New 17-Methyl-13-Octadecenoic and 3,16-Docosadienoic Acids from the Sponge Polymastia penicillus |
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Authors: | Claire Denis Gaëtane Wielgosz-Collin Anne Bretéché Nicolas Ruiz Vony Rabesaotra Nicole Boury-Esnault Jean-Michel Kornprobst Gilles Barnathan |
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Affiliation: | 1.Groupe MMS (Mer, Molécules, Santé) EA 2160, Equipe Lipides Marins, Faculté de Pharmacie, P?le Mer et Littoral,Université de Nantes,Nantes Cedex 03,France;2.UMR 6540 DIMAR, Centre d’Océanologie de Marseille, Station Marine d’Endoume,CNRS-Université de la Méditerranée,Marseille,France |
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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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Keywords: | 3,16-Docosadienoic acid Fatty acids Phospholipids Polymastia Sponge 17-Methyl-13-octadecenoic N-Acyl pyrrolidides Non-methylene-interrupted fatty acids |
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