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

被引:6
作者
Mori, K [1 ]
机构
[1] Fuji Flavor Co Ltd, Incest Pheromone & Traps Div, Hamura City, Tokyo 2058503, Japan
关键词
Cochliomyia hominivorax; methyl-branched ketone; methyl-branched secondary acetate; pheromone; screwworm fly;
D O I
10.1271/bbb.67.2224
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 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.
引用
收藏
页码:2224 / 2231
页数:8
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