title: Synthesis of novel analogs of 2-pyrazoline obtained from [(7-chloroquinolin-4-yl)amino]chalcones and hydrazine as potential antitumor and antimalarial agents.
abstract: A new series of N-acetyl and N-formyl-pyrazoline derivatives 6 and 7-8 were synthesized by cyclocondensation reaction of [(7-chloroquinolin-4-yl)amino]chalcones with hydrazine hydrate in acetic acid and hydrazine hydrate in formic acid respectively. These compounds were evaluated in vitro as antitumor and as antimalarial agents. Compounds 7b and 8b-e showed remarkable antitumor activity against cancer cell lines, with the most important GI50 values ranging from 0.13 to 0.99 μM. The best antimalarial response was observed for compound 7a with an inhibition percentage of 50.8% for Plasmodium falciparum, a hemolytic capacity of 3.2% and an IC50 of 14.1 μg/mL.
authors.affiliation: Heterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, A. A. 25360 Cali, Colombia. Electronic address: braulio.insuasty@correounivalle.edu.co.
authors.forename: Braulio
authors.initials: B
authors.lastname: Insuasty
authors.forename: Alba
authors.initials: A
authors.lastname: Montoya
authors.forename: Diana
authors.initials: D
authors.lastname: Becerra
authors.forename: Jairo
authors.initials: J
authors.lastname: Quiroga
authors.forename: Rodrigo
authors.initials: R
authors.lastname: Abonia
authors.forename: Sara
authors.initials: S
authors.lastname: Robledo
authors.forename: Ivan Darío
authors.initials: ID
authors.lastname: Vélez
authors.forename: Yulieth
authors.initials: Y
authors.lastname: Upegui
authors.forename: Manuel
authors.initials: M
authors.lastname: Nogueras
authors.forename: Justo
authors.initials: J
authors.lastname: Cobo
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000981:Antiprotozoal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D047188:Chalcones / Q000737:chemistry*; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D006834:Hydrazines / Q000737:chemistry*; D015394:Molecular Structure; D021261:Parasitic Sensitivity Tests; D010963:Plasmodium falciparum / Q000187:drug effects*; D011720:Pyrazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: C587511:((7-chloroquinolin-4-yl)amino)chalcone; D000970:Antineoplastic Agents; D000981:Antiprotozoal Agents; D047188:Chalcones; D006834:Hydrazines; D011720:Pyrazoles; C029424:hydrazine
keywords: Antitumor and antimalarial activities; Chalcones; Cyclocondensation reaction; Pyrazolines