Abstract

In the present investigation, the synthesis of a new type of halomethylquinoline building block, i.e., ethyl 4-(bromomethyl)-2-(chloromethyl)quinoline-3-carboxylate, and its synthetic applications in the reaction with salicylaldehydes or phenols to make a range of structurally novel and intriguing 2,4-bis(benzofuran-2-yl)quinoline- and 2,4-bis(aroxymethyl)quinoline-3-carboxylic acids is described. Our newly synthesized compounds belong to a new class of quinoline derivatives, and their structures were elucidated on the basis of their spectral data and elemental analyses. Screening for in vitro anti-tubercular against Mycobacterium smegmatis and anti-bacterial activities against Bacillus subtilis, Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa was carried out. Compounds 5e and 5g showed significant anti-tubercular activity comparable with the reference rifampicin and might be used as promising candidates for further investigation.

Graphical abstract

中文翻译：

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2,4-双（卤甲基）喹啉的应用：2,4-双（苯并呋喃-2-基）-和2,4-双（芳氧基甲基）喹啉的合成及生物活性。

摘要

在本研究中，一种新型的卤代甲基喹啉结构单元，即4-（溴甲基）-2-（氯甲基）喹啉-3-羧酸乙酯的合成，及其在与水杨醛或酚反应制取苯甲酸的合成中的应用。描述了在结构上新颖和令人着迷的2，4-双（苯并呋喃-2-基）喹啉-和2，4-双（芳氧基甲基）喹啉-3-羧酸。我们新合成的化合物属于一类新的喹啉衍生物，并根据其光谱数据和元素分析阐明了它们的结构。耻垢分枝杆菌的体外抗结核药的筛选及枯草芽孢杆菌，金黄色葡萄球菌，大肠杆菌的抗菌活性和绿脓杆菌进行。化合物5e和5g显示出与参考利福平相当的显着抗结核活性，可用作进一步研究的有希望的候选物。

图形概要