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Synthesis of 2-phenylamino-thiazole derivatives as antimicrobial agents
Journal of Saudi Chemical Society ( IF 5.8 ) Pub Date : 2017-05-15 , DOI: 10.1016/j.jscs.2017.04.007
Dominique Serge Ngono Bikobo , Dan C. Vodnar , Anca Stana , Brînduşa Tiperciuc , Cristina Nastasă , Maxime Douchet , Ovidiu Oniga

A series of 10 new N-phenyl-4-(4-(thiazol-2-yl)-phenyl)-thiazol-2-amine derivatives (3aj) and 4 new 5-(2-(phenylamino)-thiazol-4-yl)-benzamide ethers (3′ad) were synthesized from 4-(2-phenylamino)-thiazol-4-yl)-benzothioamide and 2-hydroxy-5-(2-(phenylamino)-thiazol-4-yl)-benzamide with several α-halo-ketones, by the Hantzsch reaction. All compounds were characterized by elemental analysis and spectral data (MS, FT-IR and NMR). The final 14 substances were screened for antimicrobial activity, against two Gram-positive, one Gram-negative bacterial strains, and two fungal strains. Some of the synthesized molecules were more potent than the reference drugs, against the pathogenic strains used. The antibacterial activity of compounds was more pronounced against the Gram-positive strains. Compound 3e manifested the highest growth inhibitory effect against all pathogens tested (MIC of 31.25 μg/mL against the Gram-positive bacterial strains and 7.81 μg/mL against the Candida strains).



中文翻译:

合成2-苯基氨基噻唑衍生物作为抗菌剂

一系列10个新的N-苯基-4-(4-(噻唑-2-基)-苯基)-噻唑-2-胺衍生物(3aj)和4个新的5-(2-(苯基氨基)-噻唑- 4-yl)-苯甲酰胺醚(3′ad)是由4-(2-苯基氨基)-噻唑-4-基)-苯甲硫酰胺和2-羟基-5-(2-(苯基氨基)-噻唑-4-基)-苯甲酰胺与几种α-卤代酮合成的,通过Hantzsch反应。所有化合物均通过元素分析和光谱数据(MS,FT-IR和NMR)表征。针对两种革兰氏阳性,一种革兰氏阴性细菌菌株和两种真菌菌株,筛选了最终的14种物质的抗菌活性。对于所使用的致病菌株,一些合成的分子比参考药物更有效。化合物对革兰氏阳性菌株的抗菌活性更为明显。化合物3e对所有测试的病原体均表现出最高的生长抑制作用(MIC对革兰氏阳性菌菌株的抑制作用为31.25μg/ mL,对革兰氏阳性菌的MIC为7.81μg/ mL。念珠菌菌株)。

更新日期:2017-05-15
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