Synthesis and pharmacological properties of coumarin-chalcones.

ABSTRACT

New chalcones (2a-e) were prepared by Claisen-Schmidt condensation from 3-acetyl-4-hydroxycoumarin, which was used as a key intermediate in this synthesis. However, we can easily obtain compounds (3a-e) by refluxing chalcone (2a-e) with 4-hydroxycoumarin in the presence of ammonium acetate and glacial acetic acid. Multinuclear NMR (1H and 13C), IR and elemental analysis characterized the structure of the final compound. The antibacterial activity of the obtained products against various bacterial strains was tested in vitro. The antioxidant properties of the same synthesized compounds were also studied using DPPH (2,2-diphenyl-1-trinitrophenylhydrazine) and hydroxyl radical scavenging tests. Furthemore a study was conducted to highlight the nature of the effects produced by screening 2a-e and 3a-e products on colon cancer cell lines (HCT-116) and hepatocellular carcinoma cell lines (HepG-2). Good cytotoxic activity against standard vinblastine was observed for compound 3a. •3-acetyl-4-hydroxycoumarin as a simple coumarinic ketone was modified to coumarins-bonded chalcones.•Modification was performed through two steps reaction.•Final products exhibited free radical scavenging activity and Good cytotoxic.