Institute of Superfine Chemicals, Bohai University, Keji Street, Jinzhou, 121000, People's Republic of China.
School of Life Science and Biopharmaceutics, Shenyang Pharmaceutical University, Shenyang, 110016, People's Republic of China.
Mol Divers. 2020 Feb;24(1):167-178. doi: 10.1007/s11030-019-09938-3. Epub 2019 Mar 20.
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.
在本研究中，合成了一种新型的卤代甲基喹啉砌块，即乙基 4-(溴甲基)-2-(氯甲基)喹啉-3-羧酸酯，并将其与水杨醛或苯酚反应，合成了一系列结构新颖且有趣的 2,4-双(苯并呋喃-2-基)喹啉-和 2,4-双(芳氧甲基)喹啉-3-羧酸。我们新合成的化合物属于一类新型的喹啉衍生物，根据它们的光谱数据和元素分析确定了它们的结构。对它们进行了体外抗结核分枝杆菌和抗枯草芽孢杆菌、金黄色葡萄球菌、大肠杆菌和铜绿假单胞菌的抗菌活性筛选。化合物 5e 和 5g 表现出与参考药物利福平相当的显著抗结核活性，可能是进一步研究的有前途的候选药物。
