[5+1]Annulations Synthesis Of Novel Trans-stilbene Derivatives And Its Antitumor Activity

As diet and life style changes,cancer was in high rates around the world.But there is not yet an effective way to prevent cancer,so the treatment of cancer is particularly important therefore,it is better to discover and cure cancer as soon as possible.Among cancer drugs,for its unique therapeutic mechanism and significant effect,stilbene has been widely accepted and recognized.In recent years,the important way to cure cancer is to make resveratrol as a representative of stilbene compoundsOn the basis of literatures,a novel synthetic method for stilbene derivatives via[5+1]annulation was developed,in which diketene was employed as the starting materials,which diketene was employed as the staring materials,producing ten stilbene derivatives.The reaction consists of four consecutive reactions that include preparation of substituted acetyl acetamide,condensation with carbon disulfide followed by alkylation with iodomethane,condensation with substituted cinnamaldehyde and[5+1]annulation with nitro compounds.There is no cis-isomer formed,which avoided the difficult of isomers separation using coupling reaction.In addition,this protocol expands the application scope of[5+1]annulation from the side chains with aromatic amide to alkyl amide and heterocyclic amide.Most of the pure products were analyzed by 1H NMR ? 13C NMR.The cytotoxicity was tested by MTT assay.The results indicate that compounds 5aa exert cytotoxic effects against human prostatic cell line PC-3,human hepatoma cell line HepG-2,human cancer cell line MCF-7 three tested carcinoma cell lines with a lower IC50 value than that of resveratrol.