Synthesis And Biological Activity Of Ferulic Acid Derivatives

Based on the structure of ferulic acid,we reported a series of ferulic acid derivatives containing acylhydrazone moiety,whose structures were characterized by IR,1H NMR,13 C NMR,and HRMS.Their antiviral activity against TMV and CMV in vivo were systematically evaluated.Furthermore,molecular docking study of target compounds with TMV-CP was performed to investigate the binding modes.The study work was as following.1.Taking D4 as an example,the reaction conditions including the solvent,molar ratio,and temperature were screened,then the optimum reaction condition was determined.Using absolute methanol as the solvent,molar ratio of C4 and the corresponding aldehyde as 1:1.1,D4 was synthesized at 60 ℃.2.By using the Gooding method,target compounds were evaluated for their antiviral activity against TMV and CMV in vivo.The commercial agent ningnanmycin was used as positive control.The preliminary results revealed that D7 showed excellent inactivating activity against TMV with EC50 value of 36.59 μg/m L,which was similar with that of ningnanmycin(35.08 μg/m L).D11 showed outstanding protective activity against CMV with EC50 value of 186.31 μg/m L,which was higher than that of ningnanmycin(296.88 μg/mL).D26 showed remarkable curative activity against CMV with EC50 value of 297.05 μg/mL,which was better than that of ningnanmycin(389.20 μg/m L).3.D5,D6,D7,D14,D15,and D24 were selected to make molecular docking with TMV-CP.The results demonstrated that the structures of target compounds were crucial to the binding modes with TMV-CP.There were H-bonds and Non-Hbonds interactions between target compounds with TMV-CP,and H-bonds had important impact on the stability of molecular-protein complex.The combinative affinity of target compounds with TMV-CP was correlated with the inactivating activity against TMV.