Synthesis and Antimicrobial Activity of C(3)-1,2,4-Triazolyl-1,5-benzothiazepines

doi:10.6023/cjoc201901041

Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (9): 2663-2670.DOI: 10.6023/cjoc201901041 Previous Articles Next Articles

NOTE

C(3)-1,2,4-三氮唑取代的1,5-苯并硫氮杂（艹卓）的合成及抑菌活性

王岩^a, 孔令满^a, 王冉冉^a, 田克情^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:2019-01-25 修回日期:2019-04-01 发布日期:2019-05-06
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）及河北师范大学研究生创新基金（No.CXZZSS201804）资助项目.

Synthesis and Antimicrobial Activity of C(3)-1,2,4-Triazolyl-1,5-benzothiazepines

Wang Yan^a, Kong Lingman^a, Wang Ranran^a, Tian Keqing^b, Zhang Ping^a

a College of Chemistry and Materials Science, Hebei Normal University, Shijiazhuang 050024;
b Environment and Chemical Engineering, Hebei Chemical and Pharmaceutical College, Shijiazhuang 050026

Received:2019-01-25 Revised:2019-04-01 Published:2019-05-06
Contact: 10.6023/cjoc201901041 E-mail:zhangpingp@sina.com
Supported by:
Project supported by the Natural Science Foundation of Hebei Province (No. B2017205100) and the Graduate Student Innovation Fundation of Hebei Normal University (No. CXZZSS201804).

1. Synthesis and Antimicrobial Activity of C(3)-1,2,4-Triazolyl-1,5-benzothiazepines.PDF(2157KB)

Abstract

Three kinds of C(3)-1,2,4-triazolyl-1,5-benzothiazepines, 2,3-dihydro/2,5-dihydro/2,3,4,5-tetrahydro-3-(1,2,4-tria-zolyl)-4-aryl-1,5-benzothiazepines, were designed and synthesized. The synthesis conditions of intermediates and target products were studied, and the structures of two by-products were determined. The antimicrobial activity test of the target products showed that 2,3-dihydro/2,5-dihydro-3-(1,2,4-triazolyl)-4-aryl-1,5-benzothiazepines exhibited high inhibitory effects on C. neoformans and C. albicans. At concentration of 200 μg/disc, the inhibitory effects of four compounds on C. neoformans were stronger than that of fluconazol, and the inhibitory effects of three compounds on C. albicans were stronger than that of fluconazol. The preliminary study on the structure-activity relationship of antifungal revealed that 1,2,4-triazolyl and C=N double bond were the key function groups in the antifungal activity of 2,3-dihydro-3-(1,2,4-triazolyl)-4-aryl-1,5-benzothiazepines.

Key words: 1,5-benzothiazepine, 1,2,4-triazole, antimicrobical activity, structure-activity relationship

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Wang Yan, Kong Lingman, Wang Ranran, Tian Keqing, Zhang Ping. Synthesis and Antimicrobial Activity of C(3)-1,2,4-Triazolyl-1,5-benzothiazepines[J]. Chin. J. Org. Chem., 2019, 39(9): 2663-2670.

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C(3)-1,2,4-三氮唑取代的1,5-苯并硫氮杂（艹卓）的合成及抑菌活性

Synthesis and Antimicrobial Activity of C(3)-1,2,4-Triazolyl-1,5-benzothiazepines

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