title: Design and synthesis of novel 5,6-disubstituted pyridine-2,3-dione-3-thiosemicarbazone derivatives as potential anticancer agents.
abstract: A series of 5,6-disubstituted pyridine-2,3-dione-3-thiosemicarbazone derivatives(2a-2n) and 5,6-disubstituted pyridine-2,3-dione S-benzyl-3-thiosemicarbazones(3a-3g) were synthesized starting from 2,3-dihydroxypyridine via oxidation-Michael additions, condensations and nucleophilic substitutions. The structures of the compounds were established by IR, (1)H NMR, (13)C NMR, and HRMS. All newly synthesized compounds were screened for their anticancer activity against Breast cancer (MCF-7), Colon cancer (HCT-116) and hepatocellular cancer (BEL7402) cell lines. Bioassay results indicated that most of the prepared compounds exhibited cytotoxicity against various cancer cells in vitro. Some of the compounds exhibited promising antiproliferative activity, which were comparable to the positive control (5-fluorouracil). The structure-activity relationship was discussed.
authors.affiliation: School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, China; Key Laboratory of Theoretical Chemistry and Molecular Simulation of Ministry of Education, Hunan University of Science and Technology, China; Hunan Provincial University Key Laboratory of QSAR/QSPR, China. Electronic address: xwl2000zsu@163.com.
authors.forename: Wenlin
authors.initials: W
authors.lastname: Xie
authors.affiliation: Hunan University of Humanities, Science and Technology, Loudi 417000, China.
authors.forename: Shimin
authors.initials: S
authors.lastname: Xie
authors.affiliation: School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, China; Key Laboratory of Theoretical Chemistry and Molecular Simulation of Ministry of Education, Hunan University of Science and Technology, China; Hunan Provincial University Key Laboratory of QSAR/QSPR, China.
authors.forename: Ying
authors.initials: Y
authors.lastname: Zhou
authors.affiliation: School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, China; Key Laboratory of Theoretical Chemistry and Molecular Simulation of Ministry of Education, Hunan University of Science and Technology, China; Hunan Provincial University Key Laboratory of QSAR/QSPR, China.
authors.forename: Xufu
authors.initials: X
authors.lastname: Tang
authors.affiliation: Shenzhen Hanyu Pharmaceutical Co., Ltd., Shenzhen 518057, China.
authors.forename: Jian
authors.initials: J
authors.lastname: Liu
authors.affiliation: School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, China; Key Laboratory of Theoretical Chemistry and Molecular Simulation of Ministry of Education, Hunan University of Science and Technology, China; Hunan Provincial University Key Laboratory of QSAR/QSPR, China.
authors.forename: Wenqian
authors.initials: W
authors.lastname: Yang
authors.affiliation: School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, China; Key Laboratory of Theoretical Chemistry and Molecular Simulation of Ministry of Education, Hunan University of Science and Technology, China; Hunan Provincial University Key Laboratory of QSAR/QSPR, China.
authors.forename: Minghua
authors.initials: M
authors.lastname: Qiu
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D015195:Drug Design; D004354:Drug Screening Assays, Antitumor; D045325:HCT116 Cells; D006801:Humans; D061986:MCF-7 Cells; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D013882:Thiosemicarbazones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
chemical_list: C000595884:5,6-di(o-methylanilino)pyridine-2,3-dione-3-thiosemicarbazone; D000970:Antineoplastic Agents; D013882:Thiosemicarbazones
keywords: 2,3-Dihydroxypyridine; Anticancer activity; Pyridine-2,3-diones; Thiosemicarbazone