title: Design, synthesis, and in vitro evaluation of novel antifungal triazoles.
abstract: Twenty-nine novel triazole analogues of ravuconazole and isavuconazole were designed and synthesized. Most of the compounds exhibited potent in vitro antifungal activities against 8 fungal isolates. Especially, compounds a10, a13, and a14 exhibited superior or comparable antifungal activity to ravuconazole against all the tested fungi. Structure-activity relationship study indicated that replacing 4-cyanophenylthioazole moiety of ravuconazole with fluorophenylisoxazole resulted in novel antifungal triazoles with more effectiveness and a broader-spectrum.
authors.affiliation: Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, China.
authors.forename: Fei
authors.initials: F
authors.lastname: Xie
authors.affiliation: Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, China.
authors.forename: Tingjunhong
authors.initials: T
authors.lastname: Ni
authors.affiliation: School of Pharmacy, Fujian University of Traditional Chinese Medicine, 1 Yueyang Road, Fuzhou 350112, China.
authors.forename: Jing
authors.initials: J
authors.lastname: Zhao
authors.affiliation: School of Pharmacy, Fujian University of Traditional Chinese Medicine, 1 Yueyang Road, Fuzhou 350112, China.
authors.forename: Lei
authors.initials: L
authors.lastname: Pang
authors.affiliation: Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, China.
authors.forename: Ran
authors.initials: R
authors.lastname: Li
authors.affiliation: Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, China.
authors.forename: Zhan
authors.initials: Z
authors.lastname: Cai
authors.affiliation: Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, China.
authors.forename: Zichao
authors.initials: Z
authors.lastname: Ding
authors.affiliation: Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, China.
authors.forename: Ting
authors.initials: T
authors.lastname: Wang
authors.affiliation: Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, China.
authors.forename: Shichong
authors.initials: S
authors.lastname: Yu
authors.affiliation: Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, China.
authors.forename: Yongsheng
authors.initials: Y
authors.lastname: Jin
authors.affiliation: Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, China. Electronic address: zdzhang_yjhx@smmu.edu.cn.
authors.forename: Dazhi
authors.initials: D
authors.lastname: Zhang
authors.affiliation: Center of New Drug Research, School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, China. Electronic address: jiangyy@smmu.edu.cn.
authors.forename: Yuanying
authors.initials: Y
authors.lastname: Jiang
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D018360:Crystallography, X-Ray; D015195:Drug Design; D005658:Fungi / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D009570:Nitriles / Q000737:chemistry; D011725:Pyridines / Q000737:chemistry; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000737:chemistry; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D000935:Antifungal Agents; D009570:Nitriles; D011725:Pyridines; D013844:Thiazoles; D014230:Triazoles; C508735:isavuconazole; C104066:ER 30346
keywords: Antifungal activity; Isoxazole; Structure-activity relationship; Synthesis; Triazole