is comparable to the results obtained with fluconazole at higher concentration. 8 g demonstrated moderate inhibitory effect on phospholipase A2-like activity being a putative virulence factor. Due to a low MRC5 cytotoxicity, this compound presents a high therapeutic index. These results pointed out that 8 g is a new lead antifungal candidate with potent ergosterol biosynthesis inhibition.
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- 2020
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5. Synthesis and Investigation of Flavanone Derivatives as Potential New Anti-Inflammatory Agents
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Cynthia Sinyeue, Mariko Matsui, Michael Oelgemöller, Frédérique Bregier, Vincent Chaleix, Vincent Sol, and Nicolas Lebouvier
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flavanone ,anti-inflammatory activity ,structure–activity relationship (SAR) ,RAW264.7 ,pinocembrin ,Organic chemistry ,QD241-441 - Abstract
Flavonoids are polyphenols with broad known pharmacological properties. A series of 2,3-dihydroflavanone derivatives were thus synthesized and investigated for their anti-inflammatory activities. The target flavanones were prepared through cyclization of 2′-hydroxychalcone derivatives, the later obtained by Claisen–Schmidt condensation. Since nitric oxide (NO) represents an important inflammatory mediator, the effects of various flavanones on the NO production in the LPS-induced RAW 264.7 macrophage were assessed in vitro using the Griess test. The most active compounds were flavanone (4G), 2′-carboxy-5,7-dimethoxy-flavanone (4F), 4′-bromo-5,7-dimethoxy-flavanone (4D), and 2′-carboxyflavanone (4J), with IC50 values of 0.603, 0.906, 1.030, and 1.830 µg/mL, respectively. In comparison, pinocembrin achieved an IC50 value of 203.60 µg/mL. Thus, the derivatives synthesized in this work had a higher NO inhibition capacity compared to pinocembrin, demonstrating the importance of pharmacomodulation to improve the biological potential of natural molecules. SARs suggested that the use of a carboxyl-group in the meta-position of the B-ring increases biological activity, whereas compounds carrying halogen substituents in the para-position were less active. The addition of methoxy-groups in the meta-position of the A-ring somewhat decreased the activity. This study successfully identified new bioactive flavanones as promising candidates for the development of new anti-inflammatory agents.
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- 2022
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6. Antioxidant Compounds from Microalgae: A Review
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Noémie Coulombier, Thierry Jauffrais, and Nicolas Lebouvier
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reactive oxygen species ,ascorbic acid ,glutathione ,tocopherols ,phenolic compounds ,carotenoids ,Biology (General) ,QH301-705.5 - Abstract
The demand for natural products isolated from microalgae has increased over the last decade and has drawn the attention from the food, cosmetic and nutraceutical industries. Among these natural products, the demand for natural antioxidants as an alternative to synthetic antioxidants has increased. In addition, microalgae combine several advantages for the development of biotechnological applications: high biodiversity, photosynthetic yield, growth, productivity and a metabolic plasticity that can be orientated using culture conditions. Regarding the wide diversity of antioxidant compounds and mode of action combined with the diversity of reactive oxygen species (ROS), this review covers a brief presentation of antioxidant molecules with their role and mode of action, to summarize and evaluate common and recent assays used to assess antioxidant activity of microalgae. The aim is to improve our ability to choose the right assay to assess microalgae antioxidant activity regarding the antioxidant molecules studied.
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- 2021
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7. Chemodiversity of Calophyllum inophyllum L. oil bioactive components related to their specific geographical distribution in the South Pacific region
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Joape Ginigini, Gaël J. Lecellier, Mael Nicolas, Mohammed Nour, Edouard Hnawia, Nicolas Lebouvier, Gaëtan Herbette, Peter Lockhart, and Phila Raharivelomanana
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Calophyllum inophyllum ,Chemodiversity ,South Pacific ,Neoflavonoids ,Oil ,Biodiversity ,Medicine ,Biology (General) ,QH301-705.5 - Abstract
Background Different parts of the tree Calophyllum inophyllum L. (nuts, leaves, roots, bark, fruits, nut oil and resin) are used as traditional medicines and cosmetics in most of the Pacific Islands. The oil efficiency as a natural cure and in traditional cosmetics has been largely described throughout the South Pacific, which led us to investigate C. inophyllum’s chemical and genetic diversity. A correlative study of the nut resin and leaf DNA from three distinct archipelagos in the South Pacific was carried out in order to identify diversity patterns in C. inophyllum across the South Pacific. Methods Calophyllum inophyllum plants were sampled from French Polynesia, New Caledonia and Fiji. We extracted tamanu oil (nut oil) resin for chemo-diversity studies and sampled leaf tissues for genetic studies. We applied an analysis method designed for small quantities (at a microscale level), and used High Performance Liquid Chromatography (HPLC) to establish the chemo-diversity of tamanu oil resin. In-house standards were co-eluted for qualitative determination. Genetic diversity was assessed using chloroplast barcoding markers (the Acetyl-CoA carboxylase (accD) gene and the psaA-ycf3 intergenic spacer region). Results Our HPLC analysis revealed 11 previously known tamanu oil constituents, with variability among plant samples. We also isolated and characterized two new neoflavonoids from tamanu oil resin namely, tamanolide E1 and E2 which are diastereoisomers. Although genetic analysis revealed low genetic variation, our multivariate analysis (PCA) of the tamanu oil resin chemical profiles revealed differentiation among geographic regions. Conclusion We showed here that chromatographic analysis using formalized in-house standards of oil resin compounds for co-elution studies against oil resin samples could identify patterns of variation among samples of C. inophyllum, and discriminate samples from different geographical origins.
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- 2019
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8. Synthesis, Optimization, Antifungal Activity, Selectivity, and CYP51 Binding of New 2-Aryl-3-azolyl-1-indolyl-propan-2-ols
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Nicolas Lebouvier, Fabrice Pagniez, Young Min Na, Da Shi, Patricia Pinson, Mathieu Marchivie, Jean Guillon, Tarek Hakki, Rita Bernhardt, Sook Wah Yee, Claire Simons, Marie-Pierre Lézé, Rolf W. Hartmann, Angélique Mularoni, Guillaume Le Baut, Isabelle Krimm, Ruben Abagyan, Patrice Le Pape, and Marc Le Borgne
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azoles ,antifungal agents ,indole ,microwave irradiation ,X-ray crystallography ,Candida species ,Medicine ,Pharmacy and materia medica ,RS1-441 - Abstract
A series of 2-aryl-3-azolyl-1-indolyl-propan-2-ols was designed as new analogs of fluconazole (FLC) by replacing one of its two triazole moieties by an indole scaffold. Two different chemical approaches were then developed. The first one, in seven steps, involved the synthesis of the key intermediate 1-(1H-benzotriazol-1-yl)methyl-1H-indole and the final opening of oxiranes by imidazole or 1H-1,2,4-triazole. The second route allowed access to the target compounds in only three steps, this time with the ring opening by indole and analogs. Twenty azole derivatives were tested against Candida albicans and other Candida species. The enantiomers of the best anti-Candida compound, 2-(2,4-dichlorophenyl)-3-(1H-indol-1-yl)-1-(1H-1,2,4-triazol-1-yl)-propan-2-ol (8g), were analyzed by X-ray diffraction to determine their absolute configuration. The (−)-8g enantiomer (Minimum inhibitory concentration (MIC) = IC80 = 0.000256 µg/mL on C. albicans CA98001) was found with the S-absolute configuration. In contrast the (+)-8g enantiomer was found with the R-absolute configuration (MIC = 0.023 µg/mL on C. albicans CA98001). By comparison, the MIC value for FLC was determined as 0.020 µg/mL for the same clinical isolate. Additionally, molecular docking calculations and molecular dynamics simulations were carried out using a crystal structure of Candida albicans lanosterol 14α-demethylase (CaCYP51). The (−)-(S)-8g enantiomer aligned with the positioning of posaconazole within both the heme and access channel binding sites, which was consistent with its biological results. All target compounds have been also studied against human fetal lung fibroblast (MRC-5) cells. Finally, the selectivity of four compounds on a panel of human P450-dependent enzymes (CYP19, CYP17, CYP26A1, CYP11B1, and CYP11B2) was investigated.
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- 2020
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9. Effects of Nitrogen Availability on the Antioxidant Activity and Carotenoid Content of the Microalgae Nephroselmis sp
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Noémie Coulombier, Elodie Nicolau, Loïc Le Déan, Vanille Barthelemy, Nathalie Schreiber, Pierre Brun, Nicolas Lebouvier, and Thierry Jauffrais
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lutein ,natural products ,nutrients ,peroxyl radical ,siphonaxanthin ,Biology (General) ,QH301-705.5 - Abstract
Nephroselmis sp. was previously identified as a species of interest for its antioxidant properties owing to its high carotenoid content. In addition, nitrogen availability can impact biomass and specific metabolites’ production of microalgae. To optimize parameters of antioxidant production, Nephroselmis sp. was cultivated in batch and continuous culture conditions in stirred closed photobioreactors under different nitrogen conditions (N-repletion, N-limitation, and N-starvation). The aim was to determine the influence of nitrogen availability on the peroxyl radical scavenging activity (oxygen radical absorbance capacity (ORAC) assay) and carotenoid content of Nephroselmis sp. Pigment analysis revealed a specific and unusual photosynthetic system with siphonaxanthin-type light harvesting complexes found in primitive green algae, but also high lutein content and xanthophyll cycle pigments (i.e., violaxanthin, antheraxanthin, and zeaxanthin), as observed in most advanced chlorophytes. The results indicated that N-replete conditions enhance carotenoid biosynthesis, which would correspond to a higher antioxidant capacity measured in Nephroselmis sp. Indeed, peroxyl radical scavenging activity and total carotenoids were higher under N-replete conditions and decreased sharply under N-limitation or starvation conditions. Considering individual carotenoids, siphonaxanthin, neoxanthin, xanthophyll cycle pigments, and lycopene followed the same trend as total carotenoids, while β-carotene and lutein stayed stable regardless of the nitrogen availability. Carotenoid productivities were also higher under N-replete treatment. The peroxyl radical scavenging activity measured with ORAC assay (63.6 to 154.9 µmol TE g−1 DW) and the lutein content (5.22 to 7.97 mg g−1 DW) were within the upper ranges of values reported previously for other microalgae. Furthermore, contents of siphonaxanthin ere 6 to 20% higher than in previous identified sources (siphonous green algae). These results highlight the potential of Nephroselmis sp. as a source of natural antioxidant and as a pigment of interest.
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- 2020
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10. Impact of Light Intensity on Antioxidant Activity of Tropical Microalgae
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Noémie Coulombier, Elodie Nicolau, Loïc Le Déan, Cyril Antheaume, Thierry Jauffrais, and Nicolas Lebouvier
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nephroselmis ,light intensity ,in vitro antioxidant activity ,siphonaxanthin ,carotenoid ,bioactive compounds ,Biology (General) ,QH301-705.5 - Abstract
Twelve microalgae species isolated in tropical lagoons of New Caledonia were screened as a new source of antioxidants. Microalgae were cultivated at two light intensities to investigate their influence on antioxidant capacity. To assess antioxidant property of microalgae extracts, four assays with different modes of action were used: 1,1-diphenyl-2-picrylhydrazyl (DPPH), 2,2’-azino-bis (3-éthylbenzothiazoline-6-sulphonique) (ABTS), oxygen radical absorbance capacity (ORAC), and thiobabituric acid reactive substances (TBARS). This screening was coupled to pigment analysis to link antioxidant activity and carotenoid content. The results showed that none of the microalgae studied can scavenge DPPH and ABTS radicals, but Chaetoceros sp., Nephroselmis sp., and Nitzschia A sp. have the capacity to scavenge peroxyl radical (ORAC) and Tetraselmis sp., Nitzschia A sp., and Nephroselmis sp. can inhibit lipid peroxidation (TBARS). Carotenoid composition is typical of the studied microalgae and highlight the siphonaxanthin, detected in Nephroselmis sp., as a pigment of interest. It was found that xanthophylls were the major contributors to the peroxyl radical scavenging capacity measured with ORAC assay, but there was no link between carotenoids and inhibition of lipid peroxidation measured with TBARS assay. In addition, the results showed that light intensity has a strong influence on antioxidant capacity of microalgae: Overall, antioxidant activities measured with ORAC assay are better in high light intensity whereas antioxidant activities measured with TBARS assay are better in low light intensity. It suggests that different antioxidant compounds production is related to light intensity.
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- 2020
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11. Chemotypes and Biomarkers of Seven Species of New Caledonian Liverworts from the Bazzanioideae Subfamily
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Benjamin Métoyer, Nicolas Lebouvier, Edouard Hnawia, Gaëtan Herbette, Louis Thouvenot, Yoshinori Asakawa, Mohammed Nour, and Phila Raharivelomanana
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liverwort ,Bazzania ,Acromastigum ,sesquiterpene ,diterpene ,bis(bibenzyl) ,biosynthesis ,zierane ,vittatin ,Organic chemistry ,QD241-441 - Abstract
Volatile components of seven species of the Bazzanioideae sub-family (Lepidoziaceae) native to New Caledonia, including three endemic species (Bazzania marginata, Acromastigum caledonicum and A. tenax), were analyzed by GC-FID-MS in order to index these plants to known or new chemotypes. Detected volatile constituents in studied species were constituted mainly by sesquiterpene, as well as diterpene compounds. All so-established compositions cannot successfully index some of them to known chemotypes but afforded the discovery of new chemotypes such as cuparane/fusicoccane. The major component of B. francana was isolated and characterized as a new zierane-type sesquiterpene called ziera-12(13),10(14)-dien-5-ol (23). In addition, qualitative intraspecies variations of chemical composition were very important particularly for B. francana which possessed three clearly defined different compositions. We report here also the first phytochemical investigation of Acromastigum species. Moreover, crude diethyl ether extract of B. vitatta afforded a new bis(bibenzyl) called vittatin (51), for which a putative biosynthesis was suggested.
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- 2018
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12. Antiplasmodial Activities of Homogentisic Acid Derivative Protein Kinase Inhibitors Isolated from a Vanuatu Marine Sponge Pseudoceratina sp.
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Dominique Laurent, Christian Doerig, Michel Sauvain, Dominique Dorin-Semblat, Arnaud Parenty, Séverine Maurel, Nicolas Lebouvier, Valérie Jullian, and Isabelle Desvignes
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Pseudoceratina ,Pfnek-1 ,homogentisic acid derivatives ,Plasmodium falciparum ,Biology (General) ,QH301-705.5 - Abstract
As part of our search for new antimalarial drugs in South Pacific marine sponges, we have looked for inhibitors of Pfnek-1, a specific protein kinase of Plasmodium falciparum. On the basis of promising activity in a preliminary screening, the ethanolic crude extract of a new species of Pseudoceratina collected in Vanuatu was selected for further investigation. A bioassay-guided fractionation led to the isolation of a derivative of homogentisic acid [methyl (2,4-dibromo-3,6-dihydroxyphenyl)acetate, 4a] which inhibited Pfnek-1 with an IC50 around 1.8 μM. This product was moderately active in vitro against a FcB1 P. falciparum strain (IC50 = 12 μM). From the same sponge, we isolated three known compounds [11,19-dideoxyfistularin-3 (1), 11-deoxyfistularin-3 (2) and dibromo-verongiaquinol (3)] which were inactive against Pfnek-1. Synthesis and biological evaluation of some derivatives of 4a are reported.
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- 2009
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13. The Wound Healing and Antibacterial Activity of Five Ethnomedical Calophyllum inophyllum Oils: An Alternative Therapeutic Strategy to Treat Infected Wounds.
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Teddy Léguillier, Marylin Lecsö-Bornet, Christelle Lémus, Delphine Rousseau-Ralliard, Nicolas Lebouvier, Edouard Hnawia, Mohammed Nour, William Aalbersberg, Kamelia Ghazi, Phila Raharivelomanana, and Patrice Rat
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Medicine ,Science - Abstract
Calophyllum inophyllum L. (Calophyllaceae) is an evergreen tree ethno-medically used along the seashores and islands of the Indian and Pacific Oceans, especially in Polynesia. Oil extracted from the seeds is traditionally used topically to treat a wide range of skin injuries from burn, scar and infected wounds to skin diseases such as dermatosis, urticaria and eczema. However, very few scientific studies reported and quantified the therapeutic properties of Calophyllum inophyllum oil (CIO). In this work, five CIO from Indonesia (CIO1), Tahiti (CIO2, 3), Fiji islands (CIO4) and New Caledonia (CIO5) were studied and their cytotoxic, wound healing, and antibacterial properties were presented in order to provide a scientific support to their traditional use and verify their safety.The safety of the five CIO was ascertained using the Alamar blue assay on human keratinocyte cells. CIO wound healing properties were determined using the scratch test assay on human keratinocyte cells. CIO-stimulated antibacterial innate immune response was evaluated using ELISA by measuring β defensin-2 release in human derivative macrophage cells. CIO antibacterial activity was tested using oilogramme against twenty aerobic Gram- bacteria species, twenty aerobic Gram+ bacteria species, including a multi-drug resistant Staphylococcus aureus strain and two anaerobic Gram+ bacteria species e.g. Propionibacterium acnes and Propionibacterium granulosum. To detect polarity profile of the components responsible of the antibacterial activity, we performed bioautography against a Staphylococcus aureus strain.Based on Alamar Blue assay, we showed that CIO can be safely used on keratinocyte cells between 2.7% and 11.2% depending on CIO origin. Concerning the healing activity, all the CIO tested accelerated in vitro wound closure, the healing factor being 1.3 to 2.1 higher compared to control when keratinocytes were incubated after scratch with CIO at 0.1%. Furthermore, our results showed that CIO exhibit two distinct antibacterial effects: one against Gram+ bacteria by direct inhibition of mitotic growth and another potent effect against Gram- bacteria due to increased release of β-defensin 2 peptide by macrophages. Interestingly, the needed concentrations of CIO to inhibit bacteria growth and to promote wound healing are lower than concentrations exhibiting cytotoxic effects on keratinocyte cells. Finally, we performed bioautography assay against Staphylococcus aureus to determine polarity profile of the components responsible for CIO antibacterial activity. Our results showed for the five tested CIO that components responsible of the bacterial growth inhibition are the more polar one on the TLC chromatographic profile and are contained in the resinous fraction of the oil.This study was conducted to evaluate cytotoxicity, wound healing and antibacterial properties of five CIO traditionally used to treat infected wounds. Using cell and bacteria cultures, we confirmed the pharmacological effects of CIO as wound healing and antimicrobial agent. Moreover, we showed that concentration of CIO needed to exhibit therapeutic effects are lower than concentrations exhibiting cytotoxic effects in vitro. For the first time, this study provides support for traditional uses of CIO. These wound healing and antibiotic properties make CIO a valuable candidate to treat infected wounds especially in tropical areas.
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- 2015
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14. The effects of CO2-induced acidification on Tetraselmis biomass production, photophysiology and antioxidant activity: A comparison using batch and continuous culture
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Nicolas Lebouvier, Noémie Coulombier, Thierry Jauffrais, Paul Blanchier, Loic Le Dean, Vanille Barthelemy, and Lebouvier, Nicolas
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0106 biological sciences ,0301 basic medicine ,Antioxidant ,Photosystem II ,medicine.medical_treatment ,Photobioreactor ,Bioengineering ,Photosynthesis ,7. Clean energy ,01 natural sciences ,Applied Microbiology and Biotechnology ,Lipid peroxidation ,03 medical and health sciences ,chemistry.chemical_compound ,010608 biotechnology ,[CHIM] Chemical Sciences ,Chlorophyll a fluorescence ,medicine ,Food science ,Tetraselmis ,Photosystem II efficiency ,biology ,Chemistry ,Non-photochemical quenching ,Non photochemical quenching ,General Medicine ,biology.organism_classification ,030104 developmental biology ,Phytoplankton ,TBARS assay ,Trolox ,Biotechnology - Abstract
A Tetraselmis sp. was selected for its antioxidant activity owing to its high lipid peroxidation inhibition capacity. With the aim to monitor culture conditions to improve antioxidant activity, effects of CO2-induced acidification on Tetraselmis growth, elemental composition, photosynthetic parameters and antioxidant activity were determined. Two pH values were tested (6.5 and 8.5) in batch and continuous cultures in photobioreactors. Acidification enhanced cell growth under both culture methods. However, the microalgae physiological state was healthier at pH 8.5 than at pH 6.5. Indeed, photosynthetic parameters measured with pulse amplitude modulated (PAM) fluorometry showed a decrease in the photosystem II (PSII) efficiency at pH 6.5 in batch culture. Yet, with the exception of the PSII recovering capacity, photosynthetic parameters were similar in continuous culture at both pH. These results suggest that lowering pH through CO2-induced acidification may induce a lower conversion of light to chemical energy especially when coupled with N-limitation and/or under un-balanced culture conditions. The highest antioxidant activity was measured in continuous culture at pH 6.5 with an IC50 of 3.44 ± 0.6 μg mL−1, which is close to the IC50 of reference compounds (trolox and α-tocopherol). In addition, the principal component analysis revealed a strong link between the antioxidant activity and the culture method, the photophysiological state and the nitrogen cell quota and C:N ratio of Tetraselmis sp.. These results highlight Tetraselmis sp. as a species of interest for natural antioxidant production and the potential of PAM fluorometry to monitor culture for production of biomass with a high antioxidant activity.
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- 2021
15. Triazole-indole hybrid molecules as antifungal agents: Design, synthesis and biological activity, and beyond
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Marc Le Borgne, Nicolas Lebouvier, Fabrice Pagniez, Young Na, Angélique Mularoni, Marie Brossier, Jean Guillon, Claire Simons, Ruben Abagyan, Rolf Hartmann, Patrice Le Pape, Institut de sciences exactes et appliquées (ISEA), Université de la Nouvelle-Calédonie (UNC), Cibles et Médicaments des Infections et de l'Immunité (IICiMed), Université de Nantes - UFR des Sciences Pharmaceutiques et Biologiques, Université de Nantes (UN)-Université de Nantes (UN), Molécules bioactives et chimie médicinale (B2MC), Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon, Régulations Naturelles et Artificielles (ARNA), Institut National de la Santé et de la Recherche Médicale (INSERM)-Université de Bordeaux Ségalen [Bordeaux 2], Cardiff University, Skaggs School of Pharmacy and Pharmaceutical Sciences [San Diego], University of California [San Diego] (UC San Diego), University of California (UC)-University of California (UC), Helmholtz Institute for Pharmaceutical Research Saarland (HIPS), Biomolécules Cancer et Chimiorésistances (B2C), and Lebouvier, Nicolas
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[CHIM] Chemical Sciences ,[CHIM]Chemical Sciences ,ComputingMilieux_MISCELLANEOUS - Abstract
International audience
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- 2021
16. Anti-inflammatory effects of flavonoids derivatives: Investigation of their structure activity relationship
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Nicolas Lebouvier, Cynthia Sinyeue, Mariko Matsui, Michael Oelgemöller, Frédérique Brégier, Vincent Chaleix, and Vincent Sol
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- 2021
17. Biosorption of nickel ions Ni
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Cynthia, Sinyeue, Théophile, Garioud, Monika, Lemestre, Michaël, Meyer, Frédérique, Brégier, Vincent, Chaleix, Vincent, Sol, and Nicolas, Lebouvier
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The potential of
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- 2021
18. Synthesis, Optimization, Antifungal Activity, Selectivity, and CYP51 Binding of New 2-Aryl-3-azolyl-1-indolyl-propan-2-ols
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Guillaume Le Baut, Patrice Le Pape, Marc Le Borgne, Fabrice Pagniez, Sook Wah Yee, Angélique Mularoni, Marie-Pierre Lézé, Mathieu Marchivie, Young Min Na, Patricia Pinson, Isabelle Krimm, Claire Simons, Jean Guillon, Rolf W. Hartmann, Tarek Hakki, Ruben Abagyan, Rita Bernhardt, Nicolas Lebouvier, Da Shi, Institut de sciences exactes et appliquées (ISEA), Université de la Nouvelle-Calédonie (UNC), Cibles et médicaments de l'infection, de l'immunité et du cancer (IICiMed), Université de Nantes - UFR des Sciences Pharmaceutiques et Biologiques, Université de Nantes (UN)-Université de Nantes (UN), Skaggs School of Pharmacy and Pharmaceutical Sciences [San Diego], University of California [San Diego] (UC San Diego), University of California-University of California, Institut de Chimie de la Matière Condensée de Bordeaux (ICMCB), Université de Bordeaux (UB)-Institut Polytechnique de Bordeaux-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Régulations Naturelles et Artificielles (ARNA), Institut National de la Santé et de la Recherche Médicale (INSERM)-Université de Bordeaux Ségalen [Bordeaux 2], Saarland University [Saarbrücken], Cardiff University, Molécules bioactives et chimie médicinale (B2MC), Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon, Centre de Recherche en Cancérologie de Lyon (UNICANCER/CRCL), Centre Léon Bérard [Lyon]-Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon-Institut National de la Santé et de la Recherche Médicale (INSERM)-Centre National de la Recherche Scientifique (CNRS), This research was financially supported by Yang Ji Chemical Company of South Korea., Cibles et Médicaments des Infections et de l'Immunité (IICiMed), University of California (UC)-University of California (UC), Le Borgne, Marc, and BUNC, Pole ID
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0301 basic medicine ,[SDV]Life Sciences [q-bio] ,Pharmaceutical Science ,lcsh:Medicine ,lcsh:RS1-441 ,[CHIM.THER]Chemical Sciences/Medicinal Chemistry ,chemistry.chemical_compound ,0302 clinical medicine ,Drug Discovery ,Imidazole ,cytochromes P450 ,Candida albicans ,ComputingMilieux_MISCELLANEOUS ,chemistry.chemical_classification ,biology ,Absolute configuration ,Pharmacology and Pharmaceutical Sciences ,3. Good health ,[SDV] Life Sciences [q-bio] ,Infectious Diseases ,5.1 Pharmaceuticals ,030220 oncology & carcinogenesis ,docking ,Molecular Medicine ,antifungal agents ,Development of treatments and therapeutic interventions ,Stereochemistry ,[CHIM.THER] Chemical Sciences/Medicinal Chemistry ,azoles ,Triazole ,CYP51 ,Article ,Vaccine Related ,lcsh:Pharmacy and materia medica ,03 medical and health sciences ,Candida species ,Biodefense ,microwave irradiation ,X-ray crystallography ,Indole test ,Aryl ,Prevention ,lcsh:R ,selectivity ,biology.organism_classification ,030104 developmental biology ,chemistry ,indole ,Candidaspecies ,Azole ,Enantiomer - Abstract
A series of 2-aryl-3-azolyl-1-indolyl-propan-2-ols was designed as new analogs of fluconazole (FLC) by replacing one of its two triazole moieties by an indole scaffold. Two different chemical approaches were then developed. The first one, in seven steps, involved the synthesis of the key intermediate 1-(1H-benzotriazol-1-yl)methyl-1H-indole and the final opening of oxiranes by imidazole or 1H-1,2,4-triazole. The second route allowed access to the target compounds in only three steps, this time with the ring opening by indole and analogs. Twenty azole derivatives were tested against Candida albicans and other Candida species. The enantiomers of the best anti-Candida compound, 2-(2,4-dichlorophenyl)-3-(1H-indol-1-yl)-1-(1H-1,2,4-triazol-1-yl)-propan-2-ol (8g), were analyzed by X-ray diffraction to determine their absolute configuration. The (&minus, )-8g enantiomer (Minimum inhibitory concentration (MIC) = IC80 = 0.000256 µ, g/mL on C. albicans CA98001) was found with the S-absolute configuration. In contrast the (+)-8g enantiomer was found with the R-absolute configuration (MIC = 0.023 µ, g/mL on C. albicans CA98001). By comparison, the MIC value for FLC was determined as 0.020 µ, g/mL for the same clinical isolate. Additionally, molecular docking calculations and molecular dynamics simulations were carried out using a crystal structure of Candida albicans lanosterol 14&alpha, demethylase (CaCYP51). The (&minus, )-(S)-8g enantiomer aligned with the positioning of posaconazole within both the heme and access channel binding sites, which was consistent with its biological results. All target compounds have been also studied against human fetal lung fibroblast (MRC-5) cells. Finally, the selectivity of four compounds on a panel of human P450-dependent enzymes (CYP19, CYP17, CYP26A1, CYP11B1, and CYP11B2) was investigated.
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- 2020
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19. The effects of CO
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Noémie, Coulombier, Paul, Blanchier, Loïc, Le Dean, Vanille, Barthelemy, Nicolas, Lebouvier, and Thierry, Jauffrais
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Biomass ,Carbon Dioxide ,Hydrogen-Ion Concentration ,Photosynthesis ,Antioxidants - Abstract
A Tetraselmis sp. was selected for its antioxidant activity owing to its high lipid peroxidation inhibition capacity. With the aim to monitor culture conditions to improve antioxidant activity, effects of CO
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- 2020
20. Antioxidant Compounds from Microalgae: A Review
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Nicolas Lebouvier, Thierry Jauffrais, and Noémie Coulombier
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0106 biological sciences ,Aquatic Organisms ,Antioxidant ,QH301-705.5 ,medicine.medical_treatment ,Pharmaceutical Science ,Review ,phenolic compounds ,Biology ,01 natural sciences ,Antioxidants ,Structure-Activity Relationship ,03 medical and health sciences ,Nutraceutical ,Drug Discovery ,Microalgae ,medicine ,Animals ,glutathione ,Biology (General) ,Mode of action ,Pharmacology, Toxicology and Pharmaceutics (miscellaneous) ,Carotenoid ,030304 developmental biology ,reactive oxygen species ,chemistry.chemical_classification ,0303 health sciences ,business.industry ,010604 marine biology & hydrobiology ,carotenoids ,Ascorbic acid ,Biotechnology ,chemistry ,ascorbic acid ,business ,tocopherols - Abstract
The demand for natural products isolated from microalgae has increased over the last decade and has drawn the attention from the food, cosmetic and nutraceutical industries. Among these natural products, the demand for natural antioxidants as an alternative to synthetic antioxidants has increased. In addition, microalgae combine several advantages for the development of biotechnological applications: high biodiversity, photosynthetic yield, growth, productivity and a metabolic plasticity that can be orientated using culture conditions. Regarding the wide diversity of antioxidant compounds and mode of action combined with the diversity of reactive oxygen species (ROS), this review covers a brief presentation of antioxidant molecules with their role and mode of action, to summarize and evaluate common and recent assays used to assess antioxidant activity of microalgae. The aim is to improve our ability to choose the right assay to assess microalgae antioxidant activity regarding the antioxidant molecules studied.
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- 2021
21. Mechanisms of action and structure-activity relationships of cytotoxic flavokawain derivatives
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Yann Barguil, Yoshinori Asakawa, Cyril Antheaume, Mohammed Nour, Charlotte Thieury, Rémy Le Guével, Thierry Guillaudeux, Edouard Hnawia, Gaëtan Herbette, Nicolas Lebouvier, Laboratoire Insulaire du Vivant et de l'Environnement (LIVE), Université de la Nouvelle-Calédonie (UNC), Plate-forme ImPACcell (ImPACcell), Structure Fédérative de Recherche en Biologie et Santé de Rennes ( Biosit : Biologie - Santé - Innovation Technologique ), Centre Hospitalier Territorial de Noumea, Spectropôle - Aix Marseille Université (AMU SPEC), Centre National de la Recherche Scientifique (CNRS)-Aix Marseille Université (AMU), Tokushima Bunri University, Microenvironnement et cancer (MiCa), Université de Rennes 1 (UR1), Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Institut National de la Santé et de la Recherche Médicale (INSERM)-Structure Fédérative de Recherche en Biologie et Santé de Rennes ( Biosit : Biologie - Santé - Innovation Technologique ), Chemistry, Oncogenesis, Stress and Signaling (COSS), Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-CRLCC Eugène Marquis (CRLCC)-Institut National de la Santé et de la Recherche Médicale (INSERM), ImPACcell platform of UMS Biosit, Aix Marseille Université (AMU)-Centre National de la Recherche Scientifique (CNRS), Université de Rennes (UR)-Institut National de la Santé et de la Recherche Médicale (INSERM)-Structure Fédérative de Recherche en Biologie et Santé de Rennes ( Biosit : Biologie - Santé - Innovation Technologique ), Université de Rennes (UR)-CRLCC Eugène Marquis (CRLCC)-Institut National de la Santé et de la Recherche Médicale (INSERM), and Jonchère, Laurent
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p53 ,0301 basic medicine ,Spectrometry, Mass, Electrospray Ionization ,Cytotoxic ,[CHIM.THER] Chemical Sciences/Medicinal Chemistry ,Proton Magnetic Resonance Spectroscopy ,Clinical Biochemistry ,Pharmaceutical Science ,Apoptosis ,[SDV.CAN]Life Sciences [q-bio]/Cancer ,[CHIM.THER]Chemical Sciences/Medicinal Chemistry ,Pharmacology ,Biochemistry ,Cell Line ,Structure-Activity Relationship ,03 medical and health sciences ,Chalcone ,0302 clinical medicine ,[SDV.CAN] Life Sciences [q-bio]/Cancer ,Cell Line, Tumor ,Drug Discovery ,Humans ,Cytotoxic T cell ,Carbon-13 Magnetic Resonance Spectroscopy ,Cytotoxicity ,Cyclin B1 ,Molecular Biology ,Protein kinase B ,PI3K/AKT/mTOR pathway ,Cancer ,Flavonoids ,Chemistry ,Organic Chemistry ,Akt/mTor ,Cell cycle ,3. Good health ,030104 developmental biology ,Cell culture ,[SDV.SP.PHARMA] Life Sciences [q-bio]/Pharmaceutical sciences/Pharmacology ,030220 oncology & carcinogenesis ,[SDV.SP.PHARMA]Life Sciences [q-bio]/Pharmaceutical sciences/Pharmacology ,Molecular Medicine ,Drug Screening Assays, Antitumor ,Flavokawain ,Structure activity relationships - Abstract
International audience; 22 Flavokawain derivatives (FKd) were obtained by one step syntheses in order to conduct a SAR study to understand the structural requirements for optimum and selective cytotoxicity. FKd and natural flavokawains A and B found into kava, a South Pacific traditional beverage, were evaluated against nine cancer and one healthy cell lines. The targeted cell cycle phases as well as the effects on the induction of apoptosis and cell cycle protein levels were investigated. Therapeutic improvements (more activity and selectivity) were achieved with FKd compared to natural flavokawains and notably with the 2',3,4',6'-tetramethoxychalcone (FKd 19). FKd induced a G1/S arrest on p53 wild-type cells and an M arrest on p53 mutant-type, via the up-regulation of p21 and cyclin B1 proteins, followed by apoptosis. Moreover, FKd exhibited a 24h-effect on Akt/mTor normal cells versus a 48h-effect on Akt/mTor up-regulated cells. The SAR study resulted in the conclusion that trimethoxy A-ring allowed the best compromise between cytotoxicity and selectivity, as well as the substitution of the meta position on the B-ring and the use of halogens substituents.
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- 2017
22. Chemotaxonomy and cytotoxicity of the liverwort
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Benjamin, Métoyer, Nicolas, Lebouvier, Edouard, Hnawia, Louis, Thouvenot, Fengrui, Wang, Liva, Harinantenaina Rakotondraibe, Phila, Raharivelomanana, Yoshinori, Asakawa, and Mohammed, Nour
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Hepatophyta ,Ovarian Neoplasms ,Volatile Organic Compounds ,Plant Extracts ,Humans ,Female ,Diterpenes ,Drug Screening Assays, Antitumor ,Antineoplastic Agents, Phytogenic ,Sesquiterpenes ,Gas Chromatography-Mass Spectrometry - Abstract
The first chemotaxonomic study based on volatile components of
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- 2019
23. Chemodiversity of Calophyllum inophyllum L. oil bioactive components related to their specific geographical distribution in the South Pacific region
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Mohammed Nour, Joape Ginigini, Phila Raharivelomanana, Gaëtan Herbette, Peter J. Lockhart, Mael Nicolas, Edouard Hnawia, Nicolas Lebouvier, Gaël Lecellier, Institut de Recherche pour le Développement (IRD [Nouvelle-Calédonie]), Université de la Polynésie Française (UPF), 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)
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Tamanu oil ,Biodiversity ,lcsh:Medicine ,01 natural sciences ,Genetic analysis ,Calophyllum inophyllum ,General Biochemistry, Genetics and Molecular Biology ,03 medical and health sciences ,South Pacific ,Genetic variation ,Botany ,[CHIM]Chemical Sciences ,Medicinal plants ,030304 developmental biology ,0303 health sciences ,Genetic diversity ,biology ,010405 organic chemistry ,General Neuroscience ,lcsh:R ,General Medicine ,15. Life on land ,biology.organism_classification ,Oil ,0104 chemical sciences ,Chemodiversity ,visual_art ,visual_art.visual_art_medium ,Bark ,Neoflavonoids ,General Agricultural and Biological Sciences - Abstract
BackgroundDifferent parts of the treeCalophyllum inophyllumL. (nuts, leaves, roots, bark, fruits, nut oil and resin) are used as traditional medicines and cosmetics in most of the Pacific Islands. The oil efficiency as a natural cure and in traditional cosmetics has been largely described throughout the South Pacific, which led us to investigateC. inophyllum’s chemical and genetic diversity. A correlative study of the nut resin and leaf DNA from three distinct archipelagos in the South Pacific was carried out in order to identify diversity patterns inC. inophyllumacross the South Pacific.MethodsCalophyllum inophyllumplants were sampled from French Polynesia, New Caledonia and Fiji. We extracted tamanu oil (nut oil) resin for chemo-diversity studies and sampled leaf tissues for genetic studies. We applied an analysis method designed for small quantities (at a microscale level), and used High Performance Liquid Chromatography (HPLC) to establish the chemo-diversity of tamanu oil resin. In-house standards were co-eluted for qualitative determination. Genetic diversity was assessed using chloroplast barcoding markers (the Acetyl-CoA carboxylase (accD) gene and the psaA-ycf3 intergenic spacer region).ResultsOur HPLC analysis revealed 11 previously known tamanu oil constituents, with variability among plant samples. We also isolated and characterized two new neoflavonoids from tamanu oil resin namely, tamanolide E1 and E2 which are diastereoisomers. Although genetic analysis revealed low genetic variation, our multivariate analysis (PCA) of the tamanu oil resin chemical profiles revealed differentiation among geographic regions.ConclusionWe showed here that chromatographic analysis using formalized in-house standards of oil resin compounds for co-elution studies against oil resin samples could identify patterns of variation among samples ofC. inophyllum,and discriminate samples from different geographical origins.
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- 2019
24. Volatile Constituents of New Caledonian Frullania Species
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Yoshinori Asakawak, Nicolas Lebouvier, Louis Thouvenot, Benjamin Mftoyer, Mohammed Nour, Phila Raharivelomanana, Edouard Hnawia, and Paul Coulerie
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0106 biological sciences ,Pharmacology ,chemistry.chemical_classification ,Volatile Organic Compounds ,Chemotype ,Molecular Structure ,Frullania ,Plant Science ,General Medicine ,Biology ,Sesquiterpene lactone ,biology.organism_classification ,010603 evolutionary biology ,01 natural sciences ,chemistry.chemical_compound ,Complementary and alternative medicine ,chemistry ,New Caledonia ,Drug Discovery ,Botany ,Bibenzyl ,Cyclocolorenone ,Endemism ,010606 plant biology & botany - Abstract
Volatile components of seven Frullania species (Frullaniaceae) from New Caledonia, including five endemic species ( F. bella, F. scalaris, F. mammillosa, F. cornuta and F. falsicornuta), were analyzed by GC-MS in order to index these plants to known chemotypes. Constituents detected in these Frullania species were mainly sesquiterpenes, as well as the bibenzyl dihydrognetin, and the flavonoid naringinin-5,7,4'-trimethyl ether. These compositions allowed an indexation of Frullania species from New Caledonia to cyclocolorenone, sesquiterpene lactone and bibenzyl chemotypes. In addition, qualitative intraspecies variations of chemical composition were very important and made indexation to known chemotypes very tricky. Moreover, two of the endemic liverworts did not possess any biomarker that linked to a known chemotype.
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- 2019
25. Chemical Diversity of Podocarpaceae in New Caledonia: Essential Oils from Leaves ofDacrydium, Falcatifolium, andAcmopyleSpecies
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Mohammed Nour, Edouard Hnawia, Leïla Lesaffre, Nicolas Lebouvier, Christine Goué, and Chantal Menut
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Falcatifolium taxoides ,Molecular Structure ,biology ,Terpenes ,Dacrydium guillauminii ,Bioengineering ,Acmopyle ,General Chemistry ,General Medicine ,biology.organism_classification ,Biochemistry ,Acmopyle pancheri ,Plant Leaves ,Dacrydium ,Tracheophyta ,Dacrydium araucarioides ,New Caledonia ,Species Specificity ,Dacrydium balansae ,Dacrydium lycopodioides ,Botany ,Oils, Volatile ,Molecular Medicine ,Molecular Biology - Abstract
Plant secondary metabolites can be useful chemosystematic markers to distinguish species at different taxonomy levels. For example, sesquiterpenes and diterpenes show specific distribution patterns within conifers and so provide especially precious information about the diversity and evolutionary relationships of this group. The aim of the present study was to provide a first insight into the terpene diversity of endemic Podocarpaceae from New Caledonia. The leaf essential oils of Dacrydium araucarioides Brongn. & Gris, Dacrydium balansae Brongn. & Gris, Dacrydium guillauminii J.Buchholz, Dacrydium lycopodioides Brongn. & Gris, Falcatifolium taxoides (Brongn. & Gris) de Laub., and Acmopyle pancheri (Brongn. & Gris) Pilg. from New Caledonia were characterized by GC/FID and GC/MS analyses, and the chemotaxonomic relationships of these species were determined by comparison of their terpene compositions. Cluster analysis based on the biosynthetic origin of their volatile terpenes led to the description of three distinct groups of essential oils and showed close relationships between those of D. araucarioides and D. balansae as well as between those of A. pancheri and F. taxoides.
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- 2015
26. Chemodiversity of
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Joape, Ginigini, Gaël J, Lecellier, Mael, Nicolas, Mohammed, Nour, Edouard, Hnawia, Nicolas, Lebouvier, Gaëtan, Herbette, Peter, Lockhart, and Phila, Raharivelomanana
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South Pacific ,Chemodiversity ,Biogeography ,Plant Science ,Biodiversity ,Biogeochemistry ,Neoflavonoids ,Calophyllum inophyllum ,Oil - Abstract
Background Different parts of the tree Calophyllum inophyllum L. (nuts, leaves, roots, bark, fruits, nut oil and resin) are used as traditional medicines and cosmetics in most of the Pacific Islands. The oil efficiency as a natural cure and in traditional cosmetics has been largely described throughout the South Pacific, which led us to investigate C. inophyllum’s chemical and genetic diversity. A correlative study of the nut resin and leaf DNA from three distinct archipelagos in the South Pacific was carried out in order to identify diversity patterns in C. inophyllum across the South Pacific. Methods Calophyllum inophyllum plants were sampled from French Polynesia, New Caledonia and Fiji. We extracted tamanu oil (nut oil) resin for chemo-diversity studies and sampled leaf tissues for genetic studies. We applied an analysis method designed for small quantities (at a microscale level), and used High Performance Liquid Chromatography (HPLC) to establish the chemo-diversity of tamanu oil resin. In-house standards were co-eluted for qualitative determination. Genetic diversity was assessed using chloroplast barcoding markers (the Acetyl-CoA carboxylase (accD) gene and the psaA-ycf3 intergenic spacer region). Results Our HPLC analysis revealed 11 previously known tamanu oil constituents, with variability among plant samples. We also isolated and characterized two new neoflavonoids from tamanu oil resin namely, tamanolide E1 and E2 which are diastereoisomers. Although genetic analysis revealed low genetic variation, our multivariate analysis (PCA) of the tamanu oil resin chemical profiles revealed differentiation among geographic regions. Conclusion We showed here that chromatographic analysis using formalized in-house standards of oil resin compounds for co-elution studies against oil resin samples could identify patterns of variation among samples of C. inophyllum, and discriminate samples from different geographical origins.
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- 2018
27. Chemotypes and Biomarkers of Seven Species of New Caledonian Liverworts from the Bazzanioideae Subfamily
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Yoshinori Asakawa, Benjamin Métoyer, Louis Thouvenot, Edouard Hnawia, Phila Raharivelomanana, Mohammed Nour, Gaëtan Herbette, Nicolas Lebouvier, Laboratoire Insulaire du Vivant et de l'Environnement (LIVE), Université de la Nouvelle-Calédonie (UNC), Institut de sciences exactes et appliquées (ISEA), Spectropôle - Aix Marseille Université (AMU SPEC), Aix Marseille Université (AMU)-Centre National de la Recherche Scientifique (CNRS), Tokushima Bunri University, 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), Centre National de la Recherche Scientifique (CNRS)-Aix Marseille Université (AMU), 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)
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Hepatophyta ,Subfamily ,CHIMIOTAXONOMIE ,Magnetic Resonance Spectroscopy ,Pharmaceutical Science ,Synthases ,01 natural sciences ,diterpene ,Analytical Chemistry ,Acromastigum ,chemistry.chemical_compound ,Drug Discovery ,Bibenzyl ,Sesquiterpene constituents ,PLANTE UTILE ,ComputingMilieux_MISCELLANEOUS ,biology ,PHYTOCHIMIE ,zierane ,Plants ,Marchantia-polymorpha ,Chemistry (miscellaneous) ,Molecular Medicine ,sesquiterpene ,Lepidoziaceae ,010402 general chemistry ,Sesquiterpene ,Article ,COMPOSITION CHIMIQUE ,lcsh:QD241-441 ,bis(bibenzyl) ,lcsh:Organic chemistry ,New Caledonia ,Species Specificity ,liverwort ,Bazzania ,Botany ,Acid ,[SDV.BV]Life Sciences [q-bio]/Vegetal Biology ,[CHIM]Chemical Sciences ,BIOSYNTHESE ,Bis (bibenzyl) ,Physical and Theoretical Chemistry ,Endemism ,Chemotype ,010405 organic chemistry ,Organic Chemistry ,15. Life on land ,Macrocyclic Bis(Bibenzyls) ,biology.organism_classification ,0104 chemical sciences ,chemistry ,vittatin ,Diterpene ,biosynthesis ,Biomarkers - Abstract
International audience; Volatile components of seven species of the Bazzanioideae sub-family (Lepidoziaceae) native to New Caledonia, including three endemic species (Bazzania marginata, Acromastigum caledonicum and A. tenax), were analyzed by GC-FID-MS in order to index these plants to known or new chemotypes. Detected volatile constituents in studied species were constituted mainly by sesquiterpene, as well as diterpene compounds. All so-established compositions cannot successfully index some of them to known chemotypes but afforded the discovery of new chemotypes such as cuparane/fusicoccane. The major component of B. francana was isolated and characterized as a new zierane-type sesquiterpene called ziera-12(13),10(14)-dien-5-ol (23). In addition, qualitative intraspecies variations of chemical composition were very important particularly for B. francana which possessed three clearly defined different compositions. We report here also the first phytochemical investigation of Acromastigum species. Moreover, crude diethyl ether extract of B. vitatta afforded a new bis(bibenzyl) called vittatin (51), for which a putative biosynthesis was suggested.
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- 2018
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28. Dyeing properties, coloring compounds and antioxidant activity of Hubera nitidissima (Dunal) Chaowasku (Annonaceae)
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A. de la Sayette, Nicolas Lebouvier, Witold Nowik, Mohammed Nour, M.-G. Dijoux-Franca, A.-E. Hay, Dominique Cardon, M. Toussirot, Edouard Hnawia, Laboratoire d'Ecologie Microbienne - UMR 5557 (LEM), Centre National de la Recherche Scientifique (CNRS)-Ecole Nationale Vétérinaire de Lyon (ENVL)-Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon-Institut National de la Recherche Agronomique (INRA)-VetAgro Sup - Institut national d'enseignement supérieur et de recherche en alimentation, santé animale, sciences agronomiques et de l'environnement (VAS), Université de la Nouvelle Calédonie (UNC), Histoire, Archéologie et Littératures des mondes chrétiens et musulmans médiévaux (CIHAM), Centre National de la Recherche Scientifique (CNRS)-Avignon Université (AU)-Université Jean Moulin - Lyon 3 (UJML), Université de Lyon-Université de Lyon-École des hautes études en sciences sociales (EHESS)-Université Lumière - Lyon 2 (UL2)-École normale supérieure - Lyon (ENS Lyon), Université de la Nouvelle-Calédonie, Laboratoire de Chimie, BP R4, 98851 Nouméa-Cedex, New Caledonia, Institut National de la Recherche Agronomique (INRA)-Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon-Centre National de la Recherche Scientifique (CNRS)-VetAgro Sup - Institut national d'enseignement supérieur et de recherche en alimentation, santé animale, sciences agronomiques et de l'environnement (VAS)-Ecole Nationale Vétérinaire de Lyon (ENVL), Université de la Nouvelle-Calédonie (UNC), École normale supérieure - Lyon (ENS Lyon)-Université Lumière - Lyon 2 (UL2)-École des hautes études en sciences sociales (EHESS)-Université Jean Moulin - Lyon 3 (UJML), Université de Lyon-Université de Lyon-Avignon Université (AU)-Centre National de la Recherche Scientifique (CNRS), Laboratoire Insulaire du Vivant et de l'Environnement (LIVE), Ecologie microbienne ( EM ), Centre National de la Recherche Scientifique ( CNRS ) -Ecole Nationale Vétérinaire de Lyon ( ENVL ) -Université Claude Bernard Lyon 1 ( UCBL ), Université de Lyon-Université de Lyon-Institut National de la Recherche Agronomique ( INRA ) -VetAgro Sup ( VAS ), Université de Nouvelle-Calédonie, and Université de Nouvelle Calédonie
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[SDV.SA]Life Sciences [q-bio]/Agricultural sciences ,[ SDV.BV ] Life Sciences [q-bio]/Vegetal Biology ,Hubera nitidissima ,Natural dye ,DPPH ,General Chemical Engineering ,[ SDV.TOX ] Life Sciences [q-bio]/Toxicology ,natural colorants ,[SDV.BID]Life Sciences [q-bio]/Biodiversity ,02 engineering and technology ,01 natural sciences ,[ SDV.EE ] Life Sciences [q-bio]/Ecology, environment ,Absorbance ,chemistry.chemical_compound ,New Caledonia ,[CHIM]Chemical Sciences ,[SDV.BV]Life Sciences [q-bio]/Vegetal Biology ,Organic chemistry ,[SDV.BBM]Life Sciences [q-bio]/Biochemistry, Molecular Biology ,Mangiferin ,[ SDV.BBM ] Life Sciences [q-bio]/Biochemistry, Molecular Biology ,[ SDV.SA ] Life Sciences [q-bio]/Agricultural sciences ,Colorimetric properties ,[ SDV.BID ] Life Sciences [q-bio]/Biodiversity ,[SDV.EE]Life Sciences [q-bio]/Ecology, environment ,chemistry.chemical_classification ,biology ,010405 organic chemistry ,Process Chemistry and Technology ,Glycoside ,endemic plant ,021001 nanoscience & nanotechnology ,biology.organism_classification ,0104 chemical sciences ,anti-oxidant activity ,chemistry ,Annonaceae ,[SHS.ENVIR]Humanities and Social Sciences/Environmental studies ,[SDV.TOX]Life Sciences [q-bio]/Toxicology ,Antioxidant ,Dyeing ,[SHS.HIST]Humanities and Social Sciences/History ,0210 nano-technology ,Quercetin ,Nuclear chemistry - Abstract
International audience; An evaluation of the coloring potential of the different parts of selected plants from New Caledonia has been performed. Among them Hubera nitidissima, an Annonaceae, showed an intense yellow color on fibers. This is the first report of such a coloring potential for a Hubera sp. In this study we present dyeing results obtained with extracts from the leaves of H. nitidissima on linen, silk and wool, color characteristics, dye light-fastness and chemical identity of coloring compounds. The absorbance, K/S index and CIELab coordinates of dyed fibers were measured. Color strength values and fastness properties of the dyed fabrics were high: 7/8 in Blue scale rating. The dyed fibers were analyzed by liquid chromatography hyphenated with UV-Vis spectroscopy and mass spectrometry using UHPLC-DAD-HRMS (ESI-QTOF) instrumentation. We identified two xanthones: mangiferin and homomangiferin together with quercetin glycosides. The hydroalcoholic extract from the leaves was screened for its free radical scavenging properties (DPPH) and showed significant antioxidant activity (26.5 μg/mL). The presence of mangiferin in the Annonaceae family is attested here for the first time. As a result of our study, H. nitidissima appears as an excellent source of light-fast yellow dye with interesting antioxidant properties.
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- 2014
29. An examination of the leaf essential oils of threeEugenia(Myrtaceae) species endemic to New Caledonia
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Mohammed Nour, Douglas J. Lawes, Joseph J. Brophy, Nicolas Lebouvier, Edouard Hnawia, Laboratoire Insulaire du Vivant et de l'Environnement (LIVE), and Université de la Nouvelle-Calédonie (UNC)
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biology ,010405 organic chemistry ,Chemistry ,[SDV]Life Sciences [q-bio] ,Myrtaceae ,General Chemistry ,biology.organism_classification ,01 natural sciences ,Terpenoid ,0104 chemical sciences ,Spathulenol ,010404 medicinal & biomolecular chemistry ,[SDE]Environmental Sciences ,Botany - Abstract
The leaf essential oils of three Eugenia species, E. gacognei Montrouz., E. horizontalis Pancher ex Brongn. & Gris and E. noumeensis Guillaumin, have been examined. Eugenia gacognei was a variable species that contained significant amounts of aromatic ethers, with either 2-hydroxy-4,6-dimethoxy-3,5-dimethyl-acetophenone [1] (36.8% in one collection) or a mixture of 6-hydroxy-2,4-dimethoxy-3-methyl-acetophenone [2] (59.6%) and 2-hydroxy-4,6-dimethoxy-acetophenone [3] (12.7%) in a second collection being the principal components. The remainders of the oil were mixtures of mono- and sesquiterpenes. Eugenia horizontalis gave a terpenoid oil in which the principal components were globulol (18.9%) and spathulenol (14.5%). Eugenia noumeensis also gave a terpenoid oil, with monoterpenes predominating and the major components being 1,8-cineole (47.6%), α-terpineol (10.9%) and α-pinene (7.7%).
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- 2014
30. Structure-Activity Relationship Study of Biflavonoids on the Dengue Virus Polymerase DENV-NS5 RdRp
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Cécilia Eydoux, Nicolas Lebouvier, Alexandre Maciuk, Karine Leblanc, Bruno Canard, Bruno Figadère, Paul Coulerie, Jean-Claude Guillemot, Guy Lewin, Edouard Hnawia, Mohammed Nour, Laboratoire Insulaire du Vivant et de l'Environnement (LIVE), and Université de la Nouvelle-Calédonie (UNC)
- Subjects
[SDV]Life Sciences [q-bio] ,viruses ,Pharmaceutical Science ,Viral Nonstructural Proteins ,Dengue virus ,Amentoflavone ,medicine.disease_cause ,Antiviral Agents ,01 natural sciences ,Arbovirus ,Analytical Chemistry ,Inhibitory Concentration 50 ,Structure-Activity Relationship ,03 medical and health sciences ,chemistry.chemical_compound ,New Caledonia ,RNA polymerase ,Drug Discovery ,medicine ,Polymerase ,030304 developmental biology ,Flavonoids ,Pharmacology ,chemistry.chemical_classification ,0303 health sciences ,Biflavonoids ,biology ,Plant Extracts ,Organic Chemistry ,Biflavonoid ,Dengue Virus ,RNA-Dependent RNA Polymerase ,biology.organism_classification ,medicine.disease ,Virology ,3. Good health ,0104 chemical sciences ,Tracheophyta ,010404 medicinal & biomolecular chemistry ,Complementary and alternative medicine ,chemistry ,Dacrydium balansae ,biology.protein ,RNA, Viral ,Molecular Medicine - Abstract
Dengue virus is the worldʼs most prevalent human pathogenic arbovirus. There is currently no treatment or vaccine, and solutions are urgently needed. We previously demonstrated that biflavonoids from Dacrydium balansae, an endemic gymnosperm from New Caledonia, are potent inhibitors of the Dengue virus NS5 RNA-dependent RNA polymerase. Herein we describe the structure-activity relationship study of 23 compounds: biflavonoids from D. balansae (1–4) and from D. araucarioides (5–10), hexamethyl-amentoflavone (11), cupressuflavone (12), and apigenin derivatives (13–23). We conclude that 1) over the four different biflavonoid skeletons tested, amentoflavone (1) and robustaflavone (5) are the most promising ones for antidengue drug development, 2) the number and position of methyl groups on the biflavonoid moiety modulate their inhibition of Dengue virus NS5 RNA-dependent RNA polymerase, and 3) the degree of oxygenation of flavonoid monomers influences their antidengue potential. Sotetsuflavone (8), with an IC50 = 0.16 µM, is the most active compound of this series and is the strongest inhibitor of the Dengue virus NS5 RNA-dependent RNA polymerase described in the literature.
- Published
- 2013
31. Chemical Composition and Acaricidal Activity of Nemuaron vieillardii Essential Oil against the Cattle Tick Rhipicephalus (Boophilus) microplus
- Author
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Nicolas Lebouvier, Joseph J. Brophy, Mohammed Nour, Edouard Hnawia, Thomas Hüe, BUNC, Pole ID, Laboratoire Insulaire du Vivant et de l'Environnement (LIVE), and Université de la Nouvelle-Calédonie (UNC)
- Subjects
0301 basic medicine ,Veterinary medicine ,[SDV]Life Sciences [q-bio] ,Phytochemicals ,Plant Science ,Biology ,Tick ,law.invention ,03 medical and health sciences ,chemistry.chemical_compound ,Magnoliopsida ,Linalool ,law ,Drug Discovery ,Oils, Volatile ,Rhipicephalus ,Animals ,Tick Control ,Essential oil ,Acaricides ,Pharmacology ,Caryophyllene ,General Medicine ,030108 mycology & parasitology ,biology.organism_classification ,Plant Leaves ,[SDV] Life Sciences [q-bio] ,Complementary and alternative medicine ,chemistry ,Safrole ,Larva ,Atherospermataceae - Abstract
Essential oil from leaves of Nemuaron vieillardii (Baill.) Baill., a shrub used in the kanak pharmacopeia, was analyzed by gas chromatography and combined gas chromatography-mass spectrometry. The main compounds identified were safrole (49.7%), linalool (8.0%), δ-cadinene (5.1%), caryophyllene oxide (4%) and α-copaene (2.4%). This chemical composition is consistent with leaf oils of the Atherospermataceae family and demonstrates the proximity of the two genera Nemuaron and Atherosperma as regards to their essential oil compositions. The modified Larval Packet Test (LPT) was used to assess acaricidal effect of N. vieillardii essential oil on larvae of the cattle tick Rhipicephalus (Boophilus) microplus and LC50 was then calculated to 14.67%. High content of safrole in this oil which is suspected of being a human carcinogen, poses the problem of the use of this oil in a perspective of development of alternative tick control strategy and in the traditional medicinal consumption of Nemuaron vieillardii.
- Published
- 2016
32. An examination of the leaf essential oils of the endemicMelaleuca(Myrtaceae) species of New Caledonia
- Author
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Mohammed Nour, Lyn A. Craven, Edouard Hnawia, Joseph J. Brophy, Nicolas Lebouvier, Pierre Cabalion, Laboratoire Insulaire du Vivant et de l'Environnement (LIVE), and Université de la Nouvelle-Calédonie (UNC)
- Subjects
0106 biological sciences ,Limonene ,biology ,[SDV]Life Sciences [q-bio] ,Myrtaceae ,Melaleuca ,General Chemistry ,Melaleuca gnidioides ,biology.organism_classification ,01 natural sciences ,0104 chemical sciences ,law.invention ,010404 medicinal & biomolecular chemistry ,chemistry.chemical_compound ,chemistry ,Genus ,law ,Botany ,Melaleuca quinquenervia ,Melaleuca brongniartii ,Essential oil ,010606 plant biology & botany - Abstract
The leaf essential oils of the seven endemic New Caledonian species of the genus Melaleuca have been examined. Melaleuca sphaerodendra var. microphylla and Melaleuca brevisepala produced oils in which β-caryophyllene (28.8% and 26.8% respectively) was the principal component. α-Pinene (24.8%) and β-caryophyllene (14.1%) were the principal compounds detected in the leaf oil of Melaleuca pancheri. Melaleuca brongniartii produced an oil in which the principal monoterpenes were α-pinene (23.3%), β-pinene (10.3%) and limonene (19.8%). γ-Terpinene (15.2%), p-cymene (12.8%) and terpinolene (17.5%) were the major components in the leaf essential oil of Melaleuca buseana, whereas the leaf oil of Melaleuca dawsonii contained α-pinene (12.8%) and α-phellandrene (10.3%) as principal components. In Melaleuca gnidioides α-pinene (23.6%), β-pinene (13.6%) and spathulenol (14.7%) were the major components. All of these oils differed from the leaf oil of Melaleuca quinquenervia, an indigenous New Caledonian species also f...
- Published
- 2012
33. [Characterization of poisoning by the coconut crab, Birgus latro, in New Caledonia: aspects of clinical and toxicological features and treatment in 23 cases]
- Author
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Mohammed Nour, Marc Deveaux, H. Le Coq St Gilles, C. Pivert, Edouard Hnawia, F. Lapostolle, Marjorie Chèze, Marc Mikulski, Yann Barguil, Nicolas Lebouvier, and C. Maillaud
- Subjects
Adult ,Male ,Injury control ,Accident prevention ,Poison control ,Zoology ,Antibody fragments ,Toxicology ,Coconut crab ,Foodborne Diseases ,New Caledonia ,Decapoda ,Medicine ,Animals ,Humans ,Prospective Studies ,Aged ,Shellfish ,biology ,business.industry ,Public Health, Environmental and Occupational Health ,food and beverages ,Middle Aged ,biology.organism_classification ,Infectious Diseases ,Treatment strategy ,Female ,business - Abstract
We report 23 cases of poisoning, 4 fatal, due to ingestion of coconut crab, Birgus latro, in New Caledonia. Clinical and biological features of this poisoning are characterized, and the toxin complex is described. We suggest a treatment strategy based on digoxin-specific antibody fragments for patients in a life-threatening condition.
- Published
- 2015
34. Efficient microwave-assisted synthesis of 1-(1H-indol-1-yl)-2-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-2-ols as antifungal agents
- Author
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Guillaume Le Baut, Young Min Na, Pascal Marchand, Francis Giraud, Typhanie Corbin, Nicolas Lebouvier, Marc Le Borgne, Université de la Nouvelle-Calédonie (UNC), Cibles et médicaments de l'infection, de l'immunité et du cancer (IICiMed), Université de Nantes - UFR des Sciences Pharmaceutiques et Biologiques, and Université de Nantes (UN)-Université de Nantes (UN)
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Antifungal ,Indole test ,medicine.drug_class ,Organic Chemistry ,Triazole ,General Medicine ,[CHIM.THER]Chemical Sciences/Medicinal Chemistry ,[SDV.SP]Life Sciences [q-bio]/Pharmaceutical sciences ,Ring (chemistry) ,Biochemistry ,Medicinal chemistry ,Microwave assisted ,chemistry.chemical_compound ,chemistry ,Drug Discovery ,Microwave irradiation ,Halogen ,medicine ,Moiety ,Organic chemistry ,ComputingMilieux_MISCELLANEOUS ,[SDV.MP.MYC]Life Sciences [q-bio]/Microbiology and Parasitology/Mycology - Abstract
New conazole antifungals, in the series of triazole alcohols 23a–d and 24a–e incorporating an indole moiety substituted at 5-position by halogens, a cyano or 4-methoxyphenyl group, have been synthesized by ring opening of corresponding oxiranes 15 and 16. These dihalogeno intermediates and their congeneers could be prepared in high yields by Corey–Chaykovsky reaction under microwave irradiation.
- Published
- 2006
35. Synthesis and Antileishmanial Activity of 3-Imidazolylalkylindoles. Part I
- Author
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Fabrice Pagniez, Young Min Na, Patrice Le Pape, Nidia Alvarez, Nicolas Lebouvier, Marc Le Borgne, Guillaume Le Baut, Cibles et médicaments de l'infection, de l'immunité et du cancer (IICiMed), Université de Nantes - UFR des Sciences Pharmaceutiques et Biologiques, Université de Nantes (UN)-Université de Nantes (UN), and Université de la Nouvelle-Calédonie (UNC)
- Subjects
Indoles ,Stereochemistry ,Meglumine antimoniate ,Leishmania mexicana ,Antiprotozoal Agents ,Drug Evaluation, Preclinical ,[CHIM.THER]Chemical Sciences/Medicinal Chemistry ,In Vitro Techniques ,Biology ,Cell Line ,Structure-Activity Relationship ,03 medical and health sciences ,Meglumine ,Parasitic Sensitivity Tests ,Amphotericin B ,Drug Discovery ,Organometallic Compounds ,medicine ,Animals ,Humans ,[SDV.MP.PAR]Life Sciences [q-bio]/Microbiology and Parasitology/Parasitology ,Amastigote ,IC50 ,ComputingMilieux_MISCELLANEOUS ,Cell Proliferation ,030304 developmental biology ,Pharmacology ,Indole test ,0303 health sciences ,Meglumine Antimoniate ,Molecular Structure ,030306 microbiology ,Stereoisomerism ,General Medicine ,Fibroblasts ,[SDV.SP]Life Sciences [q-bio]/Pharmaceutical sciences ,biology.organism_classification ,In vitro ,3. Good health ,Ketoconazole ,Macrophages, Peritoneal ,medicine.drug - Abstract
The present study was designed to investigate conazoles as new antileishmanial agents. Several 3-imidazolylalkyl-indoles were prepared under mild reaction conditions and pharmacomodulation at N1 and C5 of the indole ring and at the level of the alkyl chain (R) was carried out starting from the corresponding 3-formylindoles 7-10. All target imidazolyl compounds 38-52 were evaluated in vitro against Leishmania mexicana promastigotes; ketoconazole, amphotericin B and meglumine antimoniate were used as references. Eight out of fifteen compounds (40,43,44,47,48, 50, 51 and 52) exerted similar activity to ketoconazole, with IC50 values in the range of 2.10-3.30 microg/mL. However the most potent compound, 1-(2-bromobenzyl)-3-(1H-imidazol-1-ylmethyl)-1H-indole (38), exhibited IC50 value (0.011+/-0.003 microg/mL) 270-fold lower than that of ketoconazole. Four compounds (38, 43, 50 and 52) were also tested against intracellular amastigotes of L. mexicana; compound 38 exhibited the highest activity with an IC50 value of 0.018+/-0.004 microg/mL.
- Published
- 2004
36. Lewis acid activation of chiral 2-trifluoromethyl-1,3-oxazolidines. Application to the stereoselective synthesis of trifluoromethylated amines, α- and β-amino acids
- Author
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Nicolas Lebouvier, Thierry Brigaud, Christophe R. Laroche, and Florent Huguenot
- Subjects
chemistry.chemical_classification ,Trifluoromethyl ,Nitrile ,Organic Chemistry ,Enantioselective synthesis ,Iminium ,Biochemistry ,Amino acid ,chemistry.chemical_compound ,chemistry ,Nucleophile ,Drug Discovery ,Organic chemistry ,Stereoselectivity ,Lewis acids and bases - Abstract
The reaction of chiral 2-trifluoromethyl-1,3-oxazolidines with various silylated nucleophiles under Lewis acid activation provides a stereoselective route to functionalized α-trifluoromethylamines. This methodology was successfully applied to the diastereoselective synthesis of trifluoromethylated homoallylic and propargylic amines, trifluoromethylated α-amino nitrile, β-aminoketone and β-aminoester. The α-amino nitrile and the β-amino ester were converted into (+)-3,3,3-trifluoroalanine and (+)-4,4,4-trifluoro-3-aminobutanoic acid in a one-step procedure.
- Published
- 2002
37. Intoxications par Cerbera manghas L. durant l’année 2016 en Nouvelle-Calédonie
- Author
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C. Bonnet, C. Maillaud, Mohammed Nour, Nicolas Lebouvier, F. Garcia, Edouard Hnawia, Marjorie Chèze, Yann Barguil, Institut de sciences exactes et appliquées (ISEA), Université de la Nouvelle-Calédonie (UNC), and BUNC, Pole ID
- Subjects
[SDV.TOX] Life Sciences [q-bio]/Toxicology ,03 medical and health sciences ,0302 clinical medicine ,[SDV.TOX]Life Sciences [q-bio]/Toxicology ,Health, Toxicology and Mutagenesis ,010401 analytical chemistry ,030216 legal & forensic medicine ,Toxicology ,01 natural sciences ,ComputingMilieux_MISCELLANEOUS ,0104 chemical sciences - Abstract
Objectif Rapporter quatre nouvelles intoxications par le fruit du faux-manguier ( Cerbera manghas L.) survenues en 2016 en Nouvelle-Caledonie. Trois sont imputees a la consommation de crabes de cocotiers ( Birgus latro L.) devenus toxiques apres qu’ils se soient nourris de fruits de C. manghas . Le quatrieme concerne un jeune enfant qui a absorbe un quart du fruit lui-meme. Methodes Recueil prospectif de cas couple a la recherche de cardenolides. Cas n o 1 : M. W, 74 ans, aux antecedents de cardiopathie ischemique, consomme un crabe de cocotier le 11/03/16 vers 19 h 30. Dans la nuit, il consulte au dispensaire pour asthenie, diarrhee et vomissements. L’ECG objective une bradycardie sinusale a 40 bpm bien toleree. Le patient recoit de l’atropine a deux reprises, mais devant une bradycardie persistante, il est transfere vers le CHT apres administration de 760 mg de Digifab ® . En reanimation, devant un nouvel episode de bradycardie, le patient recoit de nouveau 760 mg de Digifab ® . A J + 2, la disparition des troubles autorise la sortie. Cas n o 2 : Mme P., 74 ans, sans antecedent, a fait avec son mari, le 21/03/16 deux repas d’un meme crabe de cocotier (midi et soir), prepare selon la methode traditionnelle des iles Loyaute supposee le rendre atoxique. Vers 01 h 00 apparaissent vomissements et diarrhee, puis une sensation de mort imminente et des troubles de la conscience. A l’admission au CHT, il est note une bradycardie sinusale Cas n o 3 : M. P, 72 ans, mari de Mme P. Il est traite pour fibrillation auriculaire permanente et HTA. Repas et troubles digestifs sont synchrones du cas no 2. Aux urgences, il presente des episodes de bradycardie en fibrillation auriculaire lente qui cedent sous atropine IV. Le patient quitte l’hopital a J + 2. Cas n o 4 : l’enfant K, 34 mois, 11,5 kg, croque et avale un quart de fruit de C. manghas (empreinte des dents dans le fruit). Il presente deux heures plus tard des vomissements. A l’hopital, il ne presente plus aucun symptome, et il regagne son domicile apres 12 h de surveillance. Des prelevements sanguins et urinaires ont ete effectues dans tous les cas, ainsi que de la chair du crabe responsable des intoxications 2 et 3. Le dosage des cardenolides mis en evidence dans le fruit de C. manghas a ete realise par LC-MS/MS [1] . Resultats A l’admission, les concentrations sanguines de neriifoline (ng/mL) variaient de 0,2 (cas n o 3) a 7,4 (cas n o 4) et les concentrations urinaires de neriifoline (ng/mL) de 0,79 (cas n o 4) a 27,3 (cas n o 1). Aucun autre heteroside n’etait retrouve. Il n’y a pas de correlation entre l’importance des concentrations sanguines et la gravite des troubles de la conduction cardiaque observes. Dans la chair du crabe responsable des intoxications 2 et 3 et consomme deux fois, les concentrations (ng/g) etaient respectivement de 151 ; 3,0 ; 7,0 ; 4,0 et 3143 pour la neriifoline, la cerberine, la cerberigenine, la tanghinine et la deacetyltanghinine. Conclusion L’intoxication par le fruit de C. manghas est potentiellement mortelle ; elle peut survenir en Nouvelle-Caledonie apres un repas de crabe de cocotier porteur d’heterosides cardiotoxiques ou apres consommation du fruit lui-meme. La prise en charge est similaire a celle des intoxications digitaliques, incluant l’usage de fractions Fab anti-digitaliques [1] . Des doses elevees d’antidote sont recommandees (760 mg de Digifab ® , voire davantage).
- Published
- 2017
38. Acaricidal activity of essential oils from five endemic conifers of New Caledonia on the cattle tick Rhipicephalus (Boophilus) microplus
- Author
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Nicolas Lebouvier, Chantal Menut, Edouard Hnawia, Thomas Hüe, Leïla Lesaffre, Mohammed Nour, Laboratoire Insulaire du Vivant et de l'Environnement (LIVE), Université de la Nouvelle-Calédonie (UNC), Laboratoire de Parasitologie, Institut Agronomique Néo-Calédonien (IAC), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), and Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)
- Subjects
Agathis ovata ,030231 tropical medicine ,Gas Chromatography-Mass Spectrometry ,Columnaris ,030308 mycology & parasitology ,law.invention ,03 medical and health sciences ,0302 clinical medicine ,New Caledonia ,law ,Botany ,parasitic diseases ,Oils, Volatile ,Rhipicephalus ,medicine ,Animals ,Acaricides ,Essential oil ,0303 health sciences ,General Veterinary ,biology ,[CHIM.ORGA]Chemical Sciences/Organic chemistry ,fungi ,General Medicine ,medicine.disease ,biology.organism_classification ,Survival Analysis ,Tracheophyta ,Infectious Diseases ,Larva ,Insect Science ,Rhipicephalus microplus ,Callitris sulcata ,Biological Assay ,Female ,Parasitology ,Agathis moorei ,Neocallitropsis pancheri ,Sesquiterpenes - Abstract
International audience; The aim of the present study was to demonstrate acaricidal activity on the cattle tick Rhipicephalus (Boophilus) microplus of essential oils from endemic conifers of New Caledonia in the context of the development of natural alternatives. Acaricidal activity of essential oils extracted from resin and heartwood of five endemic conifers of New Caledonia (Araucaria columnaris, Agathis moorei, Agathis ovata, Callitris sulcata, and Neocallitropsis pancheri) was evaluated on 14- to 21-day-old Rhipicephalus microplus tick larvae using the Larval Packal Test bioassay. A first screening with 5 % dilute solution was carried out and the oils with 100 % of mortality at this rate were diluted until no activity was shown. The heartwood oils of the two Cupressaceae were the most active with LC50 value of 0.65 % for C. sulcata and 0.55 % for N. pancheri while resin oil of A. columnaris (LC50=1.62 %) was the most active of the Araucariaceae family. Negative control (ethanol) was not toxic to the larvae. The chemical composition of essential oil from resin of A. columnaris was analyzed by gas chromatography-mass spectrometry. The essential oil was characterized by high level of sesquiterpene hydrocarbons and oxygenated sesquiterpenes and was composed mainly of aromadendrene (23.1 %) and bicyclogermacrene (16.0 %). In order to compare different plant resources in a sustainable program of natural acaricide, an "essential oil efficiency EOE" can be measured as the ratio between the yield of extraction and LC50 value. This study shows that A. columnaris (EOE=2.36) and N. pancheri (EOE=3.51) could provide valuable and effective natural acaricides for control of the cattle tick R. microplus.
- Published
- 2013
39. Biflavonoids of Dacrydium balansae with potent inhibitory activity on dengue 2 NS5 polymerase
- Author
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Bruno Canard, Laetitia Stuhl, Paul Coulerie, Bruno Figadère, Jean-Claude Guillemot, Edouard Hnawia, Mohammed Nour, Nicolas Lebouvier, Alexandre Maciuk, Cécilia Eydoux, Laboratoire Insulaire du Vivant et de l'Environnement (LIVE), and Université de la Nouvelle-Calédonie (UNC)
- Subjects
medicine.drug_class ,viruses ,Pharmaceutical Science ,Viral Nonstructural Proteins ,01 natural sciences ,Antiviral Agents ,Analytical Chemistry ,Microbiology ,03 medical and health sciences ,chemistry.chemical_compound ,Structure-Activity Relationship ,New Caledonia ,RNA polymerase ,Drug Discovery ,medicine ,Biflavonoids ,Replicon ,Enzyme Inhibitors ,Polymerase ,030304 developmental biology ,Pharmacology ,chemistry.chemical_classification ,0303 health sciences ,biology ,Organic Chemistry ,Biflavonoid ,DNA-Directed RNA Polymerases ,Dengue Virus ,biology.organism_classification ,RNA-Dependent RNA Polymerase ,0104 chemical sciences ,3. Good health ,Plant Leaves ,010404 medicinal & biomolecular chemistry ,Tracheophyta ,Complementary and alternative medicine ,chemistry ,Biochemistry ,Dacrydium balansae ,Apigenin ,biology.protein ,Plant Bark ,Molecular Medicine ,Antiviral drug ,[SDV.MHEP]Life Sciences [q-bio]/Human health and pathology ,Phytotherapy - Abstract
In order to find new molecules for antiviral drug design, we screened 102 ethyl acetate extracts from New-Caledonian flora for antiviral activity against the dengue 2 virus RNA-dependant RNA polymerase (DV-NS5 RdRp). The leaf extract of DACRYDIUM BALANSAE, which strongly inhibited the DV-NS5, was submitted to bioguided fractionation. Four biflavonoids ( 1- 4), three sterols ( 5- 7), and two stilbene derivatives ( 8- 9) were identified and evaluated for their antiviral potential on the DV-NS5 RdRp. Biflavonoids appeared to be potent inhibitors of DV-NS5 RdRp with IC 50 s between 0.26 and 3.12 µM. Inhibitory activity evaluations against the RNA polymerase from other Flaviviridae viruses allowed us to conclude that these compounds are specific inhibitors of the DV RNA polymerase. The strongest inhibitions were observed with hinokiflavone ( 4), but podocarpusflavone A ( 2) is the strongest noncytotoxic inhibitor of the DV-NS5 and it also displayed polymerase inhibitory activity in a DV replicon. A preliminary structure-activity relationship study (SARs) revealed the necessity of the biflavonoid skeleton, the influence of number and position of methoxylations, and the importance of a free rotation of the linkage between the two apigenin monomers of the biflavonoids. To the best of our knowledge, podocarpusflavone A ( 2) is the strongest noncytotoxic non-nucleotide molecule exhibiting a specific inhibitory activity against the RNA polymerase domain of DV-NS5 and thus is promising for chemotherapy development against dengue fever.
- Published
- 2012
40. Potential new sources of natural dyes from the traditional pharmacopoeia of New-Caledonia
- Author
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Mohammed Nour, M.-G. Dijoux-Franca, Pierre Cabalion, Witold Nowik, Dominique Cardon, Edouard Hnawia, A. de la Sayette, Nicolas Lebouvier, M. Toussirot, Laboratoire d'Ecologie Microbienne - UMR 5557 (LEM), Institut National de la Recherche Agronomique (INRA)-Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon-Ecole Nationale Vétérinaire de Lyon (ENVL)-VetAgro Sup - Institut national d'enseignement supérieur et de recherche en alimentation, santé animale, sciences agronomiques et de l'environnement (VAS)-Centre National de la Recherche Scientifique (CNRS), BUNC, Pole ID, Laboratoire Insulaire du Vivant et de l'Environnement (LIVE), Université de la Nouvelle-Calédonie (UNC), Lyon 1, Depot 1, and Université de Lyon-Université de Lyon-Centre National de la Recherche Scientifique (CNRS)-VetAgro Sup - Institut national d'enseignement supérieur et de recherche en alimentation, santé animale, sciences agronomiques et de l'environnement (VAS)-Ecole Nationale Vétérinaire de Lyon (ENVL)
- Subjects
0106 biological sciences ,Pharmacology ,Traditional medicine ,[SDV]Life Sciences [q-bio] ,Organic Chemistry ,Pharmaceutical Science ,010603 evolutionary biology ,01 natural sciences ,Natural (archaeology) ,3. Good health ,Analytical Chemistry ,law.invention ,[SDV] Life Sciences [q-bio] ,Geography ,Complementary and alternative medicine ,law ,Drug Discovery ,Molecular Medicine ,Pharmacopoeia ,ComputingMilieux_MISCELLANEOUS ,010606 plant biology & botany - Abstract
International audience
- Published
- 2012
41. Antiplasmodial activities of homogentisic acid derivative protein kinase inhibitors isolated from a vanuatu marine sponge Pseudoceratina sp
- Author
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Arnaud Parenty, Dominique Dorin-Semblat, Dominique Laurent, Nicolas Lebouvier, Christian Doerig, Valérie Jullian, Michel Sauvain, Séverine Maurel, Isabelle Desvignes, BUNC, Pole ID, Laboratoire Insulaire du Vivant et de l'Environnement (LIVE), and Université de la Nouvelle-Calédonie (UNC)
- Subjects
Plasmodium ,[SDV]Life Sciences [q-bio] ,Pharmaceutical Science ,01 natural sciences ,Psammaplysilla-Purpurea ,chemistry.chemical_compound ,falciparum ,Vanuatu ,Pseudoceratina ,Brominated Metabolites ,Drug Discovery ,Pfnek-1 ,homogentisic acid derivatives ,Plasmodium falciparum ,lcsh:QH301-705.5 ,Methyltransferase ,Pharmacology, Toxicology and Pharmaceutics (miscellaneous) ,Homogentisic Acid ,chemistry.chemical_classification ,biology ,Kinase ,Verongida Sponges ,3. Good health ,Anti-Bacterial Agents ,Porifera ,[SDV] Life Sciences [q-bio] ,Chemistry ,Biochemistry ,Plasmodium-Falciparum ,Stereochemistry ,Natural-Products ,Article ,Antimalarials ,Alkaloids ,Animals ,14. Life underwater ,Homogentisic acid ,Protein kinase A ,IC50 ,Protein Kinase Inhibitors ,Enzyme Assays ,010405 organic chemistry ,Bromotyrosine-Derived Metabolites ,biology.organism_classification ,In vitro ,Malaria ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Sponge ,Enzyme ,lcsh:Biology (General) ,chemistry - Abstract
As part of our search for new antimalarial drugs in South Pacific marine sponges, we have looked for inhibitors of Pfnek-1, a specific protein kinase of Plasmodium falciparum. On the basis of promising activity in a preliminary screening, the ethanolic crude extract of a new species of Pseudoceratina collected in Vanuatu was selected for further investigation. A bioassay-guided fractionation led to the isolation of a derivative of homogentisic acid [methyl (2,4-dibromo-3,6-dihydroxyphenyl)acetate, 4a] which inhibited Pfnek-1 with an IC(50) around 1.8 muM. This product was moderately active in vitro against a FcB1 P. falciparum strain (IC(50) = 12 muM). From the same sponge, we isolated three known compounds [11,19-dideoxyfistularin-3 (1), 11-deoxyfistularin-3 (2) and dibromo-verongiaquinol (3)] which were inactive against Pfnek-1. Synthesis and biological evaluation of some derivatives of 4a are reported.
- Published
- 2009
42. Antimalarial potential of xestoquinone, a protein kinase inhibitor isolated from a Vanuatu marine sponge Xestospongia sp
- Author
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Olivier Lozach, Laurent Meijer, Arnaud Parenty, Dominique Laurent, Frédéric Alby, Nicolas Lebouvier, Christian Doerig, Martine Knibiehler, Maryvonne Frostin, Séverine Maurel, Sophie Schmitt, Dominique Dorin, Valérie Jullian, Michel Sauvain, Institut Non Linéaire de Nice Sophia-Antipolis (INLN), Université Nice Sophia Antipolis (1965 - 2019) (UNS), COMUE Université Côte d'Azur (2015-2019) (COMUE UCA)-COMUE Université Côte d'Azur (2015-2019) (COMUE UCA)-Centre National de la Recherche Scientifique (CNRS), Laboratoire de physique de la matière condensée (LPMC), Pharmacochimie des substances naturelles et pharmacophores redox, Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Université de Toulouse (UT), Laboratoire des Substances Naturelles, Synapse Développement, Institut de Chimie des Substances Naturelles (ICSN), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Laboratoire Insulaire du Vivant et de l'Environnement (LIVE), Université de la Nouvelle-Calédonie (UNC), UMS 2646 Pierre Fabre-CNRS, Institut de Sciences et Technologies du Médicament de Toulouse, 3, rue des satellites, 31400 Toulouse, France, Centre de Recherche Pierre Fabre (Centre de R&D Pierre Fabre), PIERRE FABRE-PIERRE FABRE-Centre National de la Recherche Scientifique (CNRS), Controle de la Proliferation Cellulaire Chez Plasmodium Falciparum, Institut National de la Santé et de la Recherche Médicale (INSERM), Recherches Epistémologiques et Historiques sur les Sciences Exactes et les Institutions Scientifiques (REHSEIS (UMR_7596)), Université Paris Diderot - Paris 7 (UPD7)-Centre National de la Recherche Scientifique (CNRS), Molécules et cibles thérapeutiques (MCT), Station biologique de Roscoff [Roscoff] (SBR), Université Pierre et Marie Curie - Paris 6 (UPMC)-Centre National de la Recherche Scientifique (CNRS)-Université Pierre et Marie Curie - Paris 6 (UPMC)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), Université Nice Sophia Antipolis (... - 2019) (UNS), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées, Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC), Centre National de la Recherche Scientifique (CNRS)-Université Paris Diderot - Paris 7 (UPD7), Centre National de la Recherche Scientifique (CNRS), UMS 2646, PIERRE FABRE-Centre National de la Recherche Scientifique (CNRS), Station biologique de Roscoff (SBR), Sorbonne Université (SU)-Centre National de la Recherche Scientifique (CNRS), Mer et santé (MS), Université Pierre et Marie Curie - Paris 6 (UPMC)-Centre National de la Recherche Scientifique (CNRS)-Université Pierre et Marie Curie - Paris 6 (UPMC)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS)-Université Pierre et Marie Curie - Paris 6 (UPMC), Université Pierre et Marie Curie - Paris 6 (UPMC)-Centre National de la Recherche Scientifique (CNRS), Institut de Recherche Pierre Fabre-Centre National de la Recherche Scientifique (CNRS), faculte des sciences pharmaceutiques (umr 152 IRD), Faculte des Sciences Pharmaceutiques, Université Pierre et Marie Curie - Paris 6 (UPMC)-Centre National de la Recherche Scientifique (CNRS)-Université Pierre et Marie Curie - Paris 6 (UPMC)-Centre National de la Recherche Scientifique (CNRS)-Université Pierre et Marie Curie - Paris 6 (UPMC)-Centre National de la Recherche Scientifique (CNRS), and BUNC, Pole ID
- Subjects
antiplasmodial drug ,Plasmodium ,[SDV]Life Sciences [q-bio] ,Clinical Biochemistry ,Pharmaceutical Science ,[CHIM.THER]Chemical Sciences/Medicinal Chemistry ,Pharmacognosy ,01 natural sciences ,Biochemistry ,Mice ,chemistry.chemical_compound ,Antimalarial drug ,Drug Discovery ,MESH: Protein Kinase Inhibitors ,MESH: Animals ,MESH: Plasmodium falciparum ,MESH: Inhibitory Concentration 50 ,0303 health sciences ,biology ,Kinase ,Quinones ,Biological activity ,3. Good health ,Xestospongia ,[SDV] Life Sciences [q-bio] ,Enzyme inhibitor ,Molecular Medicine ,Biological Assay ,Antiplasmodial drug ,antimalarial drug ,Plasmodium falciparum ,MESH: Biological Assay ,MESH: Quinones ,Antimalarials ,Inhibitory Concentration 50 ,03 medical and health sciences ,parasitic diseases ,Animals ,Xestoquinone ,Plasmodium berghei ,[SDV.BBM]Life Sciences [q-bio]/Biochemistry, Molecular Biology ,Protein kinase A ,Protein Kinase Inhibitors ,Molecular Biology ,MESH: Mice ,030304 developmental biology ,010405 organic chemistry ,Organic Chemistry ,biology.organism_classification ,MESH: Antimalarials ,0104 chemical sciences ,MESH: Xestospongia ,xestoquinone ,chemistry ,biology.protein - Abstract
As part of our search for new antimalarial drugs, we have screened for inhibitors of Pfnek-1, a protein kinase of Plasmodium falciparum, in south Pacific marine sponges. On the basis of a preliminary screening, the ethanolic crude extract of a new species of Xestospongia collected in Vanuatu was selected for its promising activity. A bioassay-guided fractionation led us to isolate xestoquinone which inhibits Pfnek-1 with an IC50 around 1 mu M. Among a small panel of plasmodial protein kinases, xestoquinone showed modest protein kinase inhibitory activity toward PfPK5 and no activity toward PfPK7 and PfGSK-3. Xestoquinone showed in vitro antiplasmodial activity against a FCB1 P. falciparum strain with an IC50 of 3 mu M and a weak selectivity index (SI 7). Xestoquinone exhibited a weak in vivo activity at 5 mg/kg in Plasmodium berghei NK65 infected mice and was toxic at higher doses. (c) 2006 Elsevier Ltd. All rights reserved.
- Published
- 2006
43. The Leaf, Wood and Bark Oils of three Species of Myodocarpus (Myodocarpaceae) Endemic to New Caledonia
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Edouard Hnawia, Nicolas Lebouvier, Douglas J. Lawes, Joseph J. Brophy, Michael J. Page, Mohammed Nour, BUNC, Pole ID, Laboratoire Insulaire du Vivant et de l'Environnement (LIVE), and Université de la Nouvelle-Calédonie (UNC)
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Pharmacology ,Citronellol ,Humulene ,[SDV]Life Sciences [q-bio] ,Monoterpene ,Plant Science ,General Medicine ,[SDV] Life Sciences [q-bio] ,chemistry.chemical_compound ,Horticulture ,Complementary and alternative medicine ,Linalool ,chemistry ,Germacrene ,visual_art ,Drug Discovery ,Botany ,visual_art.visual_art_medium ,Bark ,Methanol ,Geraniol - Abstract
The leaf, wood and bark oils of three species of Myodocarpus, M. viellardii Brongn. & Gris, M. fraxinifolius Brongn. & Gris and M. lanceolatus Dubard & R. Viguier have been examined. From the wood oil of M. viellardii the major components were α-pinene (22.4%) and a monoterpene methyl ester, methyl myodocarpate (methyl 3,7-dimethylbicyclo [4,1,0]hept-3-ene-7-carboxylate) (61%), based on the δ-3-carene skeleton. Also present in lesser amounts was the corresponding acid, myodocarpic acid (3,7-dimethylbicyclo[4,1,0]hept-3-ene-7-carboxilic acid) and the corresponding alcohol, myodocarpol (3,7-dimethylbicyclo[4,1,0]hept-3-en-7-yl) methanol), in lesser (11%). The leaf oil of this species produced a sesquiterpenic oil with the principal components being β-caryophyllene (36%), α-humulene (11.1%) and bicyclogermacrene (10.6%). In M. fraxinifolius, both the wood and bark oils contained a series of long chain alcohols, tetradecanol (30–38%), hexadecanol (23–29%) and octadec-9-en-1-ol (12%) as principal components. In the leaf oil of this species the principal component was β-caryophyllene (63%), with lesser amounts of humulene oxide II (2.9%), isocomene (2.8%) and viridiflorol (1.4%). In M. lanceolatus, the leaf oil was dominated by the monoterpene hydrocarbons α-pinene (22.9%) and 5–3-carene (32.6%). In the wood oil of this species the principal components were geraniol (7.4%), citronellol (4.7%), germacrene-B (7.1%), zingiberine (6.8%) and linalool (6.7%), while in the bark oil they were geraniol (12.4%), citronellol (2.6%), germacrene-B (5.8%), and linalool (6.5%).
- Published
- 2014
44. O43: Use of digoxin-specific Fab antibody fragments in two cases of life-threatening coconut crab (Birgus latro L.) poisoning
- Author
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Nicolas Lebouvier, Guillaume Hoizey, Marjorie Chèze, Gilbert Pépin, C. Maillaud, Marc Deveaux, Mohammed Nour, Edouard Hnawia, Marc Mikulski, Yann Barguil, and H. Le Coq Saint-Gilles
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Bradycardia ,medicine.medical_specialty ,Digoxin ,biology ,business.industry ,Health, Toxicology and Mutagenesis ,medicine.medical_treatment ,Pharmacology ,Toxicology ,biology.organism_classification ,Surgery ,Cerbera manghas ,chemistry.chemical_compound ,chemistry ,medicine ,Cardenolide ,Vomiting ,medicine.symptom ,business ,Cerberin ,Antidote ,medicine.drug ,Whole blood - Abstract
Introduction Neriifolin is a cardenolide structurally closed to digoxin and is contained in the fruit kernel of the red-eye-sea mango tree ( Cerbera manghas ), on which the coconut crab feeds. We previously reported lethal neriifolin poisonings following the consumption of New Caledonian coconut crabs Birgus latro (Maillaud et al., Toxicon 2010). This led us to consider digoxin-specific Fab antibody fragments (Fab) as a specific treatment. This presentation focuses on two cases of successful Fab use. Methods Case #1 (Maillaud et al., Toxicon 2012): a 63-year-old female was admitted to the ER. She had eaten a coconut crab 19 hours previously. ECG showed first-degree atrio-ventricular block (AVB), specific repolarisation abnormalities and prolonged cardiac pauses. Fab (760 mg) were then administered intravenously 21 hours after the toxic meal. No more cardiac pause was reported and the patient was discharged one week later. Case #2: a 73-year-old man complained of vomiting after having eaten a coconut crab a few hours before. He was admitted to the ER. ECG monitoring showed bradycardia (32 to 45 beats/min), arrhythmia and cardiac pauses. Fab were administered (380 mg IV = 10 units). 10 other units were administered 3 hours later in the ICU. Cardiac pauses disappeared and cardiac frequency went close to normal. The patient was discharged at day 2. Different blood samples were analysed. Neriifolin was determined by LC-IT-MS/MS. Table Abstract O43. Case #1 (admission) Case #1 (ICU before Fab) Case #1 (12h after Fab) Case #2 (2h after 1 st Fab) Case #2 (5h after 2 nd Fab) Case #2 (8h after 2 nd Fab) Neriifolin Serum: 1.30 Serum: 0.59 Serum: 3.04 Serum: Plasma: Whole blood: 3.17 Serum: 5.01 Serum: 3.90 Plasma: 4.36 Results Neriifolin blood concentrations (ng/mL): In both cases, neriifolin concentrations increased after the Fab perfusions. As digoxin, neriifolin leaves cardiac receptors to be bound to Fab fragments, and is then eliminated. Surprisingly, as shown in case #2, neriifolin whole blood concentration is much higher than in serum and in plasma. Like digoxin, haemoglobin could be the neriifolin binding site in blood. This may implicates that in cardenolides poisoning, low serum and plasma concentrations should be considered with caution. Two other C. manghas cardenolides of interest: cerberigenin and cerberin, were not detected in all nine samples. Conclusion Digoxin-specific Fab antibody fragments have been effective in the treatment of two life-threatening coconut crab poisonings. Such therapy should be considered in patients showing heart conduction disturbances. As with digoxin, in each case we note a rise in total (free + bound) neriifolin blood concentrations after antidote administration. In Case #2 whole blood concentration was more than 30 times higher than serum and plasma concentrations. To avoid false negative results we suggest considering also whole blood analysis in case of suspected cardenolide intoxications. Reversibility of the RBC partitioning has been shown for digoxin and haemoglobin could be a storage compartment for neriifolin which would explain the need for the supplemental Fab dose in Case #2.
- Published
- 2014
45. Chemical Investigations of Essential Oils from Endemic Cupressaceae Trees from New Caledonia
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Audrey Illinger, Mohammed Nour, Nicolas Lebouvier, Pierre Cabalion, C. Menut, and Edouard Hnawia
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Pharmacology ,Cupressaceae ,Callitris ,Plant composition ,Plant Science ,General Medicine ,Biology ,biology.organism_classification ,Trees ,chemistry.chemical_compound ,New Caledonia ,Complementary and alternative medicine ,chemistry ,Drug Discovery ,Botany ,Oils, Volatile ,Plant Oils ,Thujopsene ,Chemical composition - Abstract
The volatile components obtained by hydrodistillation of leaves of C. neocaledonica Dummer, C. sulcata (Parlatore) Schlechter and N. pancheri (Carrière) de Laubenfels from New Caledonia were investigated for the first time by a combination of GC and GC–MS analysis, and compared with the heartwood oil compositions of the three species. The essential oils from C. sulcata and C. neocaledonica leaves contain a majority of monoterpenes while the leaf oil of N. pancheri is characterized by a high level of sesquiterpenoids. On the basis of the sesquiterpenoid composition of the wood- and leaf oils, N. pancheri is closely related to both New Caledonian Callitris spp. However, C. sulcata and C. neocaledonica oils remain distinct from N. pancheri and the Australian Callitris oils by the presence of compounds biosynthetically related to the bisabolyl cation, mainly barbatenes and thujopsene.
- Published
- 2010
46. Synthesis and antifungal activities of new fluconazole analogues with azaheterocycle moiety
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Nicolas Lebouvier, Patrice Le Pape, Muriel Duflos, Young Min Na, Fabrice Pagniez, Guillaume Le Baut, Marc Le Borgne, Laboratoire Insulaire du Vivant et de l'Environnement (LIVE), Université de la Nouvelle-Calédonie (UNC), Cibles et médicaments de l'infection, de l'immunité et du cancer (IICiMed), Université de Nantes - UFR des Sciences Pharmaceutiques et Biologiques, and Université de Nantes (UN)-Université de Nantes (UN)
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Antifungal Agents ,Time Factors ,Stereochemistry ,Chemistry, Pharmaceutical ,Clinical Biochemistry ,Triazole ,Pharmaceutical Science ,[CHIM.THER]Chemical Sciences/Medicinal Chemistry ,Microbial Sensitivity Tests ,010402 general chemistry ,01 natural sciences ,Biochemistry ,Chemical synthesis ,Aspergillus fumigatus ,chemistry.chemical_compound ,Inhibitory Concentration 50 ,Drug Resistance, Fungal ,Drug Discovery ,Candida albicans ,medicine ,Moiety ,Humans ,Molecular Biology ,Fluconazole ,ComputingMilieux_MISCELLANEOUS ,[SDV.MP.MYC]Life Sciences [q-bio]/Microbiology and Parasitology/Mycology ,Indole test ,biology ,010405 organic chemistry ,Chemistry ,Organic Chemistry ,[SDV.SP]Life Sciences [q-bio]/Pharmaceutical sciences ,Triazoles ,biology.organism_classification ,Corpus albicans ,0104 chemical sciences ,3. Good health ,Models, Chemical ,Drug Design ,Molecular Medicine ,medicine.drug - Abstract
A series of fluconazole analogues 5 – 20 incorporating azaindole and indole moieties were prepared using oxirane intermediates synthesized under microwave irradiation. All of the compounds were evaluated in vitro against two clinically important fungi, Candida albicans and Aspergillus fumigatus . Four derivatives 6 , 13 , 14 and 18 exerted high antifungal activity against C. albicans with MIC 80 values 3- to 28-fold lower than that of fluconazole.
47. Two new cyclobutane dimers from Diospyros macrocarpa
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Nicolas Lebouvier, Thierry Guillaudeux, Edouard Hnawia, Charlotte Thieury, Valérie Monnier, Mohammed Nour, Yoshinori Asakawa, Gaëtan Herbette, Rémy Le Guével, Laboratoire Insulaire du Vivant et de l'Environnement (LIVE), Université de la Nouvelle-Calédonie (UNC), Spectropôle - Aix Marseille Université (AMU SPEC), Aix Marseille Université (AMU)-Centre National de la Recherche Scientifique (CNRS), Plate-forme ImPACcell (ImPACcell), Structure Fédérative de Recherche en Biologie et Santé de Rennes ( Biosit : Biologie - Santé - Innovation Technologique ), and Centre National de la Recherche Scientifique (CNRS)-Aix Marseille Université (AMU)
- Subjects
Cytotoxicity ,[SDV.CAN]Life Sciences [q-bio]/Cancer ,Plant Science ,01 natural sciences ,Radical scavenging activity ,Cyclobutane ,chemistry.chemical_compound ,Drug Discovery ,Pharmacology ,biology ,Traditional medicine ,010405 organic chemistry ,Cyclobutane dimers ,General Medicine ,Diospyros ,biology.organism_classification ,0104 chemical sciences ,Ebenaceae ,010404 medicinal & biomolecular chemistry ,Complementary and alternative medicine ,chemistry ,Phytochemical ,visual_art ,visual_art.visual_art_medium ,Bark ,Diospyros macrocarpa - Abstract
A biochemical and phytochemical study of Diospyros macrocarpa Hiern, an endemic plant of New Caledonia, was realized. Indeed, bark and leaf extracts were tested for their cytotoxic and antibiotic activities as well as for their radical scavenging properties. Methanol extracts showed promising radical scavenging activity with an IC50 value of 5.6 ± 0.9 μg/mL for the leaves and 8.1 ± 1.4 μg/mL for the barks. The ethyl acetate extract from the barks showed strong and selective activity against NCI-H727 cancer cell line with an IC50 value of 9.5 ± 0.6 μg/mL.. Two new cyclobutane dimers: macrocarpasin A (1) and B (2) (figure 1) together with six known compounds: yangonin (3), betulinic acid (4), α-amyrin (5), β–amyrin (6), loliolide (7) and oleanderolide (8) were isolated from leaf extracts. Their structures were established by 1D and 2D NMR along with HRMS analyses. Cytotoxic activities of isolated compounds were also evaluated. None of them showed interesting cytotoxicity against the seven tested cancer cell lines.
48. Evaluation of microalgae selected in New Caledonia as a potential source of natural antioxidants : identification of anti-free radical molecules and stimulation of their biosynthesis by metabolic orientation
- Author
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Coulombier, Noémie, Université de la Nouvelle-Calédonie (UNC), Université de la Nouvelle-Calédonie, Thierry Jauffray, Nicolas Lebouvier, and Baret, Marguerite
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Pigments ,[SDV.BIO]Life Sciences [q-bio]/Biotechnology ,[CHIM.THER] Chemical Sciences/Medicinal Chemistry ,Metabolic orientation ,[CHIM.THER]Chemical Sciences/Medicinal Chemistry ,Nouvelle-Calédonie ,Antioxydant ,Criblage ,[SDV.BIO] Life Sciences [q-bio]/Biotechnology ,New Caledonia ,Orientation métabolique ,Screening ,Microalgae ,Microalgues ,Antioxidant - Abstract
The demand has increased for natural antioxidant as an alternative to synthetic antioxidant for food, cosmetic and nutraceutical industry. Most natural antioxidant currently available on the market are derived from terrestrial plant. However, microalgae, with their chemodiversity, productivity and controlled cultivation possibilities, are a promising source of antioxidant. The objective of this thesis is to evaluate the potential of microalgae isolated in New Caledonia as a source of natural antioxidants. About thirty species of microalgae were isolated in the caledonian lagoon for their high growth rate by a dilution-exclusion method. A screening of antioxidant activity was then carried out on twelve species, grown at two light intensities (low and high), using four different antioxidant assays: DPPH (2,2-diphenyl-1-picrylhydrazyl), TEAC (Trolox equivalent antioxidant capacity), ORAC (Oxygen Radical Absorbance Capacity) and TBARS (Thiobarbituric Acid Reactive Substances). The results of the antioxidant screening showed the need to use several antioxidant assays and the significant impact of light intensity on antioxidant activity. The screening also highlighted two species of interest, Nephroselmis sp. and Tetraselmis sp.. The influence of some culture parameters on antioxidant activity was studied for these two species. Nephroselmis sp. has a strong capacity to scavenge peroxyl radicals owing to its high carotenoid content. In addition, this species has a carotenoid of interest that is still little studied, siphonaxanthin. It has been shown that the cultivation of Nephroselmis sp. should not be limited in nitrogen to promote the production of antioxidant carotenoids, in particular siphonaxanthin.Tetraselmis sp. has been shown to have a strong capacity to inhibit lipid peroxidation. The study of the influence of pH (6.5 and 8.5) and culture mode (batch vs. continuous) on the antioxidant activity and photophysiology of Tetraselmis sp. highlighted the importance of these two parameters on the antioxidant activity which is optimized when the microalgae is in a good physiological state. These results reveal the potential of microalgae isolated in New Caledonia as a source of natural antioxidants, and the high impact of culture conditions on antioxidant activity. Knowledge of the different mechanisms must now be deepened on cellular models and the origin of the molecules involved must be characterized by a metabolomic approach., Une demande croissante d’antioxydants naturels alternatifs aux antioxydants synthétiques a émergé dans l’industrie agroalimentaire, cosmétique et nutraceutique. La majorité des antioxydants naturels actuellement disponibles sur le marché sont issus des végétaux terrestres, cependant les microalgues par leur chimiodiversité, leur productivité et les possibilités de culture contrôlée offrent un grand potentiel. L’objectif de cette thèse est d’évaluer le potentiel de microalgues isolées en Nouvelle-Calédonie comme source d’antioxydants naturels. Une trentaine d’espèces de microalgues ont été isolées dans le lagon calédonien sur un critère de croissance par une méthode de dilution-exclusion. Un criblage de l’activité antioxydante a ensuite été réalisé sur douze de ces espèces, cultivées à deux intensités lumineuses (faible et forte) en utilisant quatre tests antioxydants différents : DPPH (2,2-diphenyl-1-picrylhydrazyl), TEAC (Trolox equivalent antioxidant capacity), ORAC (Oxygen Radical Absorbance Capacity) et TBARS (Thiobarbituric Acid Reactive Substances). Les résultats du criblage antioxydant ont montré l’importance d’utiliser plusieurs tests antioxydants et l’impact notable de l’intensité lumineuse sur l’activité antioxydante. Le criblage a également permis de mettre en évidence deux espèces d’intérêt Nephroselmis sp. et Tetraselmis sp. pour lesquelles l’influence de certains paramètres de culture sur l’activité antioxydante a été étudiée. Nephroselmis sp. a une forte capacité à neutraliser les radicaux peroxyles grâce à un contenu important en caroténoïdes, et contient un caroténoïde d’intérêt encore peu étudié, la siphonaxanthine. Il a été montré qu’il était nécessaire que la culture de Nephroselmis sp. ne soit pas limitée en azote pour favoriser la production de caroténoïdes antioxydants, en particulier la siphonaxanthine.Tetraselmis sp. a montré une forte capacité à inhiber la peroxydation des lipides. L’étude de l’influence du pH (6,5 et 8,5) et du mode de culture (batch vs continu) sur l’activité antioxydante et la photophysiologie de Tetraselmis sp. ont mis en évidence l’importance de ces deux paramètres sur l’activité antioxydante qui est optimisée lorsque la microalgue est dans un bon état physiologique. Ces résultats révèlent le potentiel des microalgues isolées en Nouvelle-Calédonie comme source d’antioxydants naturels, et l’impact important des conditions de culture sur l’activité antioxydante. La connaissance des différents mécanismes doit maintenant être approfondie sur des modèles cellulaires et l’origine des molécules impliquées doit être caractérisée par une approche métabolomique.
- Published
- 2020
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