Design of new antifungal agents: synthesis and evaluation of 1-[(1H-indol-5-ylmethyl)amino]-2-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-2-ols

We previously reported on the design and synthesis of 1-[((hetero)aryl- or piperidinylmethyl)amino]-2-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-2-ols showing various degrees of antifungal activity against Candida albicans and Aspergillus fumigatus strains. Now we have identified a series of 1-[(1H-indol-5-ylmethyl)amino] derivatives which exhibited potent MICs (<65 ng mL−1) against C. albicans strain. The synthesis and SAR behind the indole scaffold will be discussed.

Graphical abstractA series of 1-[(1H-indol-5-ylmethyl)amino]-2-phenyl-3-(1H-1,2,4,-triazol-1-yl)propan-2-ols were synthesized and evaluated in vitro against Candidaalbicans and Aspergillusfumigatus strains. All the compounds exhibited potent MICs (<65 ng mL−1) against C. albicans strain. The SAR studies behind the indole scaffold will be discussed.Figure optionsDownload full-size imageDownload as PowerPoint slide