Design, synthesis, and evaluation of 1-(N-benzylamino)-2-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-2-ols as antifungal agents

A series of 1-(N-benzylamino)-2-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-2-ols 6a–c, 7a–c, 8a, and 9a were prepared in five steps and evaluated for their antifungal activity. The most active compound 7b was docked into a home-made 3D model of the targeted enzyme confirming the importance of Tyr118, His377, and Ser378 residues in its binding mode.

Graphical abstractA series of 1-(N-benzylamino)-2-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-2-ols were synthesized for their antifungal activity on two strains of Candida albicans and Aspergillus fumigatus. Synthesis and SAR studies that led to the most active compound 7b are discussed with the help of molecular modeling.Figure optionsDownload full-size imageDownload as PowerPoint slide