title: Synthesis and antiproliferative evaluation of 3,5-disubstituted 1,2,4-triazoles containing flurophenyl and trifluoromethanephenyl moieties.
abstract: An efficient 1,3-dipolar cycloaddition method was performed for the synthesis of a series of monofluoro- and trifluoromethane-3,5-disubstituted 1,2,4-triazoles. This efficient cycloaddition method was to react hydrazonoyl hydrochlorides with a series of aldehydes in the presence of NEt(3) as catalytic basic agent to provide the corresponding product in 28-94%. Their growth inhibitory results against cancer cells indicated that some of the fluorine- and trifluoromethane-containing compounds could effectively inhibit the growth of NCI-H226 and T-cell leukemia (Jurkat) cells. Among the compounds, trifluoromethane-containing 1,2,4-triazoles possessed the five-membered ring groups on the C-5 position of the triazolic ring, including cyclopentyl, 3-furyl, 3-thienyl, and 2-pyrrolyl, possessed the significant inhibitory activity for NCI-H226 cancer cells.
authors.affiliation: The Ph.D. Program for Cancer Biology and Drug Discovery, China Medical University, No. 91, Hsueh-Shih Rd., Taichung 40402, Taiwan, ROC.
authors.forename: Li-Ya
authors.initials: LY
authors.lastname: Wang
authors.forename: Wen-Che
authors.initials: WC
authors.lastname: Tseng
authors.forename: Tian-Shung
authors.initials: TS
authors.lastname: Wu
authors.forename: Kimiyoshi
authors.initials: K
authors.lastname: Kaneko
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Takayama
authors.forename: Masayuki
authors.initials: M
authors.lastname: Kimura
authors.forename: Wen-Chin
authors.initials: WC
authors.lastname: Yang
authors.forename: Jin Bin
authors.initials: JB
authors.lastname: Wu
authors.forename: Shin-Hun
authors.initials: SH
authors.lastname: Juang
authors.forename: Fung Fuh
authors.initials: FF
authors.lastname: Wong
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D049109:Cell Proliferation / Q000187:drug effects; D060326:Chemistry Techniques, Synthetic; D003500:Cyclization; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D015394:Molecular Structure; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000970:Antineoplastic Agents; D014230:Triazoles; C045575:1,2,4-triazole