含吡唑甲酰胺基E-β-法尼烯类似物的设计、合成及生物活性有机化学.pdfVIP

2011 年第 31 卷 有 机 化 学 Vol. 31, 2011 第 9 期, 1425～1432 Chinese Journal of Organic Chemistry No. 9, 1425～1432 ·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* ( 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) 摘要 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 5a 及 5k 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 Design, Synthesis and Biological Activity of E-β-Farnesene Analogues Containing Pyrazole-carboxamide Sun, Yufeng Li, Yongqiang Ling, Yun Yu, Honglian Yang, Shaoxiang Yang, Xinling* (Key Laboratory of Pesticide Chemistry and Application, Ministry of Agriculture, Department of Applied Chemistry, College of Science, China Agricultural University, Beijing 100193) Abstract In order to discover novel compounds used to control aphids, twenty E-β -farnesene (EBF) ana- logues containing pyrazole-carboxamide were designed and synthesized with the aphid alarm pheromone 1 EBF as the lead. Their structures were confirmed by H 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 showe