Synthesis and biological evaluation of new N-(2-hydroxy-4(or 5)-nitro/aminophenyl)benzamides and phenylacetamides as antimicrobial agents

• Published in: Bioorganic & medicinal chemistry Vol. 15; no. 5; pp. 2032 - 2044
• Main Authors: Ertan, Tugba, Yildiz, Ilkay, Ozkan, Semiha, Temiz-Arpaci, Ozlem, Kaynak, Fatma, Yalcin, Ismail, Aki-Sener, Esin, Abbasoglu, Ufuk
• Format: Journal Article
• Language: English
• Published: Oxford Elsevier Ltd 01.03.2007; Elsevier Science
• Subjects: Anti-Bacterial Agents - chemical synthesis; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - pharmacology; Antibacterial activity; Antibacterial agents; Antibiotics. Antiinfectious agents. Antiparasitic agents; Antifungal activity; Antifungal agents; Antifungal Agents - chemical synthesis; Antifungal Agents - chemistry; Antifungal Agents - pharmacology; Bacillus subtilis; Benzamide; Benzamides - chemical synthesis; Benzamides - chemistry; Benzamides - pharmacology; Biological and medical sciences; Candida albicans; Escherichia coli; General aspects; Klebsiella pneumoniae; Medical sciences; Microbial Sensitivity Tests; Pharmacology. Drug treatments; Phenylacetamide; Pseudomonas aeruginosa; Spectroscopy, Fourier Transform Infrared; Staphylococcus aureus; Structure-Activity Relationship; Phenylacetamide; Antifungal activity; Antibacterial activity; Benzamide; Pseudomonadales; Candida albicans; Nitro compound; Bacillus subtilis; Escherichia coli; Bacillaceae; Antimicrobial agent; Fungi; Antifungal agent; Bacillales; Structure activity relation; Bacteria; Micrococcales; Pseudomonadaceae; Pseudomonas aeruginosa; Micrococcaceae; Fungi Imperfecti; Chemical synthesis; Staphylococcus aureus; Enterobacteriaceae; Halogen Organic compounds; Thallophyta; In vitro; Phenols; Carboxamide; Antibacterial agent; Klebsiella pneumoniae
• ISSN: 0968-0896; 1464-3391
• DOI: 10.1016/j.bmc.2006.12.035

A new series of N-(2-hydroxy-4(or 5)-nitro/aminophenyl)benzamide and phenylacetamide derivatives ( 1a– 1n, 2a– 2n) were synthesized and evaluated for antibacterial and antifungal activities against Staphylococcus aureus, Bacillus subtilis, Klebsiella pneumoniae, Pseudomonas aeruginosa, Escherichia coli, Candida albicans, and their drug-resistant isolates. Microbiological results indicated that the compounds possessed a broad spectrum of activity against the tested microorganisms at MIC values between 500 and 1.95 μg/ml. Benzamide derivative 1d exhibited the greatest activity with MIC values of 1.95, 3.9, and 7.8 μg/ml against drug-resistant B. subtilis, B. subtilis, and S. aureus, respectively. A new series of N-(2-hydroxy-4(or 5)-nitro/aminophenyl)benzamide and phenylacetamide derivatives ( 1a– 1n, 2a– 2n) were synthesized and evaluated for antibacterial and antifungal activities against Staphylococcus aureus, Bacillus subtilis, Klebsiella pneumoniae, Pseudomonas aeruginosa, Escherichia coli, Candida albicans, and their drug-resistant isolate. Microbiological results indicated that the compounds possessed a broad spectrum of activity against the tested microorganisms at MIC values between 500 and 1.95 μg/ml. Benzamide derivative 1d exhibited the greatest activity with MIC values of 1.95, 3.9, and 7.8 μg/ml against drug-resistant B. subtilis, B. subtilis, and S. aureus, respectively.