Synthesis and Anticancer Activities of Amide-Bridged Coumarin–Quinazolinone Hybrid Compounds

Some novel 3-aminoquinazolin-4( 3H )-one derivatives were synthesized by the reaction of 2-aminobenzhydrazide and corresponding iminoester hydrochlorides and then reacted with coumarin-3-carbonyl chloride to obtain novel coumarin–quinazolinone hybrids. The synthesized hybrid compounds were screened for their anticancer activity against various human cancer and normal cell lines. N -{2-[(4-Bromo- and N -{2-[(3-bromo-phenyl)methyl]-4-oxoquinazolin-3(4 H )-yl}-2-oxo-2 H -1-benzopyran-3-carboxamides exhibited the highest cytotoxic effect on the PC-3 prostate cancer cell line: IC 50 35.3 ± 0.6 and 36.8 ± 0.8 µg/L, respectively. N -{2-[(4-Fluoro-, N -{2-[(4-bromo-, and N -{2-[(3,4-dichloro-phenyl)methyl]-4-oxoquinazolin-3(4 H )-yl}-2-oxo-2 H -1-benzopyran-3-carboxamides showed the highest activity against the MCF-7 breast cancer cell line: IC 50 48.5 ± 0.4, 44.8 ± 0.4 and 46.1 ± 0.5 µg/L, respectively.