Identification and total synthesis of novel fatty acids from the Caribbean sponge Calyx podatypa.
The phospholipid fatty acid composition of the Caribbean sponge Calyx podatypa was studied, and 85 different fatty acids were identified, in particular the 11-methylpentadecanoic acid and 10-tricosenoic acid, which have no literature precedence. Structural characterization was accomplished by means of gas chromatography-mass spectrometry on their corresponding methyl esters and dimethyl disulfide derivatives. The structure of 11-methylpentadecanoic acid was further confirmed by total synthesis (17% overall yield) starting from commercially available 10-hydroxydecanoic acid.
Department of Chemistry, University of Puerto Rico, P.O. Box 23346, San Juan, Puerto Rico 00931, USA. ncarball@upracd.upr.clu.edu
N M
NM
Carballeira
M
M
Pagán
A D
AD
Rodríguez
D000818:Animals; D017691:Caribbean Region; D005227:Fatty Acids / Q000138:chemical synthesis / Q000302:isolation & purification*; D008401:Gas Chromatography-Mass Spectrometry; D010743:Phospholipids / Q000737:chemistry / Q000302:isolation & purification*; D011161:Porifera / Q000737:chemistry*
D005227:Fatty Acids; D010743:Phospholipids