Nm. Carballeira et al., IDENTIFICATION AND TOTAL SYNTHESIS OF NOVEL FATTY-ACIDS FROM THE CARIBBEAN SPONGE CALYX PODATYPA, Journal of natural products, 61(8), 1998, pp. 1049-1052
The phospholipid fatty acid composition of the Caribbean sponge Calyx:
podatypa was studied, and 85 different fatty acids were identified, i
n particular the 11-methylpentadecanoic acid and 10-tricosenoic acid,
which have no literature precedence. Structural characterization was a
ccomplished by means of gas chromatography-mass spectrometry on their
corresponding methyl esters and dimethyl disulfide derivatives. The st
ructure of 11-methylpentadecanoic acid was further confirmed by total
synthesis (17% overall yield) starting from commercially available 10-
hydroxydecanoic acid.