title: Novel polyhydroxysterols from the Red Sea marine sponge Lamellodysidea herbacea.
abstract: Chemical investigation of the dichloromethane extract of the Red Sea marine sponge Lamellodysidea herbacea led to the isolation of four novel polyhydroxysteroids: cholesta-8-en-3beta,5alpha,6alpha,25-tetrol (1), cholesta-8(14)-en-3beta,5alpha,6alpha,25-tetrol (2), cholesta-8,24-dien-3beta,5alpha,6alpha-triol (3), and cholesta-8(14),24-dien-3beta,5alpha,6alpha-triol (4). Their structures were identified through 1D and 2D NMR studies. Relative stereochemistries were established by analysis of chemical shifts, coupling constants, and NOESY correlations. Compounds 3-4 showed antifungal activity against Candida tropicalis, with an inhibition diameter of 13 and 11 mm at 10 microg/disc, respectively.
authors.affiliation: Laboratoire de Chimie, UMR 5154 CNRS, Muséum National d' Histoire Naturelle, 63 rue Buffon, 75231 Paris Cedex 05, France.
authors.forename: Pierre
authors.initials: P
authors.lastname: Sauleau
authors.forename: Marie-Lise
authors.initials: ML
authors.lastname: Bourguet-Kondracki
mesh_terms: D000818:Animals; D002774:Cholestadienes / Q000032:analysis / Q000737:chemistry; D006914:Hydroxysteroids / Q000032:analysis / Q000737:chemistry* / Q000302:isolation & purification*; D019156:Indian Ocean; D009682:Magnetic Resonance Spectroscopy; D011161:Porifera / Q000737:chemistry*
chemical_list: D002774:Cholestadienes; D006914:Hydroxysteroids