Synthesis, Characterization And Biological Activity Of 2-substituted Porphyrin And Their Transition Metal Complexes

Being various structures and extensive uses, 2-substituted porphyrins and their metal complexes were payed more and more attention. 2-substituted porphyrins and their metal complexes were extensive used in many fileds, such as catalysis, biologic active and functional material ,and so on. In this paper,the synthesis method and biologic active of 2-substituted porphyrins and their transition metal complexes were studyed. Further more, 2-Schiff base substituted porphyrin were synthesized by the reaction of 2-substituted porphyrin and aldehyde and its transition metal copper complexes were also synthesized . The main work are as following:Chapter 1^st the synthesis method and especial character of 2-substituted porphyrins were summarized, and the development of Photodynamic therapy (PDT) to cancer were summarized too, in which porphyrins were used as photosensitizes.Chapter 2^ed 2-nitro-substituted porphyrin (2-NO2-TPP, 3) and its copper complex (Cu(2-NO₂-TPP), 1) and nickel complex (Ni(2-NO₂-TPP), 2) were synthesized by two different synthesis methods. These complexes were characterized by element alanalysis, infrwered spectra, UV-Vis spectra, mase spectra, ¹HNMR.The "one pot boiled" method was adopted to synthesize 2-nitro-substituted metalloporphyrin after compared two different . Further more, 2-nitro-substituted porphyrin was obtained by removing the transition metal ion from metalloporphyrin in the condition of thick vitriolic acid .Chapter 3^rd 2-amino-substituted porphyrin (2-NH₂-TPP, 4) was synthesized by two different methods and then its transition metal Co,Ni,Cu,Zn complexes (5), (6), (7), (8) were also obtained. They were characterized by element alanalysis,infrwered spectra,UV-Vis spectra,mase spectra,and ¹HNMR, etc.Chapter 4^th The antibacterial activity of 2-amino-substituted porphyrin (4) and 2-amino-substituted porphyrin cobalt complexes (Co(2-NH₂-TPP), 5) were studied. It is found that, 2-amino-substituted porphyrin (4) don't have antibacterial activity,but its cobalt complexes (5) has antibacterial activity. The anti-tumour activity of the 2-nitro -substituted porphyrin copper complex (1) and 2-amino-substituted porphyrin (4) were also estimated. By detecting the survival rate of the tumour cells under the action of those complexes ,we found that, the anti-tumour activity of 2-amino-substituted porphyrin (4) was stronger than that of 2-nitro-substituted porphyrin copper complex (1).The reason was also given.Chapter 5^th 2-Schiff base-substituted porphyrin (10) was synthesized by the reaction of 2-amino-substituted porphyrin (4) and 4-((3-phenyl oxyphenyl)-propyloxyphenyl) phenyl formaldehyde and its copper complex (11) was obtained by adding copper salt in the solution of (10). The anti-tumour activity of 2- Schiff base -substituted porphyrin (10) was studied, and the result showed that the anti-tumour activity of 2-Schiff base-substituted porphyrin (10) was stronger than that of 2-amino-substituted porphyrin (4) ,and was stronger than that of 2-nitro-substituted porphyrin copper complex (1) too. The reason of anti-tumour activity of 2-Schiff base -substituted porphyrin (10) was given.