title: Fusaroside, a unique glycolipid from Fusarium sp., an endophytic fungus isolated from Melia azedarach.
abstract: Fusaroside (1), a unique trehalose-containing glycolipid composed of the 4-hydroxyl group of a trehalose unit attached to the carboxylic carbon of a long-chain fatty acid, was isolated from the organic extract of fermentation broths of an endophytic fungus, Fusarium sp. LN-11 isolated from the leaves of Melia azedarach. Six known compounds, phalluside (2), (9R*,10R*,7E)-6, 9,10-trihydroxyoctadec-7-enoic acid (3), porrigenic acid (4), (9Z)-2,3-dihydroxypropyl octadeca-9-enoate (5), cerevisterol (6) and ergokonin B (7), were also isolated from this fungus. The glycolipid contains a rare branched long-chain fatty acid (C(20:4)) with a conjugated diene moiety and a conjugated ketone moiety. The structure of the new compound 1 was elucidated by spectroscopic methods (1D and 2D NMR experiments, MS) and chemical degradations. The metabolites 1-5 were shown to have moderate to weak active against the brine shrimp larvae. To our knowledge, this is the first report of isolation of the first representative of a new family of glycolipids from natural sources.
authors: Chemical Biological Research Institute, College of Science, Northwest A&F University, Yangling, Shaanxi, China.
authors: Sheng-Xiang
authors: SX
authors: Yang
authors: Hong-Peng
authors: HP
authors: Wang
authors: Jin-Ming
authors: JM
authors: Gao
authors: Qiang
authors: Q
authors: Zhang
authors: Hartmut
authors: H
authors: Laatsch
authors: Yi
authors: Y
authors: Kuang
mesh_terms: D000818:Animals; D001156:Artemia / Q000502:physiology; D005670:Fusarium / Q000737:chemistry* / Q000302:isolation & purification; D006017:Glycolipids / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity; D031586:Melia azedarach / Q000382:microbiology*; D018515:Plant Leaves / Q000382:microbiology; D018675:Toxicity Tests; D014199:Trehalose / Q000737:chemistry
chemical_list: D006017:Glycolipids; D014199:Trehalose