An unusual fatty acid and its glyceride from the marine fungus Microsphaeropis olivacea

Abstract

Abstract:Two new metabolites (1 and 2) were isolated from the marine fungus Microsphaeropsis olivacea. The structures were elucidated, through analysis of the spectroscopic data, as an unusual methyl-branched unsaturated fatty acid, 10-methyl-9Z-octadecenoic acid (I), and the glyceride (2). The locations of the double bond and the methyl branching were determined from the electron impact (EI) mass spectrum of the picolinyl derivative of 1 and from MSIMS data on the hydrogenation products of 1 and 2.Key words: Microsphaeropsis olivctcea, marine fungus, methyl-branched unsaturated fatty acid, picolinyl ester.RCsumC : On a is016 deux nouveaux metabolites (1 et 2) i partir du champignon marin Microsphaet-opsis olivacea. Faisant appel 2 des donnCes spectroscopiques, on a Ctabli que les structures sont associCes i un acide gras insaturt portant un mCthyle comme chaine latCrale, I'acide 10-mCthyloctadCc-9Z-kno'ique (1) et de son glycCride (2). Les positions des doubles liaisons et de la ramification mCthyle ont CtC dCterminCes par spectromCtrie de masse par impact Clectronique sur le derive pinacolyle du composC 1 et par des donnCes de SMISM sur les produits d'hydrogknation des composCs 1 et 2.Mots clis : Microsphaeropsis olivacea, champignons marins, acide gras insaturC portant une ramification mCthyle.[Traduit par la rCdaction]

Evaluation of Antimycobacterial, Antiplasmodial and Cytotoxic Activities of Preussomerins Isolated from the Lichenicolous Fungus Microsphaeropsis sp. BCC 3050

“…[20], microsphaeropsisin (a new antifungal substance) from marine-derived Microsphaeropsis sp. [21], and an unusual fatty acid and its glyceride from M. olivacea [22]. This is the first report on the occurrence of preussomerins from this genus.…”

Anthraquinones and Betaenone Derivatives from the Sponge-Associated Fungus Microsphaeropsis Species: Novel Inhibitors of Protein Kinases

“…21 Terrestrial species of the genus Mi- C1, C2, C4, C11, C12, C13, C15, C16, C19 H5 C4, C7, C16, C19 H7eq C5, C6, C8, C9, C20, C21 H7ax C6, C8, C20, C21 H9ax C8 H9eq C8,C10 H11 C1, C2,C3, C11 a H12 C14, C15 H13 C12, C14, C15 H14 C12, C13 H15 C12, C13, C14 H17 C16, C17 a , C18…”

Marine natural products

“…40 Microsphaeropsis olivacea, which was isolated from an unidentified Florida sponge, produced an unusual fatty acid 27, the corresponding glyceride 28 and the cerebroside 29. 41,42 A trimeric antibiotic, exophilin A 30, was obtained from the mycelia of Exophiala pisciphila NI10102 that was isolated from the sponge Mycale adhaerens, which the little dragon sculpin Blepsias cirrhosus uses as a spawning bed. 43 Chlorocarolides A 31 and B 32 are chlorinated polyketides that were obtained from Aspergillus cf.…”