Deep Eutectic Solvent (DES)‐Mediated Green Approach for Synthesis of Benzothiazole Tethered Pyrazoles: Antimicrobial Properties and Molecular Docking Insights

抗菌剂 苯并噻唑 蜡样芽孢杆菌 对接(动物) 化学 吡唑 组合化学 白色念珠菌 蜡样体 金黄色葡萄球菌 抗菌活性 立体化学 细菌 微生物学 生物化学 有机化学 生物 抗真菌 医学 护理部 遗传学
作者
Essam M. Hussein,Ziad Moussa,Rami J. Obaid,Ahmad Abd‐El‐Aziz,Hatem M. Altass,Khaled Elbanna,Hussein H. Abulreesh,Meshal Almalki,Amrita Banerjee,Arpita Chattopadhyay,Samir Kumar Pal,Saleh A. Ahmed
出处
期刊:ChemistrySelect [Wiley]
卷期号:9 (32)
标识
DOI:10.1002/slct.202401009
摘要

Abstract The escalating incidence of bacterial resistance to commonly prescribed antibiotics underscores the urgent need for the rapid development of innovative antibacterial medications. Heterocyclic compounds, particularly nitrogen‐containing heterocycles like pyrazoles and thiazoles, have garnered attention for their diverse biological activities, including antimicrobial properties. Here, we present a green and efficient multicomponent synthesis method for fourteen novel benzothiazole‐tethered pyrazole derivatives. Utilizing the deep eutectic solvent glycerol/K 2 CO 3 as a base‐catalytic reaction medium at 70 °C, this synthesis approach yielded promising compounds exhibiting substantial antimicrobial activity against various pathogenic microorganisms such as Staphylococcus aureus , Bacillus cereus , and Candida albicans . Among these, 4‐(benzo[ d ]thiazol‐2‐yl)‐3‐(4‐nitrophenyl)‐1‐phenyl‐1 H ‐pyrazol‐5‐amine emerged as the most promising candidate, showcasing significant inhibitory potentials with CZD values of 24 mm, 21 mm, and 26 mm for S. aureus , B. cereus , and C. albicans , respectively. Molecular docking studies further supported the experimental observations, revealing the high binding affinity of the compound to the nitroreductase enzyme with a binding score of −8.5 kcal/mol. These findings underscore the potential of these synthesized compounds as antimicrobial agents and suggest avenues for future research in exploring their structure‐activity relationships and therapeutic applications in combating bacterial infections.
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