Synthesis, biological evaluation and 2D-QSAR analysis of benzoxazoles as antimicrobial agents.
A new series of 5(or 6)-nitro/amino-2-(substituted phenyl/benzyl)benzoxazole derivatives 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 synthesized compounds possessed a broad spectrum of activity against the tested microorganisms at MIC values between > 400 and 12.5 microg/ml. The results against B. subtilis, P. aeruginosa, drug-resistant B. subtilis, drug-resistant E. coli, and C. albicans isolate for these kinds of structures are quite encouraging. The 2D-QSAR analysis of a set of newly and previously synthesized benzoxazoles tested for growth inhibitory activity against B. subtilis ATCC 6633 was performed by using the multivariable regression analysis. The activity contributions for substituent effects of these compounds were determined from the correlation equation for predictions of the lead optimization.
Ankara University, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, TR-06100 Tandogan, Ankara, Turkey.
Tugba
T
Ertan
Ilkay
I
Yildiz
Betul
B
Tekiner-Gulbas
Kayhan
K
Bolelli
Ozlem
O
Temiz-Arpaci
Semiha
S
Ozkan
Fatma
F
Kaynak
Ismail
I
Yalcin
Esin
E
Aki
D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D001583:Benzoxazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D002176:Candida albicans / Q000187:drug effects; D024881:Drug Resistance, Bacterial; D008826:Microbial Sensitivity Tests; D021281:Quantitative Structure-Activity Relationship
D000890:Anti-Infective Agents; D001583:Benzoxazoles