New methoxylated fatty acids from the Caribbean sponge Callyspongia fallax.
The saturated 2-methoxylated fatty acids 2-methoxytetradecanoic acid (1), 2-methoxypentadecanoic acid (2), and 2-methoxyoctadecanoic acid (3) as well as the Delta6 monoenoic methoxylated fatty acids (6Z)-2-methoxy-6-tetradecenoic acid (4), (6Z)-2-methoxy-6-pentadecenoic acid (5), and (6Z)-2-methoxy-13-methyl-6-tetradecenoic acid (7) were identified for the first time in nature in the phospholipids from the Caribbean sponge Callyspongia fallax. These findings expand the occurrence of 2-methoxylated fatty acids to C14-C15 chain lengths and establish new fatty acid biosynthetic possibilities for marine organisms. The novel methoxylated fatty acids could have originated from the phospholipids of a bacterium in symbiosis with the sponge.
Carballeira
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Department of Chemistry, University of Puerto Rico, P.O. Box 23346, San Juan, Puerto Rico 00931-3346, USA. ncarball@upracd.upr.clu.edu
Pagán
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D000818:Animals; D005227:Fatty Acids / Q000737:chemistry* / Q000302:isolation & purification; D008401:Gas Chromatography-Mass Spectrometry; D013058:Mass Spectrometry; D010743:Phospholipids / Q000737:chemistry / Q000302:isolation & purification; D011161:Porifera / Q000737:chemistry*
D005227:Fatty Acids; D010743:Phospholipids