作为潜在抗菌剂的 3-(4,5-二苯基-4H-1,2,4-三唑-3-基)吡啶衍生物的合成、体外和硅学评估

IF 1.1 4区 化学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY Russian Journal of Bioorganic Chemistry Pub Date : 2024-10-09 DOI:10.1134/S1068162024050169
R. Dinkar, M. Yadav, A. Jain, N. Kumar, S. N. Mali, S. Kumar, B. Mathew, S. Sharma
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引用次数: 0

摘要

研究目的本研究旨在合成、纯化、表征和评估一些取代的三唑类化合物的抗菌、抗真菌和抗结核活性。合成了 3-(4,5-二苯基-4H-1,2,4-三唑-3-基)吡啶的几个变体(A1-A9)。方法:与参考药物 Griseofulvin(200 µg/mL)进行对比观察。令人鼓舞的抗菌研究结果促使我们采用 LJ 琼脂 (MIC) 法对合成的化合物进行初步筛选,以对抗 H37Rv 型结核杆菌。结果与讨论:以诺氟沙星(200 µg/mL)为标准,测试了所有制备的类似物对致病菌金黄色葡萄球菌和大肠杆菌(革兰氏阴性)的抗菌效果。结论与其他衍生物相比,化合物 (A2) 和 (A4) 衍生物对革兰氏阴性和革兰氏阳性细菌菌株都具有更好的抗菌活性。化合物(A1)、(A3)和(A5)也保持了良好的抗菌活性。由于含有羟基和苯基等电子供体基团,所有支架都具有良好的抗菌活性。同样,(A1)、(A3)和(A7)对黑曲霉和白色念珠菌也具有显著和较好的抗霉菌活性。根据之前对抗结核活性的评估,得出了以下结论:与标准药物链霉素相比,衍生物(A1)、(A3)和(A6)表现出更好的抗结核活性。衍生物(A4)与结核分枝杆菌的烯酰酰基载体蛋白还原酶 InhA(PDB ID:2X22)有相当大的结合力,100 ns 的稳定分子动力学结果表明了这一点。
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Synthesis, In Vitro and In Silico Evaluation of 3-(4, 5-Diphenyl-4H-1,2,4-triazol-3-yl)pyridine Derivatives As Potential Antimicrobial Agents

Objective: The objective of the present work was to synthesized, purify, characterize and evaluate the antibacterial, antifungal, and antitubercular activity of some substituted triazoles. Several variants of 3-(4,5diphenyl-4H-1,2,4-triazol-3-yl)pyridine (A1–A9) were synthesized. Methods: Observations were made in differentiation with the reference drug, Griseofulvin (200 µg/mL). The encouraging results from the antibacterial studies impelled us to go for preliminary screening of synthesized compounds against M. tuberculosis H37Rv were performed by LJ agar (MIC) method. Results and Discussion: All of the prepared analogues were tested for their antibacterial efficacy against the pathogenic germs S. aureus and E. coli (Gram-negative) using Norfloxacin (200 µg/mL) as standard. Conclusions: Compounds (A2) and (A4) derivatives showed better antibacterial activity as compared to other derivatives towards both Gram-negative and Gram-positive bacterial strain. Compounds (A1), (A3), and (A5) were also retained good antibacterial activity. All scaffolds have promising antibacterial activity because of electron donor groups such as hydroxy and phenyl. Similarly (A1), (A3), and (A7) have shown significant and better antimycotic activity against Aspergillus niger and Candida albicans. On the basis of preceding evaluation of the antitubercular activity revealed, following observations were made in comparison to the standard drug streptomycin, the derivatives (A1), (A3), and (A6) have shown promising and better result as compared to the other derivatives. Derivative (A4) represented considerable binding with InhA, the enoyl acyl carrier protein reductase (PDB ID: 2X22) from Mycobacterium tuberculosis as denoted by stable molecular dynamics of 100 ns.

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来源期刊
Russian Journal of Bioorganic Chemistry
Russian Journal of Bioorganic Chemistry 生物-生化与分子生物学
CiteScore
1.80
自引率
10.00%
发文量
118
审稿时长
3 months
期刊介绍: Russian Journal of Bioorganic Chemistry publishes reviews and original experimental and theoretical studies on the structure, function, structure–activity relationships, and synthesis of biopolymers, such as proteins, nucleic acids, polysaccharides, mixed biopolymers, and their complexes, and low-molecular-weight biologically active compounds (peptides, sugars, lipids, antibiotics, etc.). The journal also covers selected aspects of neuro- and immunochemistry, biotechnology, and ecology.
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