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9 results on '"Odile Sainte-Catherine"'

1. USPIO–PEG nanoparticles functionalized with a highly specific collagen-binding peptide: a step towards MRI diagnosis of fibrosis

Author

Laurence Motte, Corinne Illoul, Hanene Belkahla, Joana C. Antunes, Yoann Lalatonne, Christophe Hélary, Véronique Gigoux, Erwann Guénin, Thibaud Coradin, Odile Sainte Catherine, Martine Jandrot-Perrus, Clément Journé, Laboratoire de Recherche Vasculaire Translationnelle (LVTS (UMR_S_1148 / U1148)), Institut National de la Santé et de la Recherche Médicale (INSERM)-Université Paris Cité (UPCité)-Université Sorbonne Paris Nord, Laboratoire de Chimie de la Matière Condensée de Paris (LCMCP), Institut de Chimie du CNRS (INC)-Sorbonne Université (SU)-Centre National de la Recherche Scientifique (CNRS), Hôpital Avicenne [AP-HP], Assistance publique - Hôpitaux de Paris (AP-HP) (AP-HP), Laboratoire de physique et chimie des nano-objets (LPCNO), Institut National des Sciences Appliquées - Toulouse (INSA Toulouse), Institut National des Sciences Appliquées (INSA)-Université de Toulouse (UT)-Institut National des Sciences Appliquées (INSA)-Université de Toulouse (UT)-Institut de Chimie de Toulouse (ICT), Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Université de Toulouse (UT)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université de Toulouse (UT)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université de Toulouse (UT)-Institut de Recherche sur les Systèmes Atomiques et Moléculaires Complexes (IRSAMC), Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Université de Toulouse (UT)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), Transformation Intégrée de la Matière Renouvelable (TIMR), Université de Technologie de Compiègne (UTC), Institut National de la Santé et de la Recherche Médicale (INSERM)-Université de Paris (UP)-Université Sorbonne Paris Nord, Institut de Recherche sur les Systèmes Atomiques et Moléculaires Complexes (IRSAMC), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut National des Sciences Appliquées - Toulouse (INSA Toulouse), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie de Toulouse (ICT-FR 2599), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut de Chimie du CNRS (INC), Gestionnaire, HAL Sorbonne Université 5, Institut National des Sciences Appliquées (INSA)-Université Fédérale Toulouse Midi-Pyrénées-Institut National des Sciences Appliquées (INSA)-Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie de Toulouse (ICT-FR 2599), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Institut de Recherche sur les Systèmes Atomiques et Moléculaires Complexes (IRSAMC), and Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS)

Subjects
MRI Probe, [SDV]Life Sciences [q-bio], Biocompatible Materials, Peptide, 02 engineering and technology, 01 natural sciences, Polyethylene Glycols, Mice, chemistry.chemical_compound, Fibrosis, [CHIM] Chemical Sciences, General Materials Science, Cells, Cultured, chemistry.chemical_classification, medicine.diagnostic_test, Collagelin peptide, General Medicine, 021001 nanoscience & nanotechnology, Magnetic Resonance Imaging, Molecular Imaging, 3. Good health, [SDV] Life Sciences [q-bio], Self-healing hydrogels, Magnetic Iron Oxide Nanoparticles, 0210 nano-technology, Iron oxide nanoparticles, Surface Properties, Sialoglycoproteins, Biomedical Engineering, [SDV.IB.MN]Life Sciences [q-bio]/Bioengineering/Nuclear medicine, 010402 general chemistry, [SDV.IB.MN] Life Sciences [q-bio]/Bioengineering/Nuclear medicine, Collagen network, PEG ratio, medicine, Animals, Humans, [CHIM]Chemical Sciences, Particle Size, Collagen Hydrogels, technology, industry, and agriculture, Magnetic resonance imaging, General Chemistry, medicine.disease, Collagen I, USPIO, Peptide Fragments, 0104 chemical sciences, RAW 264.7 Cells, chemistry, Biophysics, Molecular imaging
Abstract

International audience; Fibrosis is characterized by a pathologic deposition of collagen I, leading to impaired function of organs. Tissue biopsy is the gold standard method for the diagnosis of fibrosis but this is an invasive procedure, subject to sampling errors. Several non-invasive techniques such as magnetic resonance imaging (MRI) using non-specific probes have been developed but they are not fully satisfying as they allow diagnosis at a late stage. In this study, collagelin, a collagen-binding peptide has been covalently linked using click chemistry to pegylated Ultra Small Super Paramagnetic Iron Oxide Nanoparticles (USPIO–PO–PEG–collagelin NPs) with the aim of diagnosing fibrosis at an early stage by MRI. USPIO–PO–PEG–collagelin NPs showed a high affinity for collagen I, two times higher than that of free collagelin whereas not peptide labeled USPIO NPs (USPIO–PO–PEG-yne) did not present any affinity. NPs were not toxic for macrophages and fibroblasts. Diffusion through collagen hydrogels concentrated at 3 and 10 mg mL−1 revealed a large accumulation of USPIO–PO–PEG–collagelin NPs within the collagen network after 72 hours, ca. 3 times larger than that of unlabeled USPIO, thereby evidencing the specific targeting of collagen I. Moreover, the quantity of USPIO–PO–PEG–collagelin NPs accumulated within hydrogels was proportional to the collagen concentration. Subsequently, the NPs diffusion through collagen hydrogels was monitored by MRI. The MRI T2 time relaxation decreased much more significantly with depth for USPIO–PO–PEG–collagelin NPs compared to unlabeled ones. Taken together, these results show that USPIO–PEG–collagelin NPs are promising as effective MRI nanotracers for molecular imaging of fibrosis at an early stage.

Published
2020

2. Oxaphosphinanes: New Therapeutic Perspectives for Glioblastoma

Author

Marie-Hélène Hirlemann, Odile Sainte-Catherine, David Virieux, Norbert Bakalara, Jean-Noël Volle, Jean-Luc Pirat, Marc Lecouvey, Damien Filippini, Séverine Loiseau, Carine Jacquard, Ludovic Clarion, Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier (ICGM ICMMM), Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Laboratoire des Maladies Neurodégénératives - UMR 9199 (LMN), Service MIRCEN (MIRCEN), Université Paris-Saclay-Centre National de la Recherche Scientifique (CNRS)-Institut de Biologie François JACOB (JACOB), Direction de Recherche Fondamentale (CEA) (DRF (CEA)), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Direction de Recherche Fondamentale (CEA) (DRF (CEA)), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Université Paris-Saclay-Centre National de la Recherche Scientifique (CNRS)-Institut de Biologie François JACOB (JACOB), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Centre National de la Recherche Scientifique (CNRS), Institut des Neurosciences de Montpellier (INM), Institut National de la Santé et de la Recherche Médicale (INSERM)-Université de Montpellier (UM), Chimie, Structures et Propriétés de Biomatériaux et d'Agents Thérapeutiques (CSPBAT), Université Paris 13 (UP13)-Institut Galilée-Université Sorbonne Paris Cité (USPC)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), Université Paris-Saclay-Institut de Biologie François JACOB (JACOB), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Université Paris-Saclay-Institut de Biologie François JACOB (JACOB), Institut des Neurosciences de Montpellier - Déficits sensoriels et moteurs (INM), and Université de Montpellier (UM)-Institut National de la Santé et de la Recherche Médicale (INSERM)

Subjects
Vincristine, BRAIN-TUMORS, Cell Survival, Phosphorous Acids, Organophosphonates, Antineoplastic Agents, Cell Count, CELL-LINES, Glioma cell, 010402 general chemistry, 01 natural sciences, chemistry.chemical_compound, Structure-Activity Relationship, Cell Line, Tumor, Drug Discovery, HIGH-GRADE GLIOMA, medicine, Structure–activity relationship, Animals, Humans, Temozolomide, ANALOGS, 010405 organic chemistry, Chemistry, Brain Neoplasms, [CHIM.ORGA]Chemical Sciences/Organic chemistry, TEMOZOLOMIDE, Stereoisomerism, IN-VITRO, medicine.disease, CANCER, MALIGNANT GLIOMA, 3. Good health, 0104 chemical sciences, Cyclic P-Oxides, Rats, Paclitaxel, Cell culture, Astrocytes, Toxicity, Cancer research, PATTERNS, Molecular Medicine, TRIAL, Drug Screening Assays, Antitumor, Glioblastoma, medicine.drug
Abstract

International audience; This paper reports the design and the synthesis of a new family of compounds, the phostines, belonging to the [1,2]oxaphosphinane family. Twenty-six compounds have been screened for their antiproliferative activity against a large panel of NCI cancer cell lines. Because of its easy synthesis and low EC50 value (500 nM against the C6 rat glioma cell line), compound 3.1a was selected for further biological study. Moreover, the specific biological effect of 3.1a on the glioblastoma phylogenetic cluster from the NCI is dependent on its stereochemistry. Within that cluster, 3.1a has a higher antiproliferative activity than Temozolomide and is more potent than paclitaxel for the SF295 and SNB75 cell lines. In constrast with paclitaxel and vincristine, 3.1a is devoid of astrocyte toxicity. The original activity spectrum of 3.1a on the NCI cancer cell line panel allows the development of this family for use in association with existing drugs, opening new therapeutic perspectives.

Published
2012

3. Invading basement membrane matrix is sufficient for MDA-MB-231 breast cancer cells to develop a atable in vivo metastatic phenotype

Author

Clara Nahmias, Marie-Pierre Podgorniak, Sylvie Rodrigues-Ferreira, Abdel-Majid Khatib, Nicole Peyri, Julie Aubert, Nadejda Vintonenko, Michel Crépin, Lei Chen, Anna Starzec, Mélanie Di Benedetto, Pierre-Olivier Couraud, Christelle Doliger, Odile Sainte-Catherine, Gérard-Yves Perret, Jean-Luc Poyet, Aniela Robles, Jérémie Mariau, Monique Etienne, Marie-Laure Martin, Mohamed Abdelkarim, Samia Mourah, Chimie, Structures et Propriétés de Biomatériaux et d'Agents Thérapeutiques (CSPBAT), Université Paris 13 (UP13)-Institut Galilée-Université Sorbonne Paris Cité (USPC)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), and Di Benedetto, Mélanie

Subjects
Mouse, Angiogenesis, [SDV]Life Sciences [q-bio], Cell, lcsh:Medicine, Basement Membrane, ANGIOGENESIS, Extracellular matrix, Mice, 0302 clinical medicine, Molecular Cell Biology, Breast Tumors, Angiogenic Proteins, Neoplasm Metastasis, [MATH]Mathematics [math], lcsh:Science, Oligonucleotide Array Sequence Analysis, 0303 health sciences, Multidisciplinary, Cell adhesion molecule, Reverse Transcriptase Polymerase Chain Reaction, DEATH, EPITHELIAL-CELLS, TGF-BETA, Animal Models, Immunohistochemistry, 3. Good health, Tumor Burden, APOPTOSIS, Gene Expression Regulation, Neoplastic, Drug Combinations, medicine.anatomical_structure, Phenotype, Oncology, 030220 oncology & carcinogenesis, Medicine, Female, Proteoglycans, Collagen, Research Article, EXPRESSION, Histology, CARCINOMA, PROTEINS, Transplantation, Heterologous, Mice, Nude, Breast Neoplasms, Biology, 03 medical and health sciences, Model Organisms, Cell Line, Tumor, medicine, Cell Adhesion, Genetics, Cancer Genetics, EXTRACELLULAR-MATRIX, Animals, Humans, [SDV.BV]Life Sciences [q-bio]/Vegetal Biology, Neoplasm Invasiveness, [INFO]Computer Science [cs], Cell adhesion, 030304 developmental biology, Tumor microenvironment, Gene Expression Profiling, lcsh:R, Transendothelial and Transepithelial Migration, Mammary Neoplasms, Experimental, Cancers and Neoplasms, biochemical phenomena, metabolism, and nutrition, Molecular biology, Fibronectin, Cell culture, ENDOTHELIAL GROWTH-FACTOR, biology.protein, Cancer research, lcsh:Q, Laminin, Apoptosis Regulatory Proteins, Transcriptome, vivo metastatic phenotype, tumor microenvironment, extracellular matrix
Abstract

1 - Article; Introduction: The poor efficacy of various anti-cancer treatments against metastatic cells has focused attention on the role of tumor microenvironment in cancer progression. To understand the contribution of the extracellular matrix (ECM) environment to this phenomenon, we isolated ECM surrogate invading cell populations from MDA-MB-231 breast cancer cells and studied their genotype and malignant phenotype. Methods: We isolated invasive subpopulations (INV) from non invasive populations (REF) using a 2D-Matrigel assay, a surrogate of basal membrane passage. INV and REF populations were investigated by microarray assay and for their capacities to adhere, invade and transmigrate in vitro, and to form metastases in nude mice. Results: REF and INV subpopulations were stable in culture and present different transcriptome profiles. INV cells were characterized by reduced expression of cell adhesion and cell-cell junction genes (44% of down regulated genes) and by a gain in expression of anti-apoptotic and pro-angiogenic gene sets. In line with this observation, in vitro INV cells showed reduced adhesion and increased motility through endothelial monolayers and fibronectin. When injected into the circulation, INV cells induced metastases formation, and reduced injected mice survival by up to 80% as compared to REF cells. In nude mice, INV xenografts grew rapidly inducing vessel formation and displaying resistance to apoptosis. Conclusion: Our findings reveal that the in vitro ECM microenvironment per se was sufficient to select for tumor cells with a stable metastatic phenotype in vivo characterized by loss of adhesion molecules expression and induction of proangiogenic and survival factors.

Published
2011

4. Structural characterization and cytotoxic properties of an apiose-rich pectic polysaccharide obtained from the cell wall of the marine phanerogam Zostera marina

Author

Vincent Gloaguen, Aline Barbat, Odile Sainte-Catherine, Emmanuel Maes, Brigitte Closs, Michel Kraemer, Véronique Brudieux, Pierre Krausz, Yann Guérardel, Laboratoire de Chimie des Substances Naturelles (LCSN), Université de Limoges (UNILIM)-Génomique, Environnement, Immunité, Santé, Thérapeutique (GEIST FR CNRS 3503), SILAB, Unité de Glycobiologie Structurale et Fonctionnelle UMR 8576 (UGSF), Institut National de la Recherche Agronomique (INRA)-Université de Lille-Centre National de la Recherche Scientifique (CNRS), Unité de Glycobiologie Structurale et Fonctionnelle - UMR 8576 (UGSF), Université de Lille-Centre National de la Recherche Scientifique (CNRS)-Institut National de la Recherche Agronomique (INRA), Université de Lille-Institut National de la Recherche Agronomique (INRA)-Centre National de la Recherche Scientifique (CNRS), and Université de Lille-Centre National de la Recherche Scientifique (CNRS)

Subjects
food.ingredient, Pectin, Pentoses, Pharmaceutical Science, Marine Biology, Uronic acid, Biology, Polysaccharide, Analytical Chemistry, Cell wall, 03 medical and health sciences, chemistry.chemical_compound, Inhibitory Concentration 50, Structure-Activity Relationship, 0302 clinical medicine, food, Cell Wall, Polysaccharides, Drug Discovery, Apiose, Humans, [SDV.BBM.BC]Life Sciences [q-bio]/Biochemistry, Molecular Biology/Biochemistry [q-bio.BM], Nuclear Magnetic Resonance, Biomolecular, 030304 developmental biology, Pharmacology, chemistry.chemical_classification, 0303 health sciences, Molecular mass, Molecular Structure, Zosteraceae, Organic Chemistry, Monosaccharides, Nuclear magnetic resonance spectroscopy, Antineoplastic Agents, Phytogenic, [SDV.BBM.BC]Life Sciences [q-bio]/Biochemistry, Molecular Biology/Biomolecules [q-bio.BM], Complementary and alternative medicine, Biochemistry, chemistry, Epidermoid carcinoma, 030220 oncology & carcinogenesis, Molecular Medicine, Pectins, Drug Screening Assays, Antitumor
Abstract

International audience; Zosterin, an apiose-rich pectic polysaccharide, was extracted and purified from the sea grass Zostera marina. Structural studies conducted by gas chromatography and NMR spectroscopy on a purified zosterin fraction (AGU) revealed a typical apiogalacturonan structure comprising an α-1,4-d- galactopyranosyluronan backbone substituted by 1,2-linked apiofuranose oligosaccharides and single apiose residues. The average molecular mass of AGU was estimated to be about 4100 Da with a low polydispersity. AGU inhibited proliferation of A431 human epidermoid carcinoma cells with an approximate IC50 value of 3 μg/mL (0.7 μM). In addition, AGU inhibited A431 cell migration and invasion. Preliminary experiments showed that inhibition of metalloproteases expression could play a role in these antimigration and anti-invasive properties. Autohydrolysis of AGU, which eliminated apiose and oligo-apiose substituents, led to a virtual disappearance of cytotoxic properties, thus suggesting a direct structure-function relationship with the apiose-rich hairy region of AGU.

Published
2010

5. Synthesis and biological activity of chloroethyl pyrimidine nucleosides

Author

Vincent Chaleix, Michel Kraemer, Amel Hadj‐Bouazza, Odile Sainte Catherine, Rachida Zerrouki, Karine Teste, Ludovic Colombeau, Laboratoire de Chimie des Substances Naturelles (LCSN), Université de Limoges (UNILIM)-Génomique, Environnement, Immunité, Santé, Thérapeutique (GEIST FR CNRS 3503), Chimie, Structures et Propriétés de Biomatériaux et d'Agents Thérapeutiques (CSPBAT), and Université Paris 13 (UP13)-Institut Galilée-Université Sorbonne Paris Cité (USPC)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)

Subjects
Pyrimidine, Antineoplastic Agents, anticancer, 01 natural sciences, Biochemistry, Carcinoma cell line, 03 medical and health sciences, chemistry.chemical_compound, 0302 clinical medicine, Cell Movement, Cell Line, Tumor, anti-invasion, Genetics, medicine, Hydrocarbons, Chlorinated, Humans, microwave activation, neoplasms, Cell Proliferation, Anti invasion, Nucleoside analogue, Vulvar Neoplasms, integumentary system, 010405 organic chemistry, Cell growth, [CHIM.ORGA]Chemical Sciences/Organic chemistry, Biological activity, General Medicine, chloroethylnucleoside, Pyrimidine Nucleosides, In vitro, 0104 chemical sciences, chemistry, 030220 oncology & carcinogenesis, Carcinoma, Squamous Cell, Molecular Medicine, Female, Drug Screening Assays, Antitumor, medicine.drug, anti-migration
Abstract

International audience; The synthesis and biological activity of chloroethyl pyrimidine nucleosides is presented. One of these new nucleosides analogues significantly inhibited cell proliferation, migration and invasion as tested in vitro on the A431 vulvar epidermal carcinoma cell line.

Published
2008

6. Synthesis and biological activity of mustard derivatives of thymine

Author

Vincent Chaleix, Michel Kraemer, Ludovic Colombeau, Rachida Zerrouki, Karine Teste, Amel Hadj‐Bouazza, Odile Sainte Catherine, Chimie, Structures et Propriétés de Biomatériaux et d'Agents Thérapeutiques (CSPBAT), Université Paris 13 (UP13)-Institut Galilée-Université Sorbonne Paris Cité (USPC)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Laboratoire de Chimie des Substances Naturelles (LCSN), Université de Limoges (UNILIM)-Génomique, Environnement, Immunité, Santé, Thérapeutique (GEIST FR CNRS 3503), Schiller Médical SA, and Schiller

Subjects
microwave, Crosslinking of DNA, Matrix metalloproteinase inhibitor, Matrix Metalloproteinase Inhibitors, anticancer, 01 natural sciences, Biochemistry, 03 medical and health sciences, chemistry.chemical_compound, 0302 clinical medicine, Cell Line, Tumor, thymine, Genetics, Humans, Neoplasm Invasiveness, Nitrogen mustards, Antineoplastic Agents, Alkylating, DNA-cross-linking, Cell Proliferation, integumentary system, 010405 organic chemistry, Cell growth, Chemistry, [CHIM.ORGA]Chemical Sciences/Organic chemistry, Chemotaxis, Biological activity, General Medicine, In vitro, 0104 chemical sciences, Thymine, Cell culture, 030220 oncology & carcinogenesis, Nitrogen Mustard Compounds, Molecular Medicine, Matrix Metalloproteinase 2, DNA
Abstract

International audience; The synthesis and biological activity of a novel DNA cross-linking antitumor agent is presented. The new alkylating agent significantly inhibited cell proliferation, migration and invasion as tested in vitro on the A431 vulvar epidermal carcinoma cell line.

Published
2008

7. Structural characterization and cytotoxic properties of a 4-O-methylglucuronoxylan from Castanea sativa. 2. Evidence of a structure-activity relationship

Author

Vincent Gloaguen, Pierre Krausz, Odile Sainte-Catherine, Michel Kraemer, Aline Barbat, Hélène Rogniaux, David Ropartz, Charlotte Moine, Chimie, Structures et Propriétés de Biomatériaux et d'Agents Thérapeutiques (CSPBAT), Université Paris 13 (UP13)-Institut Galilée-Université Sorbonne Paris Cité (USPC)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Laboratoire de Chimie des Substances Naturelles (LCSN), and Université de Limoges (UNILIM)-Génomique, Environnement, Immunité, Santé, Thérapeutique (GEIST FR CNRS 3503)

Subjects
Magnetic Resonance Spectroscopy, Pharmaceutical Science, CARCINOMA-CELLS, Uronic acid, Pharmacognosy, Fagaceae, 01 natural sciences, Analytical Chemistry, XYLANS, chemistry.chemical_compound, Drug Discovery, [SDV.IDA]Life Sciences [q-bio]/Food engineering, chemistry.chemical_classification, 0303 health sciences, biology, Molecular Structure, [CHIM.ORGA]Chemical Sciences/Organic chemistry, OLIGOSACCHARIDES, GLUCURONOXYLAN, Epidermoid carcinoma, Molecular Medicine, URONIC-ACIDS, GROWTH-FACTOR, Chromatography, Gas, Polysaccharide, SUGARS, 03 medical and health sciences, Structure-Activity Relationship, Cell Line, Tumor, Botany, Structure–activity relationship, Humans, [SPI.GPROC]Engineering Sciences [physics]/Chemical and Process Engineering, 030304 developmental biology, Pharmacology, 010405 organic chemistry, Organic Chemistry, Spanish chestnut, MASS-SPECTROMETRY, IN-VITRO, biology.organism_classification, Xylan, Sapotaceae, Antineoplastic Agents, Phytogenic, 0104 chemical sciences, POLYSACCHARIDE, Complementary and alternative medicine, chemistry, Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization, Drug Screening Assays, Antitumor
Abstract

International audience; Xylans were purified from delignified holocellulose alkaline extracts of Castanea sativa (Spanish chestnut) and Argania spinosa (Argan tree) and their structures analyzed by means of GC of their per-trimethylsilylated methylglycoside derivatives and (1)H NMR spectroscopy. The structures deduced were characteristic of a 4-O-methylglucuronoxylan (MGX) and a homoxylan (HX), respectively, with degrees of polymerization ranging from 182 to 360. In the case of MGX, the regular or random distribution of 4-O-methylglucuronic acid along the xylosyl backbone--determined by MALDI mass spectrometry after autohydrolysis of the polysaccharide--varied and depended both on the botanical source from which they were extracted and on the xylan extraction procedure. The MGX also inhibited in different ways the proliferation as well as the migration and invasion capability of A431 human epidermoid carcinoma cells. These biological properties could be correlated with structural features including values of the degree of polymerization, 4-O-MeGlcA to xylose ratios, and distribution of 4-O-MeGlcA along the xylosyl backbone, giving evidence of a defined structure-activity relationship.

Published
2008

8. Structural characterization and cytotoxic properties of a 4-O-methylglucuronoxylan from Castanea sativa

Author

Vincent Gloaguen, Pierre Krausz, Vincent Chaleix, Charlotte Moine, Odile Sainte-Catherine, Michel Kraemer, Chimie, Structures et Propriétés de Biomatériaux et d'Agents Thérapeutiques (CSPBAT), Université Paris 13 (UP13)-Institut Galilée-Université Sorbonne Paris Cité (USPC)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Laboratoire de Chimie des Substances Naturelles (LCSN), Université de Limoges (UNILIM)-Génomique, Environnement, Immunité, Santé, Thérapeutique (GEIST FR CNRS 3503), Schiller Médical SA, and Schiller

Subjects
URONIC-ACIDS, GROWTH-FACTOR, Stereochemistry, Pharmaceutical Science, CARCINOMA-CELLS, 02 engineering and technology, Uronic acid, Degree of polymerization, Biology, Polysaccharide, Fagaceae, 01 natural sciences, Analytical Chemistry, XYLANS, chemistry.chemical_compound, Inhibitory Concentration 50, Glucuronoxylan, Drug Discovery, Humans, Pharmacology, chemistry.chemical_classification, Plants, Medicinal, Molecular Structure, 010405 organic chemistry, [CHIM.ORGA]Chemical Sciences/Organic chemistry, Organic Chemistry, Spanish chestnut, Nuclear magnetic resonance spectroscopy, IN-VITRO, MASS-SPECTROMETRY, 021001 nanoscience & nanotechnology, biology.organism_classification, Xylan, Antineoplastic Agents, Phytogenic, 0104 chemical sciences, NTI-TUMOR ACTIVITY, FT-IR, Complementary and alternative medicine, Epidermoid carcinoma, chemistry, PECTIC POLYSACCHARIDES, WOOD HEMICELLULOSES, Molecular Medicine, France, Drug Screening Assays, Antitumor, 0210 nano-technology
Abstract

International audience; A glucuronoxylan was purified from a delignified holocellulose alkaline extract of Castanea sativa (Spanish chestnut) and its structure analyzed by means of FT-IR, GC of the per-trimethylsilylated methylglycoside derivatives, and 1H and 13C NMR spectroscopy. The results supported a structure based on a linear polymer of xylopyranose units linked with beta(1-->4) bonds in which, on average, one out of every six units is substituted at C-2 by a 4-O-methylglucuronic acid unit; this structure is typical of a hardwood acidic 4-O-methylglucuronoxylan (MGX) with an estimated degree of polymerization of 200. The MGX from C. sativa inhibited the proliferation of A431 human epidermoid carcinoma cells with an IC50 value of 50 microM. In addition, this xylan inhibited A431 cell migration and invasion. Preliminary experiments showing that secretion of metalloproteinases MMP2 and MMP9 by A431 tumor cells was inhibited by the purified C. sativa MGX strongly suggest that this mechanism of action may play a role in its antimigration and anti-invasive properties.

Published
2007

9. Bioactive capsular polysaccharide from the thermophilic Cyanophyte/Cyanobacterium Mastigocladus laminosus-cytotoxic properties

Author

Michel Kraemer, Vincent Gloaguen, Henri Morvan, Pierre Krausz, Odile Sainte Catherine, Lucien Hoffmann, Chimie, Structures et Propriétés de Biomatériaux et d'Agents Thérapeutiques (CSPBAT), Université Paris 13 (UP13)-Institut Galilée-Université Sorbonne Paris Cité (USPC)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Laboratoire de Chimie des Substances Naturelles (LCSN), and Université de Limoges (UNILIM)-Génomique, Environnement, Immunité, Santé, Thérapeutique (GEIST FR CNRS 3503)

Subjects
0106 biological sciences, Cell Survival, Pharmaceutical Science, Mastigocladus laminosus, Biology, carcinoma, Polysaccharide, Cyanobacteria, 01 natural sciences, Analytical Chemistry, 03 medical and health sciences, Inhibitory Concentration 50, Cell Movement, Polysaccharides, cyanobacterium, Cell Line, Tumor, Drug Discovery, medicine, Cytotoxic T cell, Humans, Secretion, Cytotoxicity, 030304 developmental biology, Pharmacology, chemistry.chemical_classification, 0303 health sciences, Dose-Response Relationship, Drug, [CHIM.ORGA]Chemical Sciences/Organic chemistry, Organic Chemistry, Antineoplastic Agents, Phytogenic, capsular polysaccharide, blue-green alga, Complementary and alternative medicine, Mechanism of action, Biochemistry, Epidermoid carcinoma, chemistry, Matrix Metalloproteinase 9, Cell culture, cytotoxic properties, Molecular Medicine, Matrix Metalloproteinase 2, medicine.symptom, A431 cells, 010606 plant biology & botany, Phytotherapy
Abstract

International audience; The capsular polysaccharide produced by the thermophilic blue green alga/cyanobacterium Mastigocladus laminosus was tested for its cytotoxic activity against the A431 human epidermoid carcinoma cell line. This polysaccharide inhibited the proliferation of A431 cells in a dose-dependent manner with an IC (50) value of 50 microg mL (-1). In addition, this polysaccharide strongly inhibited A431 cell migration and invasion. Preliminary experiments showing that secretion of metalloproteinases MMP2 and MMP9 by A431 tumour cells was inhibited by this polysaccharide suggest that this mechanism of action could play a role in its anti-migration and anti-invasive properties. Acid hydrolysis of the polysaccharide produced specific oligosaccharides which conserved - at similar concentrations - their cytotoxic, anti-migration and anti-invasion properties; in this case, the mechanism of action was nevertheless uncorrelated to the decrease of metalloproteinase expression.

Published
2007

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