Synthesis and antimicrobial activity of some novel 2,5- and/or 6-substituted benzoxazole and benzimidazole derivatives


Oren İ., Temiz O., Yalcin I., Sener E., Altanlar N.

EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, cilt.7, sa.2, ss.153-160, 1999 (SCI-Expanded) identifier identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 7 Sayı: 2
  • Basım Tarihi: 1999
  • Doi Numarası: 10.1016/s0928-0987(98)00017-7
  • Dergi Adı: EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Index Chemicus (IC)
  • Sayfa Sayıları: ss.153-160
  • Anahtar Kelimeler: benzoxazole, benzimidazole, synthesis, antimicrobial activity, CATHODIC PEAK POTENTIALS, CALCULATED LUMO ENERGIES, BENZOTHIAZOLES, AGENTS, OXAZOLO(4,5-B)PYRIDINES, ANTIFUNGAL
  • Ankara Üniversitesi Adresli: Evet

Özet

A new series of 2,5- and/or 6-substituted benzoxazoles (7a-f), benzimidazoles (8a-g) holding cyclohexyl or cyclopentyl moieties at position 2 and 5- or 6-substituted-2-cyclohexylaminomethylbenzoxazoles (9a, b) was synthesized in order to determine their antimicrobial activities and feasible structure-activity relationships. The synthesized compounds were tested in vitro against three Gram-positive, two Gram-negative bacteria and the yeast Candida albicans in comparison with several control drugs. Microbiological results showed that the synthesized compounds were possessing a broad spectrum of antibacterial activity against the tested microorganisms. 5-Chloro-2-(2-cyclohexylethyl)benzimidazole (8g) was found as the most active compound against the screened Gram-positive bacteria strains at a minimum inhibitory concentration (MIC) value of 12.5 mu g/ml. However, it exhibited lower antibacterial potency than the compared control drugs. On the other side, compounds 7-9 indicated significant antibacterial activity against the Gram-negative enterobacter Pseudomonas aeruginosa having MIC values of 50 mu g/ml, providing either the same effect as tetracycline or higher activity than streptompcin, but showing less potency than the compared control drug gentamycin. Moreover, the synthesized compounds also possessed antimycotic activity against the yeast C. albicans showing MIC values between 25-50 mu g/ml. (C) 1998 Elsevier Science B.V. All rights reserved.