Facile total synthesis and antimicrobial activity of the marine fatty acids (Z)-2-methoxy-5-hexadecenoic acid and (Z)-2-methoxy-6-hexadecenoic acid

被引：26

作者：

Carballeira, NM ^{[1
]}

Emiliano, A ^{[1
]}

Hernández-Alonso, N ^{[1
]}

González, FA ^{[1
]}

机构：

[1] Univ Puerto Rico, Dept Chem, Rio Piedras, PR 00931 USA

来源：

JOURNAL OF NATURAL PRODUCTS | 1998年 / 61卷 / 12期

关键词：

D O I：

10.1021/np980274o

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

The total synthesis of the naturally occurring (Z)-2-methoxy-5-hexadecenoic acid and (Z)-2-methoxy-6-hexadecenoic acid was accomplished using as a key step Mukaiyama's trimethylsilyl cyanide addition to 4- and 5-pentadecenal, respectively. These syntheses further confirm the structures of the natural marine fatty acids and corroborate their cis double-bond stereochemistry. The title compounds were antimicrobial against the Gram-positive bacteria Staphylococcus aureus (MIC 0.35 mu mol/mL) and Streptococcus faecalis (MIC 0.35 mu mol/mL).

引用

页码：1543 / 1546

页数：4

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