中华医学超声杂志

应用化学 ›› 1989, Vol. 0 ›› Issue (4): 22-25.

• 研究论文 • 上一篇    下一篇

光学活性甲苄菊酯的合成及其结构与活性关系的研究

顾可权, 邹新琢   

  1. 华东师范大学化学系有机合成研究室 上海
  • 收稿日期:1988-10-15 修回日期:1989-01-23 出版日期:1989-08-10 发布日期:1989-08-10

OPTICALLY ACTIVE METHOXYTHRIN:SYNTHESIS AND THE STRUCTURE-ACTIVITY RELATION

Gu Kequan, Zou Xinzhou   

  1. Department of Chemistry, East China Nomal University, Shanghai
  • Received:1988-10-15 Revised:1989-01-23 Published:1989-08-10 Online:1989-08-10

PDF

392

被引次数

4

摘要： 本文改进了Goffinet方法,完成了(±)-trans菊酸的拆分;改进了Campbel方法,只用一种拆分剂(奎宁)完成了对(±)-cis菊酸的拆分。用IR、1H NMR、旋光度测定等方法确定了各甲苄菊酯光学异构体的结构。生物试验表明结构与活性有如下关系:1,各异构体中以1R-酯的杀虫活性为高,尤其(-)-(1R,3R)-trans甲苄菊酯对全部测试昆虫均显示较高的杀虫活性;2,昆虫不同,各异构体的活性次序也略有差异。

关键词: 甲苄菊脂, 光学活性, 结构-活性关系, 杀虫剂

Abstract: The Goffinet's method for resolution of (?)-trans-chrysanthemic acid and the Campbell's method for resolution of (?)-cis-chrysanthemic acid have been improved. The(+)-cis acid and the(-)-cis acid were resolved only by using quinine alone. Four esters were obtained by esterifacation.The results showed: (1)The biological activity of Methoxythrin is in relation of the configuration of chrysanthemic acid and the ester of(-)-(1R,3R)-trans acid showed the highest activity. (2)The biological activity of the compounds varies from insect to insect tested.

Key words: Methoxythrin, Optical activity, Structure-activity relation, Pesticide

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