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新型希夫碱的合成与表征,该希夫碱由 2-丁基-4-氯咪唑衍生而来,具有增强的抗菌性能。

Synthesis and Characterization of Novel Schiff Bases Derived from 2-Butyl-4-chloro Imidazole for the Enhanced Antimicrobial Property.

机构信息

Department of Chemistry, B.S. Abdur Rahman Crescent Institute of Science and Technology, Chennai, 600048, India.

School of Life Sciences, B.S. Abdur Rahman Crescent Institute of Science and Technology, Chennai, 600048, India.

出版信息

Appl Biochem Biotechnol. 2023 Jan;195(1):253-263. doi: 10.1007/s12010-022-04112-2. Epub 2022 Sep 7.

Abstract

In this study, a novel Schiff base was synthesized which comprises a core moiety of 2-butyl-4-chloro imidazole. The ligand was synthesized by the reaction between the carbonyl compound 4-[(2-butyl-4-chloro-5-formyl-1H-imidazol-1-yl) methyl] benzoate and primary hydrazine compounds such as 2,4-dinitrophenylhydrazine in the presence of an alcoholic solvent and an acid catalyst. The synthesized Schiff base ligand is characterized by mass and spectral analysis including NMR. The appearance of extended conjugation of the π-electrons system between active 2-butyl-4-chloro imidazole moieties with nitro substituted phenyl ring. The ligands are assessed for an antibacterial activity for Escherichia coli and Staphylococcus aureus to evaluate the inhibition potential by MIC and well diffusion method. The biological activity of the ligand has shown a significant property against the Gram-negative bacterium, E. coli, and Gram-positive bacterium, S. aureus of about 27 mm and 28 mm of inhibitory action, respectively. This study paves the way for the development of novel antimicrobial agents for emerging clinical pathogens.

摘要

在这项研究中,合成了一种新型希夫碱,其包含 2-丁基-4-氯咪唑的核心部分。该配体是通过羰基化合物 4-[(2-丁基-4-氯-5-甲酰基-1H-咪唑-1-基)甲基]苯甲酸酯与仲肼化合物如 2,4-二硝基苯肼在醇溶剂和酸催化剂存在下反应合成的。合成的希夫碱配体通过包括 NMR 的质谱和光谱分析进行了表征。在活性 2-丁基-4-氯咪唑部分与硝基取代的苯基环之间存在π电子系统的扩展共轭。通过 MIC 和井扩散法评估配体对大肠杆菌和金黄色葡萄球菌的抗菌活性,以评估抑制潜力。配体对革兰氏阴性菌大肠杆菌和革兰氏阳性菌金黄色葡萄球菌的生物活性分别表现出约 27mm 和 28mm 的抑制作用,具有显著的性质。这项研究为开发针对新兴临床病原体的新型抗菌剂铺平了道路。

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