Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (2): 398-407.DOI: 10.6023/cjoc201907056 Previous Articles     Next Articles


王冉冉a, 王岩a, 边彦青b, 张萍a   

  1. a 河北师范大学化学与材料科学学院 石家庄 050024;
    b 河北师范大学生命科学学院 石家庄 050024
  • 收稿日期:2019-07-31 修回日期:2019-10-05 发布日期:2019-10-25
  • 通讯作者: 张萍
  • 基金资助:

Synthesis and Antifungal Activity of 1,5-Benzothiazepines Containing 1,2,3-Triazole

Wang Ranrana, Wang Yana, Bian Yanqingb, Zhang Pinga   

  1. a College of Chemistry and Materials Science, Hebei Normal University, Shijiazhuang 050024;
    b College of Life Science, Hebei Normal University, Shijiazhuang 050024
  • Received:2019-07-31 Revised:2019-10-05 Published:2019-10-25
  • Supported by:
    Project supported by the Natural Science Foundation of Hebei Province (No. B2017205100).

Three kinds of 1,5-benzothiazepines containing 1,2,3-triazole, 3-(1H-1,2,3-triazolyl)-4-aryl-2,5-dihydro-1,5-benzo-thiazepines (5a~5f), 3-(2H-1,2,3-triazolyl)-4-aryl-2,3-dihydro-1,5-benzothiazepines (6a~6f) and 3-(1H-1,2,3-triazolyl)-4-aryl-2,3,4,5-tetrahydro-1,5-benzothiazepines (7a~7f), were designed and synthesized. The synthesis conditions of intermediates and target products were studied. Two by-products were separated and their structures were determined. The antifungal activity test of the target products showed that compounds 5a~5f exhibited high inhibitory effects against fungi especially for Cryptococcus neoformans. The preliminary study on the structure-activity relationship of antifungal activity reveled that 1H-1,2,3-triazolyl and C=C double bond were the key function groups in the antifungal activity of 5a~5f.

Key words: 1,5-benzothiazepine, 1,2,3-triazole, antifungal activity, structure-activity relationship