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有机化学
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有机化学 ›› 2011, Vol. 31 ›› Issue (12): 2061-2066. 上一篇    下一篇

研究论文

含硝基胍E-β-法尼烯类似物的合成及生物活性研究

孙亮1，凌云1，王灿1，孙玉凤1，芮昌辉2，杨新玲*,1   

  1. (1中国农业大学理学院应用化学系 北京 100193)
    (2中国农业科学院植物保护研究所 北京 100193)
  • 收稿日期:2011-04-14 修回日期:2011-07-05 发布日期:2011-07-20
  • 通讯作者: 杨新玲 E-mail:yangxl@cau.edu.cn

Synthesis and Biological Activities of E-β-Farnesene Analogues Containing Substituent Nitroguanidine

Sun Liang1 Ling Yun1 Wang Can1 Sun Yufeng1 Rui Changhui2 Yang Xinling*,1   

  1. (1 Department of Applied Chemistry, College of Science, China Agricultural Uni-versity, Beijing 100193)
    (2 Institute of Plant Protection, Chinese Academy of Agri-cultural Sciences, Beijing 100193)
  • Received:2011-04-14 Revised:2011-07-05 Published:2011-07-20

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以蚜虫报警信息素的主要成分E-β-法尼烯(E-β-farnesene, 简称EBF)为先导, 分别用不同取代硝基胍替代EBF中的共轭双键, 设计合成了10个未见文献报道的EBF类似物, 其结构均经1H NMR, IR和HRMS分析确证, 并对化合物的生物活性进行了测试, 分析比较了不同取代硝基胍的生物活性差异. 生物活性试验结果表明, 目标化合物对桃蚜(Myzus persicae)均具有一定的生物活性, 其中化合物9a～9e的活性优于E-β-法尼烯.

关键词: 硝基胍, E-β-法尼烯, 类似物, 合成, 杀蚜活性

Chosing the E-β-farnesene (the main component of aphid alarm pheromones) as the lead compound, ten new compounds were designed and synthesized in which the conjugate double bond was replaced by different substituent nitroguanidine. Their structures were confirmed by 1H NMR, IR spectra and HRMS analysis. The results of biological tests indicated that compounds showed insecticidal activity against Myzus persicae, especially the compounds 9a～9e showed higher insecticidal activity than that of E-β-farnesene.

Key words: nitroguanidine, E-β-farnesene, analogues, synthesis, aphicidal activity