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Novel Benzoxazoles: Synthesis and Antibacterial, Antifungal, and Antitubercular Activity against Antibiotic-Resistant and -Sensitive Microbes

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Novel Benzoxazoles: Synthesis and Antibacterial, Antifungal, and Antitubercular Activity against Antibiotic-Resistant and -Sensitive Microbes

Mustafa Arisoya, Ozlem Temiz-Arpacia,*, Fatma Kaynak-Onurdagb, and Selda Ozgenb

a Ankara University, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, 06100, Tandogan, Ankara, Turkey. Fax: + 90 (312) 213 10 81. E-mail: temiz@pharmacy.ankara.edu.tr

b Gazi University, Faculty of Pharmacy, Department of Pharmaceutical Microbiology, 06330, Etiler, Ankara, Turkey

* Author for correspondence and reprint requests

Z. Naturforsch. 68 c, 453 – 460 (2013); received November 2, 2012/November 11, 2013 A new series of 5-(p-substituted benzamido/phenylacetamido)-2-(p-tert-butylphenyl)ben- zoxazole derivatives were synthesized and evaluated for their antibacterial, antifungal, and antimycobacterial activities against antibiotic-resistant and -sensitive Staphylococcus aureus, Enterococcus faecalis, Escherichia coli, Klebsiella pneumoniae, and Mycobacterium tuber- culosis as well as against Candida albicans and Candida krusei. The compounds possessed broad-spectrum activity against all of the tested Gram-positive and Gram-negative bacteria and yeasts, their minimum inhibitory concentrations (MICs) ranging between 16 – 128 µg/ml.

One compound exhibited signifi cant antibacterial activity (16 µg/ml) against an antibiotic- resistant Enterococcus faecalis isolate, having twice the potency of the compared standard drugs vancomycin and gentamycin sulfate. The compounds also showed moderate antitu- bercular activity with MIC values between 8 – 128 µg/ml against Mycobacterium tuberculosis and its clinical isolate.

Key words: Benzoxazoles, Antibacterial Activity, Antifungal Activity, Antitubercular Activity

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