Synthesis, biological evaluation and 2D-QSAR analysis of benzoxazoles as antimicrobial agents

Ertan T., YILDIZ İ., Tekiner-Gulbas B., BOLELLİ K., ARPACI Ö., Ozkan S., ...Daha Fazla

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, cilt.44, sa.2, ss.501-510, 2009 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 44 Sayı: 2
  • Basım Tarihi: 2009
  • Doi Numarası: 10.1016/j.ejmech.2008.04.001
  • Dergi Adı: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Sayfa Sayıları: ss.501-510
  • Anahtar Kelimeler: Antibacterial activity, Antifungal activity, Benzoxazoles, 2D-QSAR, REVERSE-TRANSCRIPTASE INHIBITOR, TOPOISOMERASE-II INHIBITORS, MICROBIOLOGICAL ACTIVITY, HETEROCYCLIC-COMPOUNDS, ANTIBIOTIC-RESISTANCE, CYTOTOXIC METABOLITE, DERIVATIVES, BENZIMIDAZOLES, ANALOGS, 3D-QSAR
  • Ankara Üniversitesi Adresli: Evet

Özet

A new series of 5(or 6)-nitro/amino-2-(substituted phenyl/benzyl)benzoxazole derivatives (1a-1m, 2a-21) 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 mu g/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. (C) 2008 Elsevier Masson SAS. All rights reserved.