title: Synthesis and antifungal evaluation of novel triazole derivatives as inhibitors of cytochrome P450 14alpha-demethylase.
abstract: A series of 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-substituted-2-propanols (1a-v, 2a-w), which are analogues of fluconazole, have been designed and synthesized as the potential antifungal agents by the click reaction. Click reaction approach toward the synthesis of two sets of novel 1,2,3-triazolyl linked triazole antifungal derivatives 1a-v, 2a-w was achieved by Cu(I)-catalyzed 1,3-dipolar cycloaddition of propargylated intermediate 8 with substituted azidomethyl benzene. The 1,2,3-triazolyl group was inserted into the side chain of the target molecule which can increase the antifungal activity of compounds.
authors.affiliation: Department of Organic Chemistry, College of Pharmacy, Second Military Medical University, Guohe Road 325, Shanghai 200433, People's Republic of China.
authors.forename: Shichong
authors.initials: S
authors.lastname: Yu
authors.forename: Xiaoyun
authors.initials: X
authors.lastname: Chai
authors.forename: Honggang
authors.initials: H
authors.lastname: Hu
authors.forename: Yongzheng
authors.initials: Y
authors.lastname: Yan
authors.forename: Zhongjun
authors.initials: Z
authors.lastname: Guan
authors.forename: Yan
authors.initials: Y
authors.lastname: Zou
authors.forename: Qingyan
authors.initials: Q
authors.lastname: Sun
authors.forename: Qiuye
authors.initials: Q
authors.lastname: Wu
mesh_terms: D058888:14-alpha Demethylase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D005658:Fungi / Q000187:drug effects* / Q000201:enzymology; D006801:Humans; D008958:Models, Molecular; D009181:Mycoses / Q000188:drug therapy; D058886:Sterol 14-Demethylase / Q000378:metabolism; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D058888:14-alpha Demethylase Inhibitors; D000935:Antifungal Agents; D014230:Triazoles; D058886:Sterol 14-Demethylase