New 17‐Methyl‐13‐Octadecenoic and 3,16‐Docosadienoic Acids from the Sponge Polymastia penicillus

Abstract The phospholipid fatty acid composition of the North‐East Atlantic sponge Polymastia penicillus (South Brittany, France) was investigated. Sixty fatty acids (FA) were identified as methyl esters (FAME) and N ‐acyl pyrrolidides (NAP) by gas chromatography–mass spectrometry (GC/MS), including...

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Bibliographic Details
Published in:Lipids
Main Authors: Denis, Claire, Wielgosz‐Collin, Gaëtane, Bretéché, Anne, Ruiz, Nicolas, Rabesaotra, Vony, Boury‐Esnault, Nicole, Kornprobst, Jean‐Michel, Barnathan, Gilles
Format: Article in Journal/Newspaper
Language:English
Published: Wiley 2009
Subjects:
North East Atlantic
Online Access:http://dx.doi.org/10.1007/s11745-009-3291-9
https://onlinelibrary.wiley.com/doi/full/10.1007/s11745-009-3291-9
Description
Summary:Abstract The phospholipid fatty acid composition of the North‐East Atlantic sponge Polymastia penicillus (South Brittany, France) was investigated. Sixty fatty acids (FA) were identified as methyl esters (FAME) and N ‐acyl pyrrolidides (NAP) by gas chromatography–mass spectrometry (GC/MS), including eight Δ5,9 unsaturated FA and three long‐chain 2‐hydroxylated FA. The major phospholipid FA were palmitic (14.3% of the total FA mixture), vaccenic (12.7%), 15( Z )‐docosenoic (13.4%) and 5( Z ),9( Z )‐hexacosadienoic (13.3%) acids. In addition to the iso ‐ and anteiso ‐branched saturated FA, several unusual short‐chain branched saturated FA were identified. In addition to the known Δ5,9 FA, and interestingly regarding their identification by GC–MS as N ‐acyl pyrrolidides, was the co‐occurrence of unusual FA possessing a Δ3, Δ4 and Δ5 double bond such as iso ‐4‐pentadecenoic, iso ‐5‐heptadecenoic, anteiso ‐5‐heptadecenoic and two new compounds, not hitherto found in nature, namely 17‐methyl‐13‐octadecenoic (0.8%) and 3,16‐docosadienoic (1.1%) acids.

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