新型1,2,4-三唑糖苷衍生物的合成及体外抗菌活性测试

doi:10.3724/SP.J.1095.2014.30583

摘要/Abstract

摘要： 以取代1,2,3-噻二唑为原料，合成了一系列未见文献报道的含有1,2,3-噻二唑、1,2,4-三唑的双杂环类硫苷化合物(6a~6d)。目标化合物的结构经过1H NMR、13C NMR和IR等技术手段表征确认，重点对比了含西弗碱化合物5与还原后化合物6的抗菌活性变化。体外抑菌测试结果显示，所有化合物对大肠杆菌、金黄色葡萄球菌和白色念珠菌均表现出较好的抑制活性，含有西弗碱化合物5的抗菌活性普遍优于还原后化合物6，其中化合物5d表现出很强的抗菌活性，其最小抑菌浓度优于市售抗菌药氟康唑；所有目标化合物对白色念珠菌的最小抑菌浓度均小于或等于32 mg/L。

关键词: 噻二唑, 三唑, 糖苷, 合成, 抗菌活性

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

中图分类号:

O626.2

张彤彤, 卢俊瑞, 冯钟念, 刘金彪, 穆江蓓, 侯珏卓, 鲍秀荣, 辛春伟, 王美君. 新型1,2,4-三唑糖苷衍生物的合成及体外抗菌活性测试[J]. 应用化学, DOI: 10.3724/SP.J.1095.2014.30583.

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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