Anticancer and radiosensitizing evaluation of novel sulfonamides with quinoline and pyrimidoquinoline groups

作者：Ghorab Mostafa M^*; Shaaban Mohamed A; Heiba Helmy I; Zaher Ashraf; Hamed Amal A

来源：Research on Chemical Intermediates, 2015, 41(2): 647-661.

DOI：10.1007/s11164-013-1218-9

• Quinolines
• Pyrimidoquinolines and sulfonamides
• Anticancer activity

Because of the reported anticancer activity of quinolines and pyrimidoquinolines containing the biologically active sulfonamide moiety, a new series of quinoline and pyrimidoquinoline derivatives were synthesized and tested for in-vitro anticancer activity against liver-cancer cells. Reaction of 5,5-dimethylcyclohexane-1,3-dione 1 with sulfanilamide 2 in ethanol yielded the corresponding enaminone 3. Treatment of enaminone 3 with 2-(4-methylbenzylidene)malononitrile 4 gave the corresponding strategic starting material quinoline 6. The quinoline-o-aminocarbonitrile 6 was used to synthesize new series of quinolines 8, 11, 15-20 and pyrimidoquinolines 7, 10, 12-14. The structures of the synthesized compounds were confirmed by microanalysis, IR, H-1 NMR, and C-13 NMR spectroscopy, and use of mass spectral data. Almost all the compounds had significant activity against human cancer cell line HEPG2 compared with doxorubicin as a positive control. The most potent compounds, 7, 10, and 20, were also evaluated for their ability to enhance the killing effect of gamma-radiation.

• 出版日期2015-2