有机化学 ›› 2011, Vol. 31 ›› Issue (09): 1425-1432. 上一篇    下一篇

研究论文

含吡唑甲酰胺基E-β-法尼烯类似物的设计、合成及生物活性

孙玉凤,李永强,凌云,宇红莲,杨绍祥,杨新玲*   

  1. (中国农业大学理学院应用化学系 农业部农药化学与应用重点开放实验室 北京 100193)
  • 收稿日期:2011-01-10 修回日期:2011-02-26 出版日期:2011-09-25 发布日期:2011-04-14

Design, Synthesis and Biological Activity of E-β-Farnesene Analogues Containing Pyra-zole-carboxamide

SUN Yu-Feng, LI Yong-Qiang, LING Yun, YU Hong-Lian, YANG Shao-Xiang, YANG Xin-Ling   

  1. (Key Laboratory of Pesticide Chemistry and Application, Ministry of Agriculture, Department of Applied Chemistry, College of Science, China Agricultural University, Beijing 100193)
  • Received:2011-01-10 Revised:2011-02-26 Online:2011-09-25 Published:2011-04-14

为发现防治蚜虫的新型活性化合物, 以蚜虫报警信息素E-β-法尼烯(EBF)为先导, 设计合成了20个未见文献报道的含吡唑环甲酰胺基EBF类似物, 所有化合物结构均通过1H NMR, IR及HRMS确证. 初步生物活性研究表明, 部分目标化合物对五日龄豆蚜(Aphis craccivora Koch)在600 mg/L时表现出较好的杀虫活性, 其中5a5k对豆蚜活性与商品化药剂氟虫腈及先导化合物EBF相当, 甚至优于EBF. 对影响目标化合物的活性因素进行了初步探讨.

关键词: 吡唑, EBF类似物, 合成, 生物活性

In order to discover novel compounds used to control aphids, twenty E-β-farnesene (EBF) analogues containing pyrazole-carboxamide were designed and synthesized with the aphid alarm pheromone EBF as the lead. Their structures were confirmed by 1H NMR, IR and HRMS techniques. The preliminary bioassay showed that some title compounds exhibit insecticidal activity against fifth-instar Aphis craccivora Koch nymphs at 600 mg/L, especially 5a and 5k showed comparable aphicidal activity with commercial fipronil and lead (EBF), or even better than EBF. The factors influencing the activity of the compounds were discussed.

Key words: pyrazole, EBF analogues, synthesis, biological activity