有机化学 ›› 2018, Vol. 38 ›› Issue (7): 1763-1771.DOI: 10.6023/cjoc201712027 上一篇    下一篇

研究论文

新型杂环查尔酮衍生物的合成及其杀虫活性研究

严映坤a, 徐侨b, 高扬a, 刘辉a, 唐孝荣a   

  1. a 西华大学理学院 成都 610039;
    b 西华大学食品与生物工程学院 成都 610039
  • 收稿日期:2017-12-19 修回日期:2018-01-31 发布日期:2018-03-16
  • 通讯作者: 唐孝荣 E-mail:1874790546@qq.com

Synthesis and Study on Insecticidal Activity of New Heterocyclic Chalcone Derivatives

Yan Yingkuna, Xu Qiaob, Gao Yanga, Liu Huia, Tang Xiaoronga   

  1. a School of Science, Xinhua University, Chengdu 610039;
    b School of Food and Bioengineering, Xihua University, Chengdu 610039
  • Received:2017-12-19 Revised:2018-01-31 Published:2018-03-16
  • Contact: 10.6023/cjoc201712027 E-mail:1874790546@qq.com

以含杂环的醛和氨基苯乙酮以及酰氯为原料,通过Claisen-Schmidt缩合反应和酰氯的氨解反应合成了21个新的杂环查尔酮衍生物.以蚕豆蚜(Aphis craccivora)和菜青虫(Pieris rapae)为靶标,对合成化合物的杀虫活性进行了实验室生测.结果显示,大部分化合物都对这两种害虫有一定的毒杀活性.其中,化合物2l对蚕豆蚜的半致死浓度(LC50)为1.6 μg/mL,毒杀效果优于吡虫啉(LC50为1.8 μg/mL),1b1f2j2n对蚕豆蚜的毒杀效果也和吡虫啉接近;化合物1f2m对菜青虫的LC50分别为6.6 μg/mL和8.5 μg/mL,毒杀效果比高效氯氰菊酯(LC50为9.2 μg/mL)更好.

关键词: 杂环查尔酮, 杀虫活性, 蚕豆蚜, 菜青虫

Twenty one new heterocyclic chalcone derivatives were synthesized by the Claisen-Schmidt condensation and ammonolysis of acyl chloride using heterocyclic aldehyde and amino substituted acetophenone as well as acyl chloride as raw materials. The laboratorial bioassay of the insecticidal activity of the synthesized compounds was performed using Aphis craccivora and Pieris rapae as targets. The results showed that most of them had significant insecticidal activity against the two pests. Among them, the median lethal concentration (LC50) of compound 2l was 1.6 μg/mL against Aphis craccivora, whose insecticidal efficacy was superior to imidacloprid with LC50 of 1.8 μg/mL. The insecticidal efficacy of 1b, 1f, 2j and 2n was also close to imidacloprid against Aphis craccivora. The LC50 values of compounds 1f and 2m against Aphis craccivora and Pieris rapae were 6.6 μg/mL and 8.5 μg/mL, respectively and their insecticidal activity exceeded β-cypermethrin, whose LC50 was 9.2 μg/mL.

Key words: heterocyclic chalcone, insecticidal activity, Aphis craccivora, Pieris rapae