Synthesis and antifungal activity of 1-(1H-1,2,4-triazolyl) -2-(2′,4′-difluorophenyl) -3-substituted with side chain containing sulfur atom-2-propanols

Objective: To study the effect of fluconazole derivatives from introducing side chain containing sulfur atom on antifungal activity of fluconazole compounds. Methods: Fifteen title compounds were synthesized and confirmed by elementary analysis, 1H NMR and IR spectra. MICs of all title compounds were determined by the method recommended by the National Committee for Clinical Laboratory Standards(NCCLS) using RPMI1640 test medium. Results: Among 15 title compounds,there were 13 new compounds.The results of preliminary antifungal test showed that all title compounds exhibited potent antifungal activities to a certain extent. The activity of compound 2 against Candida albicans was equal to that of fluconazole, its MIC 80 was 2 μg/ml. The activities of compound 7 and 10 against Candida albicans were 4 and 8 times as high as that of fluconazole respectively. Their MIC 80 were 0.5 and 0.25 μg/ml. Conclusion: Proper lipid/water distribition coefficient has more important influence on antifungal activities of title compounds than that of stereochemistry.