Abstract
Several new furan-based heterocycles were prepared by the reaction of furan-chalcone derivative 1 and/or furylpyrazole thioamide derivative 2 with various electrophilic reagents (e.g. 4-anisaldehyde, thiosemicarbazide, dimethylformamide dimethyl acetal, phenyl isothiocyanate, N-cyanoacetyl-pyrazole and nitrous acid). Spectroscopic and elemental analyses were applied to emphasize the structures of these furan containing scaffolds. The newly constructed furan-chalcones and furylpyrazoles were tested for their cytotoxicity on hepatocellular cancer (HepG-2), breast cancer (MCF-7) and colon cancer (HCT-116). The pyrazole scaffold 10 exhibited the highest cytotoxic effect against the tested cell lines HepG2 (IC50 7.36 +/- 0.6 mu g/mL), HTC-116 (IC50 8.14 +/- 0.8 mu g/mL), and MCF-7 (IC50 12.16 +/- 0.8 mu g/mL), compared with the standard anticancer drug Doxorubicin (DOX). Binding mode of the most active compound 10 was illustrated using docking methods that were processed in the same co-crystallographic inhibitor binding site, docking was revealed same interaction of compound 10 analogous to the binding of native inhibitor.