Abstract

A series of 1-((1aryl)-1H-1,2,3-triazol-4-yl)methyl)quinoxalin-2(1H)-ones have been synthesized in moderate to high yields and evaluated for their anti-bacterial and anti-cancer activities. Among all the derivatives tested, the compound 1-((1-(2-fluorophenyl)-1H-1,2,3-triazol-4-yl)methyl)quinoxalin-2(1H)-one exhibited most potent anti-bacterial activity against B. subtilis and S. epidermidis with and also demonstrated comparable inhibitory activity against S. aureus to that of the standard streptomycin. Also, compound 1-((1-(2,4-dichlorophenyl)-1H-1,2,3-triazol-4-yl)methyl)quinoxalin-2(1H)-one effectively inhibited the gram-positive S. epidermidis equal to that of the standard streptomycin and moderate activity against B. subtilis and S. aureus. Furthermore the compound1-((1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)methyl)quinoxalin-2(1H)-one has shown superior activity against E. coli and moderate activity against B. subtilis, S. epidermidis, and S. aureus when compared with positive control. Moreover, all these compounds were screened for their anti-cancer activity against human cancer cell lines via MCF-7 (breast), A-549 (lungs) and HeLa (cervical). In vitro anti-cancer activity reveals that a few compounds exhibited potent inhibitory in a variety of cancer cell lines. Among the compounds 1-((1-(2,4-dimethoxyphenyl)-1H-1,2,3-triazol-4-yl)methyl)quinoxalin-2(1H)-one shown more potent anti-cancer activity against all tested cancer cell lines compared to standard drug, the remaining compounds1-((1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)methyl)quinoxalin2(1H)-one and 1-((1-(2,4-dichlorophenyl)-1H-1,2,3-triazol-4-yl)methyl)quinoxalin-2(1H)-one exhibited promising anti-cancer activity compared to the other tested compounds.

中文翻译：

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含1,2,3-三唑类喹啉的合成及其抗菌抗癌活性

摘要

一系列 1-((1aryl)-1 H -1,2,3- triazol -4-yl)methyl)quinoxalin-2(1 H )-ones 已以中等至高产率合成并评估了它们的抗-细菌和抗癌活性。在所有测试的衍生物中，化合物 1-((1-(2-fluorophenyl)-1 H -1,2,3-triazol-4-yl)methyl)quinoxalin-2(1 H )-one 表现出最有效的抗- 对枯草芽孢杆菌和表皮葡萄球菌的细菌活性与标准链霉素对金黄色葡萄球菌的抑制活性相当。此外，化合物 1-((1-(2,4-dichlorophenyl)-1 H -1,2,3-triazol-4-yl)methyl)quinoxalin-2(1 H)-一种有效抑制革兰氏阳性表皮葡萄球菌，与标准链霉素相同，对枯草芽孢杆菌和金黄色葡萄球菌具有中等活性。此外，化合物 1-((1-(4-nitrophenyl)-1 H -1,2,3-triazol-4-yl)methyl)quinoxalin-2(1 H )-one 已显示出优异的抗大肠杆菌活性和中等对枯草芽孢杆菌、表皮葡萄球菌和金黄色葡萄球菌的活性与阳性对照相比。此外，通过 MCF-7（乳腺）、A-549（肺）和 HeLa（宫颈）筛选了所有这些化合物对人类癌细胞系的抗癌活性。体外抗癌活性表明，一些化合物在多种癌细胞系中表现出有效的抑制作用。在化合物 1-((1-(2,4-dimethoxyphenyl)-1 H -1,2,3-triazol-4-yl)methyl)quinoxalin-2(1 H )-中，一种表现出更有效的抗癌活性与标准药物相比，其余化合物 1-((1-(4-nitrophenyl)-1 H -1,2,3-triazol-4-yl)methyl)quinoxalin2(1 H )-one 和1-((1-(2,4-二氯苯基)-1 H -1,2,3-三唑-4-基)甲基)喹喔啉-2(1 H)-与其他测试化合物相比，一种表现出有希望的抗癌活性。