Synthesis of Novel Quinazolin-4-one Derivatives Bearing Benzo[c]-chromen-6-one and Their Anti-tumor and Antimicrobial Activities

A series of novel quinazolin-4(3H)-one derivatives 3a similar to 3e and 4a possessing 3,4-benzo[c] coumarin and amino side chain were designed and synthesized by the condensation reaction of 2-aminobenzamide and 3,4-benzo[ c] coumarin aldehyde prepared by Heck coupling reaction, followed by S(N)2 substitution reaction with haloalkane. The compounds were evaluated for their anti proliferation activities against four tumor cells and antimicrobial activities. The results showed that 3e showed moderate anti Hela activity with the IC50 value of 22.63 and 23.35 mu mol/L for 4a against MCF-7. Most tested compounds exhibited significant anti Escherichia coli activities, and the inhibition rate was above 89% at the concentration of 50 mu g/mL. The inhibition rates of 2-phenyl-4-(2-(piperidin-1-yl) ethoxy) quinazoline (1b) against Fusarium oxysporum and Rhizoctonia solani and 3d against Verticillium dahliae are 100%.