Fatty Acids from a Glass Sponge Aulosaccus sp. Occurrence of New Cyclopropane‐Containing and Methyl‐Branched Acids. Issue 1 (18th November 2016)

• Record Type: Journal Article
• Authors: Santalova, Elena A.; Denisenko, Vladimir A.
• Is Part Of: Lipids. Volume 52:Issue 1(2017)
• Page Start: 73
• Page End: 82
• Publication Date: 2016-11-18
• Subjects: Glass sponge -- Hexactinellida -- Aulosaccus -- Cyclopropane fatty acids -- Methyl‐branched fatty acids -- Pyrrolidides; Lipids -- Periodicals; Lipids -- Periodicals; Lipiden; Lipides -- Périodiques; 547.77
• DOI: 10.1007/s11745-016-4214-1
• Languages: English
• ISSNs: 0024-4201

Abstract

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 –C31 acids (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, (14 E )‐13‐methyl‐eicos‐14‐enoic, 19‐methyl‐eicos‐13‐enoic, cis ‐20, 21‐methylene‐heptacosanoic, 27‐methyl‐octacos‐21‐enoic and (22 Z )‐nonacos‐22‐enoic. Some important mass spectrometric characteristics of pyrrolidides of homologous cyclopropane fatty acids are reported and discussed.