Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (2): 455-461.DOI: 10.6023/cjoc201408002 Previous Articles     Next Articles



秦耀果a, 曲焱焱b, 张景朋a, 谭晓庆a, 宋丽芳b, 李文浩a, 宋敦伦b, 杨新玲a   

  1. a 中国农业大学理学院应用化学系 北京 100193;
    b 中国农业大学农学与生物技术学院昆虫学系 北京 100193
  • 收稿日期:2014-08-01 修回日期:2014-10-27 发布日期:2014-11-20
  • 通讯作者: 宋敦伦, 杨新玲;
  • 基金资助:

    国家自然科学基金(No. 21132003)、国家重点基础研究发展规划(973计划, No. 2010CB126104)资助项目.

Synthesis and Biological Activity of Different Heterocyclic Substituted (E)-β-Farnesene Analogues

Qin Yaoguoa, Qu Yanyanb, Zhang Jingpenga, Tan Xiaoqinga, Song Lifangb, Li Wenhaoa, Song Dunlunb, Yang Xinlinga   

  1. a Department of Applied Chemistry, College of Science, China Agricultural University, Beijing 100193;
    b Department of Entomology, College of Agriculture and Biotechnology, China Agricultural University, Beijing 100193
  • Received:2014-08-01 Revised:2014-10-27 Published:2014-11-20
  • Supported by:

    Projects supported by the National Natural Science Foundation of China (No. 21132003) and the National Program on Key Basic Research Project (973 Program, No. 2010CB126104).

In order to discover novel aphid control agent, aphid alarm pheromone (E)-β-farnesene (EBF) was chosen as lead compound and a series of substituted EBF analogues were designed by replacing unstable conjugated double bond of EBF with different kinds of heterocyclic rings. All the compounds were synthesized and their structures were confirmed by 1H NMR, 13C NMR, IR spectra and HRMS analysis. Biological test showed that all the compounds displayed insecticidal or repellency activity to Myzuspersicae (Sulzer) or Aphis glycines (Matsumura). Some of them exhibited higher insecticidal activity than EBF. Introducing ester group was favorable to repellent activity.

Key words: EBF analogues, heterocyclic rings, insecticidal activity, repellency activity, structure-activity relationship