Carbon analogs of antifungal dioxane-triazole derivatives: synthesis and in vitro activities.
A new series of triazole compounds possessing a carbon atom in place of a sulfur atom were efficiently synthesized and their in vitro antifungal activities were investigated. The carbon analogs showed excellent in vitro activity against Candida, Cryptococcus, and Aspergillus species. The MICs of compound 1c against C. albicans ATCC24433, C. neoformans TIMM1855, and A. fumigatus ATCC26430 were 0.016, 0.016, and 0.125 microg/mL, respectively (MICs of fluconazole: 0.5, >4, and >4 microg/mL; MICs of itraconazole: 0.125, 0.25, and 0.25 microg/mL).
Uchida
Takuya
T
Medicinal Chemistry Research Laboratories II, Daiichi Sankyo Co., Ltd, 1-16-13, Kitakasai, Edogawa-ku, Tokyo 134-8630, Japan.
Somada
Atsushi
A
Kagoshima
Yoshiko
Y
Konosu
Toshiyuki
T
Oida
Sadao
S
D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002244:Carbon / Q000737:chemistry*; D002626:Chemistry, Pharmaceutical / Q000379:methods; D004146:Dioxanes / Q000737:chemistry*; D015195:Drug Design; D004852:Epoxy Compounds / Q000737:chemistry; D015725:Fluconazole / Q000138:chemical synthesis / Q000494:pharmacology; D006801:Humans; D066298:In Vitro Techniques; D017964:Itraconazole / Q000138:chemical synthesis / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D008956:Models, Chemical; D013237:Stereoisomerism; D014230:Triazoles / Q000737:chemistry*
D000935:Antifungal Agents; D004146:Dioxanes; D004852:Epoxy Compounds; D014230:Triazoles; D017964:Itraconazole; D002244:Carbon; D015725:Fluconazole