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

• Published in: Lipids
• Main Authors: Wielgosz-Collin, Gaëtane, Ruiz, Nicolas, Rabesaotra, Vony, Boury-Esnault, Nicole, Kornprobst, Jean-Michel, Barnathan, Gilles
• Other Authors: Mer, molécules et santé EA 2160 (MMS), Le Mans Université (UM)-Université de Nantes - UFR des Sciences et des Techniques (UN UFR ST), Université de Nantes (UN)-Université de Nantes (UN)-Université de Nantes - UFR des Sciences Pharmaceutiques et Biologiques, Université de Nantes (UN)-Université de Nantes (UN), Diversité, évolution et écologie fonctionnelle marine (DIMAR), Université de la Méditerranée - Aix-Marseille 2-Centre National de la Recherche Scientifique (CNRS)
• Format: Article in Journal/Newspaper
• Language: English
• Published: HAL CCSD 2009
• Subjects: 3; 16-Docosadienoic acid Fatty acids Phospholipids Polymastia Sponge 17-Methyl-13-octadecenoic N-Acyl pyrrolidides Non-methylene-interrupted fatty acids; 16-Docosadienoic acid; Fatty acids; Phospholipids; Polymastia; Sponge; 17-Methyl-13-octadecenoic; N-Acyl pyrrolidides; Non-methylene-interrupted fatty acids; [CHIM]Chemical Sciences; Northeast Atlantic
• Online Access: https://nantes-universite.hal.science/hal-04050369; https://nantes-universite.hal.science/hal-04050369/document; https://nantes-universite.hal.science/hal-04050369/file/lipidpolymastia%202009.pdf; https://doi.org/10.1007/s11745-009-3291-9

International audience The phospholipid fatty acid composition of the NorthEast 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 D5,9 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 D5,9 FA, and interestingly regarding their identification by GC-MS as N-acyl pyrrolidides, was the co-occurrence of unusual FA possessing a D3, D4 and D5 double bond such as iso-4-pentadecenoic, iso-5-heptadecenoic, anteiso-5-heptadecenoic and two new compounds, not hitherto found in nature, namely 17methyl-13-octadecenoic (0.8%) and 3,16-docosadienoic (1.1%) acids.