QSARS OF SOME NOVEL ANTIBACTERIAL BENZIMIDAZOLES, BENZOXAZOLES, AND OXAZOLOPYRIDINES AGAINST AN ENTERIC GRAM-NEGATIVE ROD - K-PNEUMONIAE

YALCIN I., SENER E.

INTERNATIONAL JOURNAL OF PHARMACEUTICS, vol.98, no.1-3, pp.1-8, 1993 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 98 Issue: 1-3
  • Publication Date: 1993
  • Doi Number: 10.1016/0378-5173(93)90034-d
  • Journal Name: INTERNATIONAL JOURNAL OF PHARMACEUTICS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1-8
  • Keywords: BENZOXAZOLE, OXAZOLO(4,5-B)PYRIDINE, BENZIMIDAZOLE, QSAR, ANTIBACTERIAL ACTIVITY, KLEBSIELLA-PNEUMONIAE, HETEROCYCLIC-DERIVATIVES, GERMICIDAL ACTIVITY, BENZOTHIAZOLES, ANTIFUNGAL, AGENTS
  • Ankara University Affiliated: No

Abstract

A set of previously synthesized 2,5-disubstituted benzimidazole (I), benzoxazole (II), and 2-substituted oxazolo(4,5-b)pyridine (III) derivatives were tested for in vitro growth inhibitory activity against K. pneumoniae and the quantitative structure-activity relationships (QSARs) were analyzed by a computer-assisted multiple regression procedure. The activity contributions for either heterocyclic ring systems or substituent effects were determined from the correlation equations and predictions for the lead optimization were described. The resulting QSAR revealed that the oxazolo(4,5-b)pyridine ring system with the substitution of a benzyl moiety at position 2 was the most favorable structure over the other heterocyclic nuclei against K. pneumoniae. The position R in the fused ring system was found to be important for improving the activity by substitution at this position by hydrogen accepting groups with the electronic effect of negative field interactions.