QSARs of some novel isosteric heterocyclics with antifungal activity.

• Authors: İsmail Yalçìn , İlkay Ören , Özlem Temiz , Esin Akì Şener
• Languages of publication: EN

Abstracts

EN

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.

Keywords

EN

isosteric heterocyclics; antifungal activity; QSAR analysis

• Journal: Acta Biochimica Polonica
• Year: 2000
• Volume: 47
• Issue: 2
• Pages: 481-486

Dates

published

2000

received

1999-10-25

accepted

2000-04-25

Contributors

author

İsmail Yalçìn

• Ankara University, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, TR-06100 Tandogan Ankara-Turkey

author

İlkay Ören

• Ankara University, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, TR-06100 Tandogan Ankara-Turkey

author

Özlem Temiz

• Ankara University, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, TR-06100 Tandogan Ankara-Turkey

author

Esin Akì Şener

• Ankara University, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, TR-06100 Tandogan Ankara-Turkey

References

• Hansch, C. & Fujita, T. (1964) J. Am. Chem. 86, 1616.
• Hansch, C. & Fujita, T. (1969) Acc. Chem. Rev. 2, 232.
• Hansch, C. & Leo, A. (1979) Substituent Constant for Correlation Analysis in Chemistry and Biology. John Wiley & Sons, New York.
• Meyers, F.H., Jawetz, E. & Goldfien, A. (1976) Review of Medical Pharmacology. Lange Medical Pub., California.
• Mrozek, A., Trzezwinska, H., Karolak-Wojciechowska, J., Yalçìn, İ. & Ţener, E. (1999) Polish J. Chem. 73, 625-633.
• Ören, İ. (1995) The synthesis, structure elucidation and quantitative structure-activity relationship analysis of some novel antimicrobial active isosteric heterocyclic compounds. Ph.D. Thesis, University of Ankara.
• Ören, İ., Temiz, Ö., Yalçìn, İ., Şener, A. & Altanlar, N. (1998) Eur. J. Pharm. Sci. 7, 153-160.
• Wold, S. (1991) Quant. Struct.-Act. Relat. 10, 191.
• Yalçìn, İ., Ören, İ., Şener, E., Akìn, A. & Uçartürk, N. (1992) Eur. J. Med. Chem. 27, 401-406.
• Yalçìn, İ., Şener, E., Özden, T., Özden, S. & Akìn, A. (1990) Eur. J. Med Chem. 25, 705-708.