title: Wedelolides A and B: novel sesquiterpene delta-lactones, (9R)-eudesman-9,12-olides, from Wedelia trilobata.
abstract: Two new sesquiterpene lactones, wedelolides A (1) and B (2), were isolated by bioassay-guided fractionation from the leaves of Wedelia trilobata, together with known trilobolides 6-O-isobutyrate (3) and 6-O-methacrylate (4). The compounds 1 and 2 were the first examples of an unprecedented framework: a novel sesquiterpene delta-lactone, (9R)-eudesman-9,12-olide. The structures of the antimalarial wedelolides A (1) and B (2) were determined on the basis of MS and 2D NMR spectral analysis. The absolute configuration of eight carbon stereocenters of compounds 1 and 2 was determined to be 1S,4S,5S,6R,7S,8S,9R,10S by mean of auxiliary chiral MTPA derivatives.
authors: Laboratoire de Chimie et Biochimie des Substances Naturelles, UMR 5154 Centre National de la Recherche Scientifique, USM 502, Muséum National d'Histoire Naturelle, 63 rue Buffon, 75005 Paris, France.
authors: Quang Ton
authors: QT
authors: That
authors: Jean
authors: J
authors: Jossang
authors: Akino
authors: A
authors: Jossang
authors: Phi Phung Nguyen
authors: PP
authors: Kim
authors: Ginette
authors: G
authors: Jaureguiberry
mesh_terms: D000818:Animals; D000962:Antimalarials / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D007783:Lactones / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D019906:Nuclear Magnetic Resonance, Biomolecular; D010963:Plasmodium falciparum / Q000187:drug effects; D045787:Sesquiterpenes, Eudesmane / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D031209:Wedelia / Q000737:chemistry*
chemical_list: D000962:Antimalarials; D007783:Lactones; D045787:Sesquiterpenes, Eudesmane; C015872:eudesmane