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

doi:10.6023/cjoc201907056

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

含1,2,3-三氮唑结构的1,5-苯并硫氮杂（艹卓）的合成及其抑真菌活性

王冉冉^a, 王岩^a, 边彦青^b, 张萍^a

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 E-mail:zhangpingp@sina.com
基金资助:
河北省自然科学基金（No.B2017205100）资助项目.

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

Wang Ranran^a, Wang Yan^a, Bian Yanqing^b, Zhang Ping^a

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).

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Abstract

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

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Wang Ranran, Wang Yan, Bian Yanqing, Zhang Ping. Synthesis and Antifungal Activity of 1,5-Benzothiazepines Containing 1,2,3-Triazole[J]. Chinese Journal of Organic Chemistry, 2020, 40(2): 398-407.

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含1,2,3-三氮唑结构的1,5-苯并硫氮杂（艹卓）的合成及其抑真菌活性

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

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