Synthesis Of Paeonol Derivatives Linked With1，2,3-Triazole Moiety Via1，3-Dipolar Huisgen-Cylcoaddition Reaction

In the graduation thesis, the purpose of the research which paeonol is the object of the sturdy is toimprove the defects of paeonol on the basis of a large number of experiments and paeonol review reportedin the literature, such as lower solubility in water, unstable and likely to be volatile, to seek the highactivity of the drug via the synthesis of a series of new derivatives of paeonol.According to the merging principle of drug design, with a variety of pharmacological activities of1,2,3-triazole ring is introduced into the structure of paeonol and paeonol via a series of structuralmodification, a series of paeonol derivatives containing1,2,3-triazole ring were gained and the catalystand reaction conditions were optimized. And according to of the drug molecular design principle of theprodrug, with the introduction of a certain activity of the benzimidazole, the paeonol derivatives containingbenzimidazole were synthesized. Above taking into account the basis of the physiological activity of thetriazole ring, the synthesis of a series of new derivatives of paeonol containing1,2,3-triazole ring weresuccessed after paeonol azide react with alkyne under certain conditions. The detailed contents are asfollows:The dissertation first reviews the methods on Pae content determination, Pae extraction and isolation,Pae-related pharmacological activities and the structural modification in recent years.Followed by paeonol as raw materials, α-bromo paeonol was produced the bromination of the sidechain carbonyl of α-H under the conditions of the retaining of the hydroxyl groups on the benzene. Thesynthesis of a series of paeonol triazole derivatives by the Huisgen1,3-dipolar cycloaddition reactions afterthe α-bromo paeonol was azided and transferred into intermediate paeonol azide. And the catalysts for the reaction were optimized through comparison of experimental template reaction. The products werecharacterized by¹H NMR,¹³C NMR, ESI MS.The other series of paeonol triazole derivatives by the Huisgen1,3-dipolar cycloaddition reactionsafter the paeonol was reacted with propargyl bromide and transferred into intermediate paeonol alkyne.The catalysts and auxiliary conditions for the reaction were optimized through comparison of experimentaltemplate reaction. The products were characterized by¹H NMR,13C NMR, ESI MS.Paeonol, as raw materials, react with2-mercapto benzimidazole, produced a new benzimidazolederivatives.¹H NMR,¹³C NMR spectra of the compound that showing the signal peaks were completelyassigned via application of¹H-¹H COSY, DEPT135, HMBC, HMQC.