Design, Synthesis and Antibacterial Evaluation of Some New 2-Phenyl-quinoline-4-carboxylic Acid Derivatives

作者：Wang, Xiaoqin^*; Xie, Xiaoyang; Cai, Yuanhong; Yang, Xiaolan; Li, Jiayu; Li, Yinghan; Chen, Wenna; He, Minghua^*

来源：Molecules, 2016, 21(3): 340.

DOI：10.3390/molecules21030340

• 2-phenyl-quinoline-4-carboxylic acid derivatives
• synthesis
• Doebner reaction
• antibacterial activity

A series of new 2-phenyl-quinoline-4-carboxylic acid derivatives was synthesized starting from aniline, 2-nitrobenzaldehyde, pyruvic acid followed by Doebner reaction, amidation, reduction, acylation and amination. All of the newly-synthesized compounds were characterized by H-1-NMR, C-13-NMR and HRMS. The antibacterial activities of these compounds against Gram-negative (Escherichia coli, Pseudomonas aeruginosa) and Gram-positive bacteria (Staphylococcus aureus, Bacillus subtilis), as well as one strain of methicillin-resistant Staphylococcus aureus (MRSA) bacteria were evaluated by the agar diffusion method (zone of inhibition) and a broth dilution method (minimum inhibitory concentration (MIC)), and their structure-activity relationships were obtained and discussed. The results revealed that some compounds displayed good antibacterial activity against Staphylococcus aureus, and Compounds 5a(4) and 5a(7) showed the best inhibition with an MIC value of 64 g/mL against Staphylococcus aureus and with an MIC value of 128 g/mL against Escherichia coli, respectively. The results of the MTT assay illustrated the low cytotoxicity of Compound 5a(4).

• 出版日期2016-3
• 单位广东医科大学; 中山大学