Structural characterization and cytotoxic properties of an apiose-rich pectic polysaccharide obtained from the cell wall of the marine phanerogam Zostera marina.
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 alpha-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 IC(50) value of 3 microg/mL (0.7 microM). 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.
Gloaguen
Vincent
V
Laboratoire de Chimie des Substances Naturelles, EA 1069, Faculte des Sciences et Techniques, Universite de Limoges, F-87060 SILAB, Saint Viance F-19240, France. vincent.gloaguen@unilim.fr
Brudieux
Véronique
V
Closs
Brigitte
B
Barbat
Aline
A
Krausz
Pierre
P
Sainte-Catherine
Odile
O
Kraemer
Michel
M
Maes
Emmanuel
E
Guerardel
Yann
Y
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D002473:Cell Wall / Q000737:chemistry; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020128:Inhibitory Concentration 50; D008386:Marine Biology; D015394:Molecular Structure; D009005:Monosaccharides / Q000032:analysis; D019906:Nuclear Magnetic Resonance, Biomolecular; D010368:Pectins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D010429:Pentoses / Q000032:analysis; D011134:Polysaccharides / Q000737:chemistry*; D013329:Structure-Activity Relationship; D035962:Zosteraceae / Q000737:chemistry*
D000972:Antineoplastic Agents, Phytogenic; D009005:Monosaccharides; D010429:Pentoses; D011134:Polysaccharides; C070927:zosterin; D010368:Pectins; C004983:apiose