3-{1-[(1-芳基-1H-1,2,3-三唑-4-基)甲基]-1H-苯并咪唑-2-基}-2-(吡咯烷-1-基)喹啉衍生物的绿色合成与抗菌活性

IF 0.8 4区 化学 Q4 CHEMISTRY, ORGANIC Russian Journal of Organic Chemistry Pub Date : 2024-08-30 DOI:10.1134/s1070428024060186
M. Pradeep, M. Vishnuvardhan, A. Ganesh, Gangadhar Thalari
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引用次数: 0

摘要

摘要 从 2-(吡咯烷-1-基)喹啉-3-甲醛开始,合成了一系列新型吡咯烷基喹啉-咪唑基-1,2,3-三唑杂化物。该醛与邻苯二胺反应生成苯并咪唑衍生物,苯并咪唑衍生物与溴化丙炔发生烷基化反应,然后在铜催化下发生叠氮-炔环化反应,生成所需的 1,2,3-三唑衍生物。环化步骤在传统搅拌和微波辐照下进行。对所有合成的三唑衍生物进行了体外抗菌活性筛选,以检测它们对各种细菌和真菌病原体的抗菌活性。与标准药物相比,大多数合成化合物都显示出中等至良好的抑菌区。
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Green Synthesis and Antimicrobial Activity of 3-{1-[(1-Aryl-1H-1,2,3-triazol-4-yl)methyl]-1H-benzimidazol-2-yl}-2-(pyrrolidin-1-yl)quinoline Derivatives

Abstract

A novel series of pyrrolidinylquinoline–imidazolyl-1,2,3-triazole hybrids were synthesised starting from 2-(pyrrolidine-1-yl)quinoline-3-carbaldehyde. The aldehyde was reacted with o-phenylenediamine to produce benzimidazole derivative which was alkylated with propargyl bromide and then subjected to copper-catalyzed azide–alkyne cycloaddition to afford the desired 1,2,3-triazole derivatives. The cycloaddition step was performed under both traditional stirring and microwave irradiation. All synthesized triazole derivatives were screened for their in vitro antimicrobial activity against various bacterial and fungal pathogens. The majority of the synthesized compounds demonstrated moderate to good inhibition zones compared to the standard drugs.

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来源期刊
CiteScore
1.40
自引率
25.00%
发文量
139
审稿时长
3-6 weeks
期刊介绍: Russian Journal of Organic Chemistry is an international peer reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis.
期刊最新文献
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