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Two novel naturally occurring α‐methoxy acids from the phospholipids of two caribbean sponges
Author(s) -
Carballeira Néstor M.,
Sepúlveda Juan A.
Publication year - 1992
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/bf02537064
Subject(s) - sponge , double bond , chemistry , mass spectrometry , fatty acid , adduct , gas chromatography , phosphatidylethanolamine , chromatography , stereochemistry , organic chemistry , phospholipid , biochemistry , biology , botany , phosphatidylcholine , membrane
The novel (5Z)‐2‐methoxy‐5‐hexadecenoic acid (1) was identified in the phospholipids of the sponge Tethya crypta while the also novel acid (6Z)‐2‐methoxy‐6‐hexadecenoic acid (2) was found in the phospholipids of the Caribbean sponge Spheciospongia cuspidifera . The methoxy‐fatty acids were mainly associated with phosphatidylethanolamine. The double bond positions were determined by gas chromatography/mass spectrometry on the corresponding dimethyl‐disulfide adducts and the double bond stereochemistry was ascertained by gas chromatography/Fourier transform infrared spectroscopy. The fatty acid composition of the two sponges is reported.