title: Design, Synthesis and Antibacterial Evaluation of Some New 2-Phenyl-quinoline-4-carboxylic Acid Derivatives.
abstract: 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 ¹H-NMR, (13)C-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 5a₄ and 5a₇ showed the best inhibition with an MIC value of 64 μg/mL against Staphylococcus aureus and with an MIC value of 128 μg/mL against Escherichia coli, respectively. The results of the MTT assay illustrated the low cytotoxicity of Compound 5a4.
authors.affiliation: School of Pharmacy, Guangdong Medical University, Dongguan 523808, China. wxq44@sohu.com.
authors.forename: Xiaoqin
authors.initials: X
authors.lastname: Wang
authors.affiliation: School of Pharmacy, Guangdong Medical University, Dongguan 523808, China. 13650470904@163.com.
authors.forename: Xiaoyang
authors.initials: X
authors.lastname: Xie
authors.affiliation: School of Pharmacy, Guangdong Medical University, Dongguan 523808, China. yuanhong_cai@yahoo.com.
authors.forename: Yuanhong
authors.initials: Y
authors.lastname: Cai
authors.affiliation: Department of Hematology, Donghua Affiliated Hospital of Sun Yat-sen University, Dongguan 523110, China. candyx123@163.com.
authors.forename: Xiaolan
authors.initials: X
authors.lastname: Yang
authors.affiliation: School of Pharmacy, Guangdong Medical University, Dongguan 523808, China. yuaishideilu@yahoo.com.
authors.forename: Jiayu
authors.initials: J
authors.lastname: Li
authors.affiliation: School of Pharmacy, Guangdong Medical University, Dongguan 523808, China. 13650317182@163.com.
authors.forename: Yinghan
authors.initials: Y
authors.lastname: Li
authors.affiliation: School of Pharmacy, Guangdong Medical University, Dongguan 523808, China. cwn201508@163.com.
authors.forename: Wenna
authors.initials: W
authors.lastname: Chen
authors.affiliation: School of Pharmacy, Guangdong Medical University, Dongguan 523808, China. cpuhmh@163.com.
authors.forename: Minghua
authors.initials: M
authors.lastname: He
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry*; D001419:Bacteria / Q000187:drug effects; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D015195:Drug Design; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D011804:Quinolines / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000900:Anti-Bacterial Agents; D011804:Quinolines; C059924:quinoline-4-carboxylic acid
keywords: 2-phenyl-quinoline-4-carboxylic acid derivatives; Doebner reaction; antibacterial activity; synthesis