Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (6): 2361-2373.DOI: 10.6023/cjoc202012044 Previous Articles     Next Articles



孙雨佳a, 王紫薇a, 王岩a, 许同绣a, 田克情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 河北化工医药职业技术学院 化学与环境工程系 石家庄 050026
  • 收稿日期:2020-12-27 修回日期:2021-02-09 发布日期:2021-03-12
  • 通讯作者: 张萍
  • 基金资助:
    河北省自然科学基金(B2017205100); 河北师范大学研究生创新基金(CXZZSS2021052)

Synthesis and Antimicrobial Activity of 1,5-Benzothiazepines Incorporated with Triazole Moiety

Yujia Suna, Ziwei Wanga, Yan Wanga, Tongxiu Xua, Keqing Tianb, Ping Zhanga()   

  1. a College of Chemistry and Materials Science, Hebei Normal University, Shijiazhuang 050024
    b Department of Environment and Chemical Engineering, Hebei Chemical and Pharmaceutical College, Shijiazhuang 050026
  • Received:2020-12-27 Revised:2021-02-09 Published:2021-03-12
  • Contact: Ping Zhang
  • Supported by:
    Natural Science Foundation of Hebei Province(B2017205100); Graduate Student Innovation Fundation of Hebei Normal University(CXZZSS2021052)

Four kinds of 1,5-benzothiazepines incorporated with triazole moiety: 2,3/2,5-dihydro-3-[(1H-1,2,4-triazol-1-yl) methyl]-4-aryl-1,5-benzothiazepines (9a~9f,10a~10f) and 2,3/2,5-dihydro-3-[(2H-1,2,3-triazol-2-yl)methyl]-4-aryl-1,5- benzothiazepines (17a~17f, 18a~18f) were designed and synthesized. It was found that the isomerization of triazole occurred during the conversion of 15a~15f to the target compounds. Two new compounds 19a and 20a were isolated and their possible formation mechanism was proposed. The antimicrobial activity test of the target products showed that compounds 9a~9d and 10a~10d had moderate to high inhibitory effect on fungi, and compounds 9b, 9c, and 10b showed higher inhibition on C. neoformans than that of fluconazole, which can be used for further investigation for the development of antifungal drugs.

Key words: triazole, 1, 5-benzothiazepine, antimicrobial activity