Myrtenyl-bispidine containing azole: synthesis and antifungal activity

A new monoterpene-azole hybrid containing myrtenylbispidine moiety, 2-(2,4-difluorophenyl)-1-(7-{[(1R,5S)-6,6- dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl}-1,5-dimethyl3,7-diazabicyclo [3.3.1 ]non-3-yl)-3-(1H-1,2,4-triazol-1-yl)- propan-2-ol was prepared in six steps with 55% overall yield. The compound was tested against a number of Candida spp. fungi and found to be active against Candida albicans. Molecular docking suggested possible inhibition of lanosterol 14a-demethylase (CYP51), a membrane enzyme targeted by azole antifungals.