Synthesis and Antimicrobial Activities of Novel 1,2,4-Triazole Glucoside Derivatives

doi:10.3724/SP.J.1095.2014.30583

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Synthesis and Antimicrobial Activities of Novel 1,2,4-Triazole Glucoside Derivatives

ZHANG Tongtong¹, LU Junrui^1*, FENG Zhongnian¹, LIU Jinbiao¹, MU Jiangbei¹, HOU Juezhuo², BAO Xiurong¹, XIN Chunwei¹, WANG Meijun¹

(1.School of Chemistry and Chemical Engineering,Tianjin University of Technology,Tianjin 300384,China；
2.TIPR Pharmaceutical Responsible Co. Ltd.,Tianjin 300193,China)

Received:2013-11-20 Revised:2014-02-21 Published:2014-09-03 Online:2014-09-03
Contact: junrui

Abstract

Abstract: A series of novel S-β-D-acetylglucosides of double heterocyclic 1,2,3-thiadiazole and 1,2,4-triazole compounds(6a~6d) was synthesized from substituted 1,2,3-thiadiazoles. The structures of target compounds were confirmed by 1H NMR, 13C NMR and IR spectroscopy. The antimicrobial activities of S-glucoside Schiff base and its corresponding reduced structure were compared emphatically. The data of in vitro antimicrobial activities show that most of the tested compounds display good antimicrobial activities against Staphylococcus aureus(S.a.)(ATCC 6538), Escherichia coli(E.c.)(ATCC 8099) as well as Monilia albican(M.a.)(ATCC 10231). The antimicrobial activities of S-glucoside Schiff base are better than that of the corresponding reduced structures. Especially, compound 5d show stronger antibacterial activities than others, and the minimum value of MIC to 5d is better than that of fluconazole. The minimum values of MIC to all target compounds against S.a. are less than or equal to 32 mg/L.

Key words: thiadiazole, triazole, synthesis, glucoside, antibacterial activity

CLC Number:

O626.2

ZHANG Tongtong1, LU Junrui1*, FENG Zhongnian1, LIU Jinbiao1, MU Jiangbei1, HOU Juezhuo2, BAO Xiurong1, XIN Chunwei1, WANG Meijun1. Synthesis and Antimicrobial Activities of Novel 1,2,4-Triazole Glucoside Derivatives[J]. Chinese Journal of Applied Chemistry, DOI: 10.3724/SP.J.1095.2014.30583.

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Synthesis and Antimicrobial Activities of Novel 1,2,4-Triazole Glucoside Derivatives

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