Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (4): 760-767.DOI: 10.6023/cjoc201601036 Previous Articles     Next Articles



陆青, 沈巧英, 孙璐, 王佳毅, 宋恭华   

  1. 华东理工大学药学院 上海市化学生物学重点实验室 上海 200237
  • 收稿日期:2016-01-17 修回日期:2016-02-29 发布日期:2016-03-11
  • 通讯作者: 宋恭华
  • 基金资助:


Synthesis and Nematicidal Activities of 8-Azabicyclo[3.2.1]-octane-3-isoxazole Oxime Derivatives

Lu Qing, Shen Qiaoying, Sun Lu, Wang Jiayi, Song Gonghua   

  1. Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China. University of Science and Technology, Shanghai 200237
  • Received:2016-01-17 Revised:2016-02-29 Published:2016-03-11
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21572060).

Based on the potential nematicidal activities of tropane derivatives structure, 19 unreported 8-azabicyclo[3.2.1]- octane-3-isoxazole oxime derivatives were designed and synthesized by 1,3-dipolar cycloaddition reaction. Their structures were confirmed by 1H NMR, 13C NMR and HRMS techniques. Preliminary bioassay results showed that targeted compounds exhibited good nematicidal activities against Meloidogyne incognita at concentration of 25 mg/L, and 8-methyl-8-azabicyclo- [3.2.1]octan-3-one-O-((3-(4-nitrophenyl)-4,5-dihydroisoxazol-5-yl)methyl)oxime (9e) showed the best nematicidal activities with 55.6% at concentration of 1 mg/L.

Key words: 8-azabicyclo, nematicide, serotonin, 1,3-dipolar cycloaddition reaction