QSARs of some novel isosteric heterocyclics with antifungal activity.
QSAR analysis of a set of previously synthesized 2,5,6-trisubstituted benzoxazole, benzimidazole and 2-substituted oxazolo(4,5-b)pyridine derivatives tested for growth inhibitory activity against Candida albicans, was performed by using the computer-assisted multiple regression procedure. The activity contributions for either heterocyclic ring systems or substituent effects of these compounds were determined from the correlation equation and the 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 favourable structure among the heterocyclic nuclei. Moreover, the fifth position in the fused ring system is found more significant than the other positions in improving the activity.
Yalçin
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Ankara University, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Tandogan Ankara, Turkey.
Oren
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I
Temiz
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Sener
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EA
D000935:Antifungal Agents / Q000737:chemistry* / Q000494:pharmacology*; D001562:Benzimidazoles / Q000737:chemistry / Q000494:pharmacology; D001583:Benzoxazoles / Q000737:chemistry / Q000494:pharmacology; D002176:Candida albicans / Q000187:drug effects*; D006571:Heterocyclic Compounds / Q000737:chemistry* / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010080:Oxazoles / Q000737:chemistry / Q000494:pharmacology; D011725:Pyridines / Q000737:chemistry / Q000494:pharmacology; D021281:Quantitative Structure-Activity Relationship
D000935:Antifungal Agents; D001562:Benzimidazoles; D001583:Benzoxazoles; D006571:Heterocyclic Compounds; D010080:Oxazoles; D011725:Pyridines