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4-氨基-5-烷基-1,2,4-三唑-3-硫酮衍生物的一些新型S-β-D-葡萄糖苷的合成与生物学评价

Synthesis and Biological Evaluation of Some Novel S-β-D-Glucosides of 4-Amino-5-alkyl-1,2,4-triazole-3-thiones Derivatives.

作者信息

Aghkand Anila Rahimi, Akbaridilmaghani Karim, Ghezelbash Zahra Dono, Asgharib Behvar

出版信息

Acta Chim Slov. 2019 Jun;66(2):344-350.

Abstract

A novel series of 3-S-β-D-glucosides-4-arylideneamino-5-alkyl-1,2,4-triazoles were designed and synthesized by reaction of 4-amino-5-alkyl-4H-1,2,4triazole-3-thiol Schiff bases and 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide. The structures of the target compounds have been characterized by 1H NMR, 13C NMR, FT-IR, and Microanalyses. All the newly synthesized compounds have been screened for their in vitro antibacterial and antifungal activities against two Gram-positive bacteria [Bacillus cereus (PTCC 1015) and Staphylococcus aureus (ATCC 25923)], two Gram-negative bacteria [Pseudomonas aeruginosa (ATCC 27853) and Escherichia coli (PTCC 1399) and two fungi [Aspergillus niger (PTCC 5012) and Candida albicans (PTCC 5027)].

摘要

通过4-氨基-5-烷基-4H-1,2,4-三唑-3-硫醇席夫碱与2,3,4,6-四-O-乙酰基-α-D-吡喃葡萄糖基溴反应,设计并合成了一系列新型的3-S-β-D-葡萄糖苷-4-亚芳基氨基-5-烷基-1,2,4-三唑。目标化合物的结构已通过1H NMR、13C NMR、FT-IR和微量分析进行了表征。所有新合成的化合物均已针对两种革兰氏阳性菌[蜡样芽孢杆菌(PTCC 1015)和金黄色葡萄球菌(ATCC 25923)]、两种革兰氏阴性菌[铜绿假单胞菌(ATCC 27853)和大肠杆菌(PTCC 1399)]以及两种真菌[黑曲霉(PTCC 5012)和白色念珠菌(PTCC 5027)]进行了体外抗菌和抗真菌活性筛选。

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