title: Fatty Acids from a Glass Sponge Aulosaccus sp. Occurrence of New Cyclopropane-Containing and Methyl-Branched Acids.
abstract: In order to identify new structures, the free fatty acids from an extract of a glass sponge Aulosaccus sp. (from the north-west Pacific) belonging to one of the least chemically investigated classes (Hexactinellida), were fractionated by RP-HPLC and analyzed by NMR spectroscopy and GC-MS of their pyrrolidine derivatives, methyl(ethyl) esters and their dimethyl disulfide adducts. One hundred and twenty-three C12-C31acids (including nine new compounds) were detected, one hundred and ten of these compounds have not been found previously in glass sponges. The levels of common methylene-interrupted polyenes, monoenes of the (n-7) family and less common branched-chain components proved to be high. New acids were shown to be 5,13-dimethyl-tetradec-4-enoic, cis-10,11-methylene-heptadecanoic, 10,12-dimethyl-octadecanoic, cis-12,13-methylene-nonadecanoic, (14E)-13-methyl-eicos-14-enoic, 19-methyl-eicos-13-enoic, cis-20,21-methylene-heptacosanoic, 27-methyl-octacos-21-enoic and (22Z)-nonacos-22-enoic. Some important mass spectrometric characteristics of pyrrolidides of homologous cyclopropane fatty acids are reported and discussed.
authors.affiliation: G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of Russian Academy of Sciences, Pr. 100 let Vladivostoku, 159, Vladivostok, 690022, Russia. santalova@piboc.dvo.ru.
authors.forename: Elena A
authors.initials: EA
authors.lastname: Santalova
authors.affiliation: G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of Russian Academy of Sciences, Pr. 100 let Vladivostoku, 159, Vladivostok, 690022, Russia.
authors.forename: Vladimir A
authors.initials: VA
authors.lastname: Denisenko
mesh_terms: D000818:Animals; D002851:Chromatography, High Pressure Liquid; D003521:Cyclopropanes / Q000737:chemistry*; D005227:Fatty Acids / Q000032:analysis* / Q000737:chemistry; D008401:Gas Chromatography-Mass Spectrometry; D009682:Magnetic Resonance Spectroscopy; D011161:Porifera / Q000737:chemistry*
chemical_list: D003521:Cyclopropanes; D005227:Fatty Acids; C028775:cyclopropane fatty acids
keywords: Aulosaccus; Cyclopropane fatty acids; Glass sponge; Hexactinellida; Methyl-branched fatty acids; Pyrrolidides