Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (5): 1214-1222.DOI: 10.6023/cjoc201712019 Previous Articles     Next Articles



孙国绍, 张晶晶, 金淑惠, 张建军   

  1. 中国农业大学理学院 北京 100193
  • 收稿日期:2017-12-12 修回日期:2018-01-05 发布日期:2018-01-10
  • 通讯作者: 金淑惠,;张建军,;
  • 基金资助:


Synthesis and Insecticidal Activity of 4"-Avermectin Triazole Derivatives Containing Amide Unit

Sun Guoshao, Zhang Jingjing, Jin Shuhui, Zhang Jianjun   

  1. College of Science, China Agricultural University, Beijing 100193
  • Received:2017-12-12 Revised:2018-01-05 Published:2018-01-10
  • Contact: 10.6023/cjoc201712019;
  • Supported by:

    Project supported by the National Natural Science Fondation of China (No. 21772230).

Based on avermectin structure framework, a series of novel 4"-avermectin triazole derivatives containing amide unit were synthesized via the method of click reaction and amidation. The structures of target compounds were fully characterized by 1H NMR, 13C NMR and HRMS. The preliminary bioassay showed that the target compounds possessed certain insceticidal activities against Tetranychus cinnabarinus, Myzus persicae and Caenorhabditis elegans. At the concentration of 0.1 μg/mL, the lethal rates of 4"-(1-(4-(2-(4-chlorphenyl)-3-methylbutylamido)-1H-1, 2, 3-triazolyl)acetamido)avermectin B1a (11b) and 4"-(1-(4-chlorobenzoamido)-1H-1, 2, 3-triazolyl)acetamido)avermectin B1a (11e) against Tetranychus cinnabarinus were 83.5% and 81.2%, respectively, and the lethal rates of 4"-(1-(2-amido-3-methylphenylethylamido)-1H-1, 2, 3- triazolyl)acetamido)avermectin B1a (11i) against Myzus persicae (c=50 μg/mL) and Caenorhabditis elegans (c=1 μg/mL) were 86.4% and 74.6%, which were better than that of avermetcin B1a.

Key words: amide, 1, 2, 3-triazole, avermectin B1a, insecticidal activity