Synthesis and antimicrobial activity of new 2-[p-substituted-benzyl]-5-[substituted-carbonyl-amino]benzoxazoles

Yildiz-Oren İ., Tekiner-Gulbas B., Yalcin I., ARPACI Ö., Aki-Sener E., Altanlar N.

ARCHIV DER PHARMAZIE, cilt.337, sa.7, ss.402-410, 2004 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 337 Sayı: 7
  • Basım Tarihi: 2004
  • Doi Numarası: 10.1002/ardp.200300851
  • Dergi Adı: ARCHIV DER PHARMAZIE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Sayfa Sayıları: ss.402-410
  • Anahtar Kelimeler: 2-benzylbenzoxazole, benzylcarbonylamino-benzoxazole, phenyl-carbonylamino-benzoxazole, antibacterial and antifungal activity, MICROBIOLOGICAL ACTIVITY, ANTITUMOR BENZOTHIAZOLES, BENZOXAZOLES, DERIVATIVES, BENZIMIDAZOLES, AGENTS, OXAZOLO(4,5-B)PYRIDINES, ANTIFUNGAL, INHIBITORS
  • Ankara Üniversitesi Adresli: Evet

Özet

A series of 23 new 2-[p-substituted-benzyl]-5-[p-substituted-phenyl/benzyl-carbonylamino]benzoxazole derivatives has been synthesized by reacting 5-amino2-[p-substituted-benzyl]benzoxazoles with the appropriate carboxylic acid chlorides. The structures of the synthesized compounds were confirmed by IR and H-1-NMR spectral data. Antimicrobial activities of the compounds were investigated using the twofold serial dilution technique against two gram-positive and two gram-negative bacteria and three Candida species in comparison with standard drugs. Microbiological results indicated that the newly synthesized 2-[p-substituted-benzyl]-5-[p-substituted-phenyl/benzyl-carbonylamino]-benzoxazole derivatives (3-25) possessed a broad spectrum of activity, showing MIC values of 6.25-200 mug/mL against the gram-positive and gram-negative microorganisms tested. Moreover, they showed significant antifungal activity with MIC values of 3.12-100 mug/mL against the Candida species tested. Especially, with a MIC value of 3.12 mug/mL, 2-benzyl-5-[p-bromobenzyl-carbonylamino]benzoxazole 9 displayed the same activity against C. glabrata as the standard drug myconazol.