Synthesis, characterization and evaluation of in vitro antitumor activities of novel chalcone-quinolinone hybrid compounds

Resumo

Chalcone-quinolinone hybrid compounds, as well as the synthesis of such compounds, have few reports in the literature. Such compounds may be quite useful in therapeutics, since various biological activities are reported for both chalcones and quinolinones. In the present work, several novel chalcone-quinolinone compounds have been synthesized. The reaction conditions developed allowed to obtain the compounds in a single step of synthesis from the chalcones. The products precipitated pure and were isolated by filtration. The yields of such reactions, from 45 to 94%, were promising. The product structures were confirmed by nuclear magnetic resonance (NMR) and electrospray ionization mass spectrometry (ESI-MS) techniques. Their antitumor activities were evaluated in HCT-116 (colon) cell lines by the 3-(4,5-dimethyl-2-thiazole)-2,5-diphenyl2-H-tetrazolium bromide (MTT) test. The half maximal inhibitory concentration (IC50) values obtained for the most active chalcones were between 2.9 and 7.5 and for active quinolinone was 19.3 mg L-1. The antitumor activities results suggest that the class of compounds studied has potential for use in cancer research.

Descrição

Palavras-chave

Chalcone-quinolinone hybrids, Chacone sulfonamide, Claisen-Schmidt condensation, Antitumor activity

Citação

D’OLIVEIRA, Giulio D. C. et al. Synthesis, characterization and evaluation of in vitro antitumor activities of novel chalcone-quinolinone hybrid compounds. Journal of the Brazilian Chemical Society, Campinas, v. 29, n. 11, p. 2308-2325, 2018. DOI: 10.21577/0103-5053.20180108. Disponível em: https://jbcs.sbq.org.br/default.asp?ed=278. Acesso em: 17 ago. 2023.