Journal
MOLECULES
Volume 19, Issue 11, Pages 18656-18675Publisher
MDPI
DOI: 10.3390/molecules191118656
Keywords
microwave irradiation; Claisen-Schmidt condensation; chalcones; cyclocondensation reaction; 2-pyrazolines; antitumor activity
Funding
- Colciencias
- Universidad del Valle
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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 GI(50) values from in vitro assays ranging from 0.48 to 1.66 mu M. 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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