title: Synthesis, X-ray crystallographic analysis, and antitumor activity of N-(benzothiazole-2-yl)-1-(fluorophenyl)-O,O-dialkyl-alpha-aminophosphonates.
abstract: Alpha-aminophosphonates containing benzothiazole and fluorine moiety, 4a-4m, were synthesized by Mannich-type addition in ionic liquid media with high yield and short reaction time. Their structures were established by IR, (1)H NMR, (13)C NMR, and elemental analysis. The X-ray crystallographic data of compounds 4j and 4m were provided. The newly synthesized compounds were evaluated for their anticancer activities against PC3, A431, A375, and Bcap37 cells in vitro by the MTT method. Compound 4c is highly effective against PC3 cells and moderate to A431 cells. Hence, further study is necessary to find out the potential antitumor activities.
authors.affiliation: Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025, PR China.
authors.forename: Linhong
authors.initials: L
authors.lastname: Jin
authors.forename: Baoan
authors.initials: B
authors.lastname: Song
authors.forename: Guoping
authors.initials: G
authors.lastname: Zhang
authors.forename: Ruiqing
authors.initials: R
authors.lastname: Xu
authors.forename: Sumei
authors.initials: S
authors.lastname: Zhang
authors.forename: Xingwen
authors.initials: X
authors.lastname: Gao
authors.forename: Deyu
authors.initials: D
authors.lastname: Hu
authors.forename: Song
authors.initials: S
authors.lastname: Yang
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D052160:Benzothiazoles; D049109:Cell Proliferation / Q000187:drug effects*; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020128:Inhibitory Concentration 50; D008175:Lung Neoplasms / Q000188:drug therapy; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D008545:Melanoma / Q000188:drug therapy; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000091402:Prohibitins; D011471:Prostatic Neoplasms / Q000188:drug therapy; D012878:Skin Neoplasms / Q000188:drug therapy; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D014407:Tumor Cells, Cultured
chemical_list: D000970:Antineoplastic Agents; D052160:Benzothiazoles; D063065:Organophosphonates; C000717331:PHB2 protein, human; D000091402:Prohibitins; D013844:Thiazoles; C005465:benzothiazole