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Citation: ZHANG Tongtong, LU Junrui, FENG Zhongnian, LIU Jinbiao, MU Jiangbei, HOU Juezhuo, BAO Xiurong, XIN Chunwei, WANG Meijun. Synthesis and Antimicrobial Activities of Novel 1,2,4-Triazole Glucoside Derivatives[J]. Chinese Journal of Applied Chemistry, ;2014, 31(9): 1050-1057. doi: 10.3724/SP.J.1095.2014.30583 shu

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

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

Corresponding author: LU Junrui,
Received Date: 20 November 2013
Available Online: 24 February 2014
Fund Project: 国家自然科学基金资助项目(21176194,20976135) (21176194,20976135)

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 shows 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.
- thiadiazole,
- triazole,
- synthesis,
- glucoside,
- antibacterial activity
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