Synthesis and in Vitro Antitumor Activity of a Novel Series of 2-Pyrazoline Derivatives Bearing the 4-Aryloxy-7-chloroquinoline Fragment

Autor: Alba Montoya, Jairo Quiroga, Rodrigo Abonia, Manuel Nogueras, Justo Cobo, Braulio Insuasty
Jazyk: angličtina
Rok vydání: 2014
Předmět:
Zdroj: Molecules, Vol 19, Iss 11, Pp 18656-18675 (2014)
Druh dokumentu: article
ISSN: 1420-3049
DOI: 10.3390/molecules191118656
Popis: 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.
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