title: Synthesis and in vitro antitumor activity of a novel series of 2-pyrazoline derivatives bearing the 4-aryloxy-7-chloroquinoline fragment.
abstract: A new series of NH-pyrazoline derivatives 6 was synthesized by cyclocondensation reaction of novel [(7-chloroquinolin-4-yl)oxy]chalcones 5 with hydrazine hydrate. The treatment of pyrazolines 6 with acetic anhydride or formic acid yielded the N-acetyl- or N-formylpyrazoline derivatives 7-8, respectively. These novel 2-pyrazoline derivatives 6-8 were evaluated by the U.S. National Cancer Institute (NCI). Compounds 7b,d,f and 8c,f showed remarkable antitumor activity against 58 cancer cell lines, with the most important GI50 values from in vitro assays ranging from 0.48 to 1.66 μM. The 2-pyrazoline derivatives bearing the 4-aryloxy-7-chloroquinoline fragment are thus considered to be useful leads for the rational design of new antitumor agents.
authors.affiliation: Heterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, Apartado Aéreo 25360, Colombia. montoyaarias340@gmail.com.
authors.forename: Alba
authors.initials: A
authors.lastname: Montoya
authors.affiliation: Heterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, Apartado Aéreo 25360, Colombia. jaiquir@gmail.com.
authors.forename: Jairo
authors.initials: J
authors.lastname: Quiroga
authors.affiliation: Heterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, Apartado Aéreo 25360, Colombia. rodrigo.abonia@correounivalle.edu.co.
authors.forename: Rodrigo
authors.initials: R
authors.lastname: Abonia
authors.affiliation: Department of Inorganic and Organic Chemistry, Universidad de Jaén, Jaén 23071, Spain. mmontiel@ujaen.es.
authors.forename: Manuel
authors.initials: M
authors.lastname: Nogueras
authors.affiliation: Department of Inorganic and Organic Chemistry, Universidad de Jaén, Jaén 23071, Spain. jcobo@ujaen.es.
authors.forename: Justo
authors.initials: J
authors.lastname: Cobo
authors.affiliation: Heterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, Apartado Aéreo 25360, Colombia. braulio.insuasty@correounivalle.edu.co.
authors.forename: Braulio
authors.initials: B
authors.lastname: Insuasty
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D009369:Neoplasms / Q000188:drug therapy* / Q000378:metabolism / Q000473:pathology; D011720:Pyrazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000970:Antineoplastic Agents; D011720:Pyrazoles