化学学报 ›› 1987, Vol. 45 ›› Issue (11): 1124-1128. 上一篇    下一篇

研究论文

昆虫信息素研究III: 拟蚜虫警戒素的研究

李正名;王天生;么恩云;陈学仁;朱兰蕙;王素华   

  1. 南开大学元素有机化学研究所
  • 发布日期:1987-11-15

Research on insect pheromones III: Studies on aphid alarm pheromone mimics

LI ZHENGMING;WANG TIANSHENG;ME ENYUN;CHEN XUEREN;ZHU LANHUI;WANG SUHUA   

  • Published:1987-11-15

合成了一系列碳数为十五和十四的倍半萜类蚜虫警戒素,并进行了生物活性测定,从中筛选有效化合物.

关键词: 生物活性, 倍半萜, 十一碳化合物, 昆虫激素, 十二碳化合物, 多烯烃 P, 信息素, 蚜科, 警戒素

Ten aphid alarm pheromone mimics I (R = H, Me, Et, Pr, CH:CH2, Ph, CO2Et2 cyano, CH2OAc) were prepared from citral through the following series of reactions, namely reduction of citral with NaBH4 to give geranial which was converted to geranyl chloride by treatment with PCl3. Reaction of geranyl chloride with Et acetoacetate in the presence of base gave geranylacetone which was converted to compounds I through the Wittig reaction. I (R = H, Me, CO2Et) showed alarm activity to Aphis Laburin Karlebach, other compounds were inactive. Two isomers of I (R = H) (II) were synthesized stereoselectively. The more active mixture of (Z)-II and (E)-II (1:1) was obtained from the less active (Z)-II by isomerization.

Key words: BIOLOGICAL ACTIVITY, SESQUITERPENE, C11 COMPOUNDS, INSECT HORMONE, C12 COMPOUNDS, POLYENE P, PHEROMONE, APHIDIDAE, ALARM PHEROMONE

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