Study On The Synthesis, Structure And Biological Activity Of The Derivatives Of Paeonol With Organic Polyamine And Their Metal Complexes

Paeonol is a traditional Chinese medicine, which is one of the main components ofMoutan Cortex, and has been reported to possess antibacteria, analgesic, sedative, antiallergic,antioxidative, strengthing immune system and antisensitive properties. Study to its functionand mechanism have, for many years, been an active area of research, growing interest inwhich continues to expand. Based on paeonol and various organic polyamine, a series ofcomplexes derived from them were synthesized and characterized by spectral characterization.A total of thirty crystal structures of these compounds were determined by X-ray singlecrystal diffraction. The toxicity of these complexes were evaluated though agar diffusionmethod and antioxidant activity of them were studied. The research conclusions are asfollows:Nine novel Schiff bases complexes were synthesized by condensation of paeonol withaliphatic amine. Their structures were confirmed by spectral characterization and the crystalstructures of four Schiff bases complexes have been determined by single-crystal X-raydiffraction. Two novel Schiff bases complexes were synthesized by condensation of paeonolwith benzylamine and phenylpropanolamine, respectively. The structures of the twocomplexes were confirmed by single-crystal X-ray diffraction and quantum chemistrycalculation.Three organic polyamine, N, N, N', N'-tetrakis(3-aminopropyl)Ethylenediamine, N, N,N', N'-tetrakis(3-aminopropyl)-1,3-propyldiamine and N, N, N', N'-tetrakis(3-aminopropyl)-1,2-propyldiamine, were synthesized in improved technique. Three novel Schiff basescomplexes were synthesized by condensation ofpaeonol with these polyamine. The structureof the Schiff bases complexes were confirmed by spectral characterization and quantumchemistry calculation. The crystal structures of a Schiff bases complexe has been determinedby single-crystal X-ray diffraction.N-(3-aminopropyl)furylfurylamine was synthesized by addition and hydrogenationreactions of acrylonitrile with furylfurylamine, and was confirmed by spectralcharacterization. Two novel Schiff bases complexes were synthesized by condensation ofpaeonol with furylfurylamine and N-(3-aminopropyl)furylfurylamine, respectively.Four metal complexes were synthesized by paeonol with copper(â…¡), nickel(â…¡), cobalt(â…¡)and manganese(â…¡) respectively. These complexes were characterized by spectralcharacterization such as elemental analysis, IR, and UV. Three metal complexes weredetermined by X-ray single crystal diffraction. Five Schiff base copper(â…¡) complexes were synthesized, however, [CuL²] were foundnot stable, its hydrolysis proceeds slowly in methanol solution. Three Schiff base zinc(â…¡)complexes were synthesized in the presence of Zn²⁺ and a three nuclear Mn(â…¡) complex wassynthesized by Schiff base condensation of paeonol with entholamine in the presence of Mn2+.The structure of these complexes were confirmed by spectral characterization and the crystalstructures of six complexes have been determined by single-crystal X-ray diffraction.N-(3-aminopropyl)benzylamine was synthesized by addition and hydrogenationreactions of acrylonitrile with benzylamine, and was confirmed by spectral characterization.Based on paeonol, N-(3-aminopropyl)benzylamine and salicylaldehyde, three copper(â…¡)complexes were synthesized in the presence of Cu²⁺. Crystal structures of these compoundswere determined by X-ray single crystal diffraction.Three copper(â…¡) complexes were synthesized by Schiff base condensation of PPA withpaeonol, salicylaldehyde andβ-hydroxy-naphthaldehydealiphatic in the presence of Cu²⁺,respectively. Structures of these compounds were characterized by spectral characterization,and two complexes were determined by X-ray single crystal diffraction.Based on N, N, N"-tri(3-aminopropyl)Ethylenediamine, two metal complexes weresynthesized and characterized. Based on ramification of imidazole, 2-aminopyrimidine, andvarious organic polyamine, six complexes were synthesized, their structure were confirmedby spectral characterization and X-ray single crystal diffraction.These title complexes were valued, for their antimicrobial activity against bacterialstrands using the agar diffusion method and found to be active against the four test bacterialorganisms. Their antioxidant activity were studied by the free stable radical DPPH. The resultindicated that the derivatives of Paeonol have weak ability in eliminating free radical.