Citation: 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]. Chinese Journal of Organic Chemistry, ;2019, 39(9): 2663-2670. doi: 10.6023/cjoc201901041 shu

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

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

Corresponding author: Zhang Ping, zhangpingp@sina.com
Received Date: 25 January 2019
Revised Date: 1 April 2019
Available Online: 6 September 2019
Fund Project: the Graduate Student Innovation Fundation of Hebei Normal University CXZZSS201804Project supported by the Natural Science Foundation of Hebei Province (No. B2017205100) and the Graduate Student Innovation Fundation of Hebei Normal University (No. CXZZSS201804)the Natural Science Foundation of Hebei Province B2017205100

Figures(2)

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.
- 1, 5-benzothiazepine,
- 1, 2, 4-triazole,
- antimicrobical activity,
- structure-activity relationship
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1.
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