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

Authors :
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)
Université de Lille-Centre National de la Recherche Scientifique (CNRS)
Source :
Journal of Natural Products, Journal of Natural Products, American Chemical Society, 2010, 73 (6), pp.1087-1092. ⟨10.1021/np100092c⟩, Journal of Natural Products, 2010, 73 (6), pp.1087-1092. ⟨10.1021/np100092c⟩
Publication Year :
2010
Publisher :
HAL CCSD, 2010.

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.

Details

Language :
English
ISSN :
01633864 and 15206025
Database :
OpenAIRE
Journal :
Journal of Natural Products, Journal of Natural Products, American Chemical Society, 2010, 73 (6), pp.1087-1092. ⟨10.1021/np100092c⟩, Journal of Natural Products, 2010, 73 (6), pp.1087-1092. ⟨10.1021/np100092c⟩
Accession number :
edsair.doi.dedup.....8e84895906398783385c85525f5c6d0a