Chemical and Pharmaceutical Bulletin p. 351 - 359 (1999)
Update date:2022-08-04
Topics:
Kitazaki, Tomoyuki
Tasaka, Akihiro
Tamura, Norikazu
Matsushita, Yoshihiro
Hosono, Hiroshi
Hayashi, Ryogo
Okonogi, Kenji
Itoh, Katsumi
New optically active antifungal azoles, 1-[(1R,2R)-2-(2,4-difluoro- and 2-fluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-(4- substituted phenyl)-2(1H,3H)-imidazolones (1, 2) and 2-imidazolidinones (3, 4), were prepared in a stereocontrolled manner from (1S)-1-[(2R)-2-(2,4- difluoro- and 2-fluorophenyl)-2-oxi-ranyl]ethanols (15, 16). Compounds 1 - 4 showed potent antifungal activity against Candida albicans in vitro and in vivo, as well as a broad antifungal spectrum for various fungi in vitro. Furthermore, the imidazolidinones, 3b - e and 4d, e, were found to exert extremely strong growth-inhibitory activity against Aspergillus fumigatus.
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