Synthesis and in-vitro biological evaluation of 1,1-diaryl-2-(1,2,3)triazol-1-yl-ethanol derivatives as antifungal compounds flutriafol analogues

Abstract

A small library of diverse 1,1-diaryl-2-(1,2,3)triazol-1-yl-ethanol derivatives was designed and prepared from CuAAC reaction as the key step. The molecular structure of some representative compounds was unambiguously determined from X-ray diffraction studies. In addition, synthesized 1,2,3-triazoles were evaluated for activity against filamentous fungi (Mucor hiemalis, Aspergillus fumigatus, Trichosporon cutaneum, and Rhizopus oryzae) and yeasts that belong to the genus Candida. Two compounds showed high activity against C. utilis (MIC 0.5 $$\upmu \mathrm{{g/mL}}$$ ) and A. fumigatus (MIC 4 $$\upmu \mathrm{{g/mL}}$$ ) which is close to itraconazole used as reference compound. 1,1-diaryl-2-(1,2,3)triazol-1-yl-ethanol analogues to flutriafol were prepared from CuAAC reaction and the molecular structure of some representative compounds was unambiguously determined from X-ray diffraction studies. Some of these 1,2,3-triazoles displayed activity against filamentous fungi and Candida yeasts, especially C. utilis and A. fumigatus.