Synthesis and Cytotoxic Activity of Novel Resveratrol-Chalcone Amide Derivatives

Resveratrol is a type of natural phenol with a broad range of good biological activities. Based on former work, in order to look for new anticancer agents, a series of novel amide compounds between resveratrol and chalcone possessing piperazine moiety have been synthesized by connecting principle of active biological groups. The structures of compounds were characterized by IR, H-1 NMR, C-13 NMR and HRMS, and in vitro cytotoxic activity was evaluated against a panel of human tumor cell lines (Hela, A549 and SGC7901) by the 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2H-tetrazolium bromide (MTT) assay. The results demonstrated that amide compounds contributed good cytotoxic activity. Especially, (E)-3-(2,4-dimethoxy6-((E)-4-methoxystyryl) phenyl)-1-(4-(N-acryloyl) piperazin-1-yl) phenylprop-2-en-1-one (9) showed the best cytotoxic activity against A549 and Hela (IC50 = 0.26 and 7.35 mu mol.L-1, respectively), and fluorescence-activated cell sorter (FACs) analysis showed that compound 9 significantly induced apoptosis in A549 cell.