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有机化学
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有机化学 ›› 2010, Vol. 30 ›› Issue (10): 1543-1547. 上一篇    下一篇

研究简报

(E)-1,5-二苯基-2-烯-1-戊酮的合成及生物活性研究

杨绍祥, 杨新玲, 卢园园, 孙玉凤, 孙亮, 凌云   

  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:2010-01-22 修回日期:2010-05-06 发布日期:2010-05-12
  • 通讯作者: 凌云 E-mail:lyun@cau.edu.cn

Synthesis and Biological Activity of (E)-1,5-Diphenyl-2-penten-1-one

YANG Shao-Xiang, YANG Xin-Ling, LU Yuan-Yuan, SUN Yu-Feng, SUN Liang, LING Yun   

  1. (Key Laboratory of Pesticide Chemistry and Application, Ministry of Agriculture, Department of Applied Chemistry, College of Science, China Agricultural University, Beijing 100193)
  • Received:2010-01-22 Revised:2010-05-06 Published:2010-05-12

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(E)-1,5-二苯基-2-戊烯-1-酮(I)是从瑞香狼毒(Stellera chamaejasme L.)中分离得到的天然产物, 能有效防治重要农业害虫蚜虫. 以价廉易得的苯乙酮为起始原料, 经过4步反应合成化合物I, 所得目标产物结构经过1H NMR, IR和元素分析确证. 并探讨了反应温度和溶剂对产物顺反比例的影响. 生物活性测试结果表明, 化合物I对桃蚜(Myzus persicae)具有较强的杀蚜活性, 其LC50为178.96 μg/mL.

关键词: 瑞香狼毒, (E)-1,5-二苯基-2-戊烯-1-酮, 合成, 杀蚜活性

(E)-1,5-Diphenyl-1-penten-1-one (I) is an aphicidal compound originally isolated from Stellera chamaejasme L.. In order to get the compound I largely, a practical method for preparing I from starting material acetophenone in four steps was proposed. The structure was confirmed by 1H NMR, IR spectra and elemental analysis. The effect of temperature and solvent on Z/E ratio was also studied in this paper. The bioassay result indicated that compound I showed insecticidal activity against Myzus persicae (LC50 178.96 μg/mL).

Key words: Stellera chamaejasme L., (E)-1,5-diphenyl-1-penten-1-one, synthesis, aphicidal activity