Total synthesis of 2-methoxy-14-methylpentadecanoic acid and the novel 2-methoxy-1 4-methylhexadecanoic acid identified in the sponge Agelas dispar

被引：3

作者：

Carballeira, NM ^{[1
]}

Cruz, H ^{[1
]}

Ayala, NL ^{[1
]}

机构：

[1] Univ Puerto Rico, Dept Chem, San Juan, PR 00931 USA

来源：

LIPIDS | 2002年 / 37卷 / 11期

关键词：

D O I：

10.1007/s11745-002-0997-9

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The phospholipid FA composition of the Caribbean sponge Agelas dispar was revisited and 40 different FA were identified. Among these a novel 2-methoxylated FA, namely, the anteiso methyl-branched 2-methoxy-14-methyl-hexadecanoic acid, was identified together with the recently, discovered iso methyl-branched 2-methoxy-14-methylpentadecanoic acid and the normal-chain 2-metlioxytetradecanoic acid. The structures of the iso and anteiso methyl-branched 2-methoxylated FA were confirmed by total syntheses, which were accomplished in seven steps and in 45-48% overall yields. Other phospholipid FA identified in A. dispar include the unusual methyl-branched 10,13-dimethyltetradecanoic acid, 3,7,11,15-tetramethylhexadecanoic (phytanic) acid, and the 11-methyloctadecanoic acid. In addition, the Delta(5,9) FA (5Z,9Z)-15-methyl-5,9-hexadecadienoic acid and (5Z,9Z)-5,9-octadecadienoic acid were characterized. These findings establish alternative FA biosynthetic possibilities for these marine organisms.

引用

页码：1033 / 1037

页数：5

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