Title: | "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" |
Address: | "Insect Pheromone and Traps Division, Fuji Flavor Co., Ltd., Midorigaoka, Hamura-City, Tokyo, Japan" |
Journal Title: | Biosci Biotechnol Biochem |
ISSN/ISBN: | 0916-8451 (Print) 0916-8451 (Linking) |
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" |
Keywords: | Acyclic Monoterpenes Animals Diptera/*chemistry Female Hydrocarbons/chemical synthesis/pharmacology Ketones/chemical synthesis/pharmacology Magnetic Resonance Spectroscopy Male Molecular Structure Monoterpenes/chemistry Sex Attractants/*chemical synthesis; |
Notes: | "MedlineMori, Kenji eng England 2003/10/31 Biosci Biotechnol Biochem. 2003 Oct; 67(10):2224-31. doi: 10.1271/bbb.67.2224" |