Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (12): 3197-3203.DOI: 10.6023/cjoc201807004 Previous Articles     Next Articles



张晓鸣, 雷鹏, 李欣潞, 杨新玲, 张学博, 孙腾达, 凌云   

  1. 中国农业大学理学院 应用化学系 北京 100193
  • 收稿日期:2018-07-02 修回日期:2018-07-24 发布日期:2018-09-05
  • 通讯作者: 凌云
  • 基金资助:


Synthesis and Anti-fungual Activity of Novel Aspernigerin Derivatives Containing Thiocarbonyl Moiety

Zhang Xiaoming, Lei Peng, Li Xinlu, Yang Xinling, Zhang Xuebo, Sun Tengda, Ling Yun   

  1. Department of Applied Chemistry, College of Science, China Agricultural University, Beijing 100193
  • Received:2018-07-02 Revised:2018-07-24 Published:2018-09-05
  • Contact: 10.6023/cjoc201807004
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21472236).

Based on the structure of natural product aspernigerin, a series of novel tetrahydroquinoline compounds containing thiocarbonyl moiety were designed and synthesized. The structures of the title compounds were confirmed by 1H NMR, 13C NMR and HRMS, and the crystal structure of (E)-3-(4-fluorophenyl)-1-(4-(1,2,3,4-tetrahydroquinoline-1-carbonothioyl) piperazin-1-yl)prop-2-en-1-one (5J) was determined by X-ray single crystal diffraction. The bioassay results indicated that (E)-1-(4-(1,2,3,4-tetrahydroquinoline-1-carbonothioyl)piperazin-1-yl)-3-(o-tolyl)prop-2-en-1-one (5b) exhibited good anti-fungual activity against Valsa mali (EC50=3.04 μg/mL), which was better than the commercial fungicide fluoramide (EC50=9.16 μg/mL).

Key words: natural product, aspernigerin, tetrahydroquinoline, synthesis, anti-fungal activity