21-甲基-7-三十一烷酮对映体以及5-乙酰氧基-19-甲基二十九烷立体异构混合物的合成，这两种物质是螺旋锥蝇（Cochliomyia hominivorax）雌性性信息素的候选物。

Synthesis of the enantiomers of 21-methyl-7-hentriacontanone and a stereoisomeric mixture of 5-acetoxy-19-methylnonacosane, candidates for the female sex pheromone of the screwworm fly Cochliomyia hominivorax.

作者信息

Mori Kenji

机构信息

Insect Pheromone and Traps Division, Fuji Flavor Co., Ltd., Midorigaoka, Hamura-City, Tokyo, Japan.

出版信息

Biosci Biotechnol Biochem. 2003 Oct;67(10):2224-31. doi: 10.1271/bbb.67.2224.

DOI:10.1271/bbb.67.2224

PMID:14586112

Abstract

The enantiomers of 21-methyl-7-hentriacontanone (1), which might show weak bioactivity as the female sex pheromone of the screwworm fly (Cochliomyia hominivorax), were synthesized by starting from the enantiomers of citronellal. (+/-)-Citronellol was converted to a racemic and diastereomeric mixture of 5-acetoxy-19-methylnonacosane (2), which was considered to be a candidate for the female sex pheromone of C. hominivorax. Synthetic 2 exhibited no pheromone activity against male C. hominivorax.

摘要

21-甲基-7-三十一烷酮（1）的对映体可能作为螺旋锥蝇（嗜人瘤蝇）的雌性性信息素表现出微弱的生物活性，它是从香茅醛的对映体开始合成的。（±）-香茅醇被转化为5-乙酰氧基-19-甲基二十九烷（2）的外消旋和非对映体混合物，该混合物被认为是嗜人瘤蝇雌性性信息素的候选物。合成的2对雄性嗜人瘤蝇没有信息素活性。