新的希夫碱棒状苯并噻唑衍生物:设计、合成、生物学评价、分子对接和药物动力学研究作为抗菌和抗真菌药物

IF 0.6 4区 化学 Q4 CHEMISTRY, APPLIED
Rahul Tailor, Jigisha Modi, Savan Patel, Rucha Wani, Merwyn Dcosta, Arvind Singh
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引用次数: 0

摘要

以6,6′-亚甲基双(2-氨基-4-甲基-7-硝基苯[d]噻唑-6,2-二基)为原料,合成了一系列N,N′-(亚甲基双(4-甲基-7-硝基苯噻唑-6,2-二基))-(1-芳基甲基-动物胺)衍生物3a - 30。通过FTIR、1H NMR、13C NMR、质谱、元素分析等对合成的化合物进行了表征。采用圆盘扩散法研究了这些化合物对革兰氏阳性菌和革兰氏阴性菌的抑菌活性。以标准药物氨苄西林和氯霉素为对照,测定最小抑菌浓度。以制霉菌素和灰黄菌素为对照品,采用串联平板稀释法检测其对白色念珠菌、棒状曲霉和黑曲霉的抑菌活性。所有15种衍生物都与两种蛋白质对接,即碳酸酐酶2 (PDB ID: 7SEV)和羊毛甾醇14 α去甲基化酶(PDB ID: 5V5Z)。化合物3m对碳酸酐酶2 (PDB ID: 7SEV)的结合得分最高(-9.785 kcal/mol),化合物30对真菌羊毛甾醇14 α去甲基化酶的结合得分最高(-12.538 kcal/mol)。报道了强效衍生物的理化性质。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

New Schiff Base Clubbed Benzothiazole Derivatives: Design, Synthesis, Biological Evaluation, Molecular Docking and Pharmacokinetic Studies as Antibacterial and Antifungal Agents

New Schiff Base Clubbed Benzothiazole Derivatives: Design, Synthesis, Biological Evaluation, Molecular Docking and Pharmacokinetic Studies as Antibacterial and Antifungal Agents

A series of N,N'-(methylenebis(4-methyl-7-nitrobenzo[d]thiazole-6,2-diyl))bis(1-arylmeth- animine) derivatives 3a–3o were synthesized by the reaction of 6,6'-methylene bis(2-amino-4-methyl-7-nitrobenzo[d]thiazole) with different aromatic aldehyde. All the synthesized compounds were characterized by spectroscopic analysis such as FTIR, 1H NMR, 13C NMR, mass spectra and elemental analysis. The antibacterial activity of these compounds was first studied in vitro by the disk diffusion assay against gram positive and gram negative bacteria. The minimum inhibition concentration (MIC) was then determined with the references of standard drug Ampicillin and Chloramphenicol. The antifungal activity was examined against Candida albicans, Aspergillus clavatus, and Aspergillus niger by the serial plate dilution method using Nystatin and Griseofulv in as standard. All fifteen derivatives were docked against the two proteins, namely carbonic anhydrase 2 (PDB ID: 7SEV) and lanosterol 14 alpha demethylase ((PDB ID: 5V5Z).The compound 3m has shown the best binding score against carbonic anhydrase 2 (PDB ID: 7SEV) (–9.785 kcal/mol) and compound 3o has shown the best score for fungal lanosterol 14 alpha demethylase (–12.538 kcal/mol). The physicochemical properties of potent derivatives were also reported.

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来源期刊
CiteScore
1.60
自引率
11.10%
发文量
63
审稿时长
2-4 weeks
期刊介绍: Russian Journal of Applied Chemistry (Zhurnal prikladnoi khimii) was founded in 1928. It covers all application problems of modern chemistry, including the structure of inorganic and organic compounds, kinetics and mechanisms of chemical reactions, problems of chemical processes and apparatus, borderline problems of chemistry, and applied research.
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