title: Cytotoxicity on human cancer cells of ophidiacerebrosides isolated from the African starfish Narcissia canariensis.
abstract: The starfish Narcissia canariensis harvested from the coasts off Dakar, Senegal, was investigated for glycolipids (GL). This report deals with the isolation, characterization and biological activity of a fraction F13-3 separated from the GL mixture and selected according to its ability to inhibit KB cell proliferation after 72 hours of treatment. Firstly, a GL mixture F13 was obtained that accounted for 1.36% of starfish biomass (dry weight) and 0.36% of total lipids. The fraction F13-3 obtained from F13 contained three homologous GL identified as peracetylated derivatives on the basis of chemical and spectroscopic evidence. These contained a β-glucopyranoside as sugar head, a 9-methyl-branched 4,8,10-triunsaturated long-chain aminoalcohol as sphingoid base and amide-linked 2-hydroxy fatty acid chains. The majority (63%) had an amide-linked 2-hydroxydocosanoic acid chain and was identified as the ophidiacerebroside-C, firstly isolated from the starfish Ophidiaster ophidiamus. The minor components of F13-3 differed by one more or one less methylene group, and corresponded to ophidiacerebroside-B and -D. We found that F13-3 displayed an interesting cytotoxic activity over 24 hours on various adherent human cancerous cell lines (multiple myeloma, colorectal adenocarcinoma and glioblastoma multiforme) with an IC(50) of around 20 μM.
authors.affiliation: Research Group Sea, Molecules and Health EA 2160, College of Pharmacy, University of Nantes, 1 rue Gaston Veil, Nantes Cedex 01, France. fereshteh.farokhi@etu.univ-nantes.fr
authors.forename: Fereshteh
authors.initials: F
authors.lastname: Farokhi
authors.forename: Gaetane
authors.initials: G
authors.lastname: Wielgosz-Collin
authors.forename: Monique
authors.initials: M
authors.lastname: Clement
authors.forename: Jean-Michel
authors.initials: JM
authors.lastname: Kornprobst
authors.forename: Gilles
authors.initials: G
authors.lastname: Barnathan
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects*; D002470:Cell Survival / Q000187:drug effects; D002554:Cerebrosides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D005909:Glioblastoma / Q000188:drug therapy*; D006017:Glycolipids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D006028:Glycosphingolipids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D045325:HCT116 Cells; D006801:Humans; D007624:KB Cells; D015394:Molecular Structure; D009369:Neoplasms / Q000188:drug therapy*; D012675:Senegal; D013215:Starfish / Q000737:chemistry*
chemical_list: D000970:Antineoplastic Agents; D002554:Cerebrosides; D006017:Glycolipids; D006028:Glycosphingolipids