title: One-Pot Three-Component Synthesis of Novel Diethyl((2-oxo-1,2-dihydroquinolin-3-yl)(arylamino)methyl)phosphonate as Potential Anticancer Agents.
abstract: With the aim of discovering new anticancer agents, we have designed and synthesized novel α-aminophosphonate derivatives containing a 2-oxoquinoline structure using a convenient one-pot three-component method. The newly synthesized compounds were evaluated for antitumor activities against the A549 (human lung adenocarcinoma cell), HeLa (human cervical carcinoma cell), MCF-7 (human breast cancer cell), and U2OS (human osteosarcoma cell) cancer cell lines in vitro, employing a standard 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2-H-tetrazolium bromide (MTT) assay. The results of pharmacological screening indicated that many compounds exhibited moderate to high levels of antitumor activities against the tested cancer cell lines and that most compounds showed more potent inhibitory activities comparable to 5-fluorouracil (5-FU) which was used as a positive control. The mechanism of representative compound 4u (diethyl((2-oxo-1,2-dihydroquinolin-3-yl)(phenyl-amino)methyl)phosphonate) indicated that the compound mainly arrested HeLa cells in S and G2 stages and was accompanied by apoptosis in HeLa cells. This action was confirmed by acridine orange/ethidium bromide staining, Hoechst 33342 staining, and flow cytometry.
authors.affiliation: College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China. b12110055@hnu.edu.cn.|College of Food and Biochemical Engineering, Gaungxi Science &amp; Technology Normal University, Laibin 546199, China. b12110055@hnu.edu.cn.
authors.forename: Yi-Lin
authors.initials: YL
authors.lastname: Fang
authors.affiliation: College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China. wuzhilin@hnu.edu.cn.
authors.forename: Zhi-Lin
authors.initials: ZL
authors.lastname: Wu
authors.affiliation: College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China. mwxiao@hnu.edu.cn.
authors.forename: Meng-Wu
authors.initials: MW
authors.lastname: Xiao
authors.affiliation: College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China. tangyuting14@hnu.edu.cn.
authors.forename: Yu-Ting
authors.initials: YT
authors.lastname: Tang
authors.affiliation: College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China. ming11325@hnu.edu.cn.
authors.forename: Kang-Ming
authors.initials: KM
authors.lastname: Li
authors.affiliation: College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China. yejiao@hnu.edu.cn.
authors.forename: Jiao
authors.initials: J
authors.lastname: Ye
authors.affiliation: College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China. jnxiang@hnu.edu.cn.
authors.forename: Jian-Nan
authors.initials: JN
authors.lastname: Xiang
authors.affiliation: College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China. axhu@hnu.edu.cn.
authors.forename: Ai-Xi
authors.initials: AX
authors.lastname: Hu
mesh_terms: D000072283:A549 Cells; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D017209:Apoptosis / Q000187:drug effects; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D005472:Fluorouracil / Q000633:toxicity; D006367:HeLa Cells; D006801:Humans; D006873:Hydroquinones / Q000737:chemistry*; D061986:MCF-7 Cells; D008856:Microscopy, Fluorescence; D010757:Phosphorous Acids / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D059807:S Phase Cell Cycle Checkpoints / Q000187:drug effects
chemical_list: D000970:Antineoplastic Agents; D006873:Hydroquinones; D010757:Phosphorous Acids; C570063:phosphonic acid; D005472:Fluorouracil; C031927:hydroquinone
keywords: 2-oxoquinoline; anticancer activity; apoptosis; one-pot method; α-aminophosphonate