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Towards eradicating antibiotic-resistant bacteria: synthesis and antibacterial activities of substituted N-(2-nitrophenyl)pyrrolidine-and piperidine-2-carboxylic acids

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Journal of Chinese Pharmaceutical Sciences 2019年第10期28卷 704-715页

作者： Jocelyn A.Odusami Monisola I.Ikhile Marthe C.D.Fotsing Idris A.O.lasupo josephat u.izunobi Elizabeth O.Bamgbade Thierry Y.Fonkui Olayinka T.Asekun Oluwole B.Familoni Derek T.Ndinteh Department of Chemical Sciences Yaba College of TechnologyYabaLagosNigeria Department of Applied Chemistry P.O Box 17011Doornfontein Campus 2028University of JohannesburgSouth Africa Department of Chemistry University of LagosAkokaLagosNigeria Department of Biotechnology and Food Technology P.O Box 17011Doornfontein Campus 2028University of JohannesburgSouth Africa

Antibacterial resistance is a source of great concern in the effective prevention and treatment of infections caused by bacteria,making the development of requisite therapeutics a major challenge.N-(Nitrophenyl)cycloamino acids are important compounds in the synthesis of poly-condensed nitrogen-containing heterocycles with marked activities in many biological systems.A series of substituted N-(o-nitrophenyl)cycloamino-2-carboxylic acids 3a–3g were synthesized via the condensation reaction of substituted o-halogenonitrobenzenes with L-proline 2a and D,L-pipecolinic acid 2b,under refluxing alcoholic basic conditions in excellent *** synthesized compounds were characterised by FT-IR,(1H&13C)NMR,uV-Vis,mass spectroscopy and elemental *** antibacterial activities were evaluated against five Gram-positive and five Gram-negative bacterial strains using the broth micro-dilution *** antibacterial activities of the synthesized compounds were compared with streptomycin and nalidixic acid as standard antibiotic *** minimum inhibitory concentration(MIC)values of compounds 3a–3g revealed good antibacterial activities against the tested *** 3a–3g were more potent than nalidixic acid against Enterococcus faecalis,Mycobacterium smegmatis,Escherichia coli and Proteus vulgaris and also more potent than streptomycin against Enterobacter cloacae and Staphylococcus *** 3a,3c and 3g displayed the highest antibacterial potency with an MIC value of 15.6μg/mL against ***,*** and ***,*** results indicated that these aryl cycloamino acids with antibacterial activities had potential applications as substitutes for antimicrobial peptide antibiotics,which are not susceptible to bacterial resistance,to solve the problem of drug resistance.

关键词： Antibiotics Bacteria Cyclic amino acids o-Halogenonitrobenzene

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