Synthesis, antimicrobial activity, pharmacophore analysis of some new 2-(substitutedphenyl/benzyl)-5-[(2-benzofuryl)carboxamido]benzoxazoles

Alper-Hayta S., Arisoy M., ARPACI Ö., YILDIZ İ., Aki E., Ozkan S., ...More

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, vol.43, no.11, pp.2568-2578, 2008 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 43 Issue: 11
  • Publication Date: 2008
  • Doi Number: 10.1016/j.ejmech.2007.12.019
  • Journal Name: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.2568-2578
  • Keywords: Benzoxazole, Benzofuran, Antifungal activity, Antibacterial activity, Pharmacophore analysis, REVERSE-TRANSCRIPTASE INHIBITOR, MICROBIOLOGICAL ACTIVITY, CONFORMATIONAL COVERAGE, CYTOTOXIC METABOLITE, DERIVATIVES, BENZOXAZOLE, BENZIMIDAZOLE, ANTICANCER, RESISTANCE, 2-ARYLBENZOFURANS
  • Ankara University Affiliated: Yes

Abstract

The synthesis and antimicrobial activity of a new series of 2-(substitutedphenyl/benzyl)-5-[(2-benzofuryl)carboxamido]benzoxazole derivatives 3-12 were described. The in vitro antimicrobial activity of the compounds was determined against some Gram-positive, Gram-negative bacteria and fungi and their drug-resistant isolates in comparison with standard drugs. Antimicrobial results indicated that the synthesized compounds possessed a broad spectrum of activity with MIC values 500-15.625 mu g/ml. In the series, the most active compound against Candida krusei and Candida albicans isolate is 8 with MIC value 31.25 mu g/ml. However, it is one dilution less potent than the compared fluconazole. Some of the screened compounds exhibit significant activity, having MIC value as 31.25 mu g/ml in Pseudomonas aeruginosa having same activity as Rifampicin. Furthermore, considering the worth of developing new antibacterial agents against drug-resistant P. aeruginosa the present study explores the structure-activity relationship analysis of 2-(substitutedphenyl/benzyl)-5-[(2-benzofuryl)carboxaniido]benzoxazoles using 3D-common features pharmacophore hypotheses approach. (C) 2007 Elsevier Masson SAS. All rights reserved.