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一些新型 1,3,5-三嗪-Schiff 碱缀合物的合成、表征及体外生物评价作为潜在的抗分枝杆菌药物。

Synthesis, characterization and in vitro biological evaluation of some novel 1,3,5-triazine-Schiff base conjugates as potential antimycobacterial agents.

机构信息

Pharmaceutical Chemistry Division, AU College of Pharmaceutical Sciences, Andhra University, Visakhapatnam 530003, Andhra Pradesh, India.

出版信息

Bioorg Med Chem Lett. 2013 Nov 1;23(21):5968-70. doi: 10.1016/j.bmcl.2013.08.063. Epub 2013 Aug 22.

Abstract

A series of some novel 1,3,5-triazine-Schiff base conjugates (1-32) have been synthesized and evaluated for their in vitro antimycobacterial activity against Mycobacterium tuberculosis H37Rv using Alamar Blue assay and the activity expressed as the minimum inhibitory concentration (MIC) in μg/mL. Compounds 4 (4-Methoxy-6-methyl-N-(3,4,5-trimethoxybenzylidene)-1,3,5-triazin-2-amine), 11 (4-Methoxy-6-methyl-N-(2-hydroxy-3-bromo-5-chloro-benzylidene)-1,3,5-triazin-2-amine) and 24 (4-Methoxy-6-methyl-N-(1-(2,5-dihydroxyphenyl)ethylidene)-1,3,5-triazin-2-amine) exhibited a significant activity at 3.125, 6.25 and 6.25μg/mL, respectively, when compared with the antitubercular drugs such as ethambutol (3.125μg/mL), pyrazinamide (6.25μg/mL) and streptomycin (6.25μg/mL) and it could be a potential starting point to develop new lead compounds in the fight against Mycobacterium tuberculosis H37Rv.

摘要

一系列新型的 1,3,5-三嗪-Schiff 碱缀合物(1-32)已被合成,并通过 Alamar Blue 测定法评估它们对结核分枝杆菌 H37Rv 的体外抗分枝杆菌活性,活性表示为以 μg/mL 为单位的最小抑菌浓度(MIC)。化合物 4(4-甲氧基-6-甲基-N-(3,4,5-三甲氧基苄叉基)-1,3,5-三嗪-2-胺)、11(4-甲氧基-6-甲基-N-(2-羟基-3-溴-5-氯苄叉基)-1,3,5-三嗪-2-胺)和 24(4-甲氧基-6-甲基-N-(1-(2,5-二羟基苯基)亚乙基)-1,3,5-三嗪-2-胺)在 3.125、6.25 和 6.25μg/mL 时表现出显著的活性,与抗结核药物如乙胺丁醇(3.125μg/mL)、吡嗪酰胺(6.25μg/mL)和链霉素(6.25μg/mL)相比,这可能是开发针对结核分枝杆菌 H37Rv 的新型先导化合物的起点。

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