Synthesis And Photographic Properties Of Porphyrin Derivatives

Singlet oxygen is closely related to human life,biological metabolism,and the corresponding physiological processes.It is a very important reactive oxygen free radical with extremely active physicochemical pr operties and can be widely used in wastewater treatment and laundry bleaching.In recent decades,the use of singlet oxygen sensitizers has expanded to biological systems and is used in photodynamic therapy for cancer and antibacterial therapy as well as in blood sterilization.Singlet oxygen is the most effective reactive oxygen species approved by photodynamic therapy（PDT）and is particularly important in photodynamic therapy.Various photosensitizers capable of producing singlet oxygen,such as fluorescein and porphyrin,have been studied.In view of the good biocompatibility and photosensitivity of porphyrin derivatives,preferen tially and rapidly enriched around the proliferating cells and irradiated with a suitable light source to produce photooxidation of cancer cells by singlet oxygen.The ability to kill cancer cells stands out among many types of PDT drugs and is the only one approved by the drug regula tory department for clinical treatment.In this paper,the important applications of singlet oxygen in photo dynamic therapy（PDT）are introduced.Porphyrins（TPP）,nitroporphyrins（TPP-NO₂）,zinc porphyrins（TPP-Zn）,5,15-bis(3,4,5-tri（tripropoxyph enyl）porphyrins（BTPPP）,[5,15-Diethynyl-10,20-bis（3,4,5-tris（hexadecyloxy）phenyl）porphyrin]zinc（DBTCPP-Zn）,[5,15-dialdehyde group 10,20-bis（3,4,5-tris（hexadecyloxy）phenylporphyrin）]zinc（AEBHPP）,[5,15-dinitrile10,20-bis（3,4,5-tris（hexadecyloxy）phenylporphyrin）]zinc（Por-CN）,[5,15-di carboxy 10,20-bis（3,4,5-tris（hexadecyloxy）phenylporphyrin）]zinc（CEBHPP）,poly（2-anthraquiquinone）[5,15-diethynyl-10,20-bis（3,4,5-tris-（hexadec yloxy）phenyl）porphyrin]（ADEBHPP）n.The chemical structure of these porphyrin derivatives was characterized by optical property analysis,ultra violet absorption spectroscopy,nuclear magnetic resonance and mass spe ctrometry.Then the ability of these porphyrin derivatives to produce singlet oxygen was tested under the irradiation of three different light sour ces（365 nmultraviolet lamp,simulated sunlight,590 nm LED）.It was found that the electron-pushing group（such as OC₃H₇ alkoxyl group）,gold.It belongs to zinc,and hydrophilic group（COOH）promotes the formation of singlet oxygen,while-NO₂ electron-absorbing group and ol igomer reduce the efficiency of singlet oxygen formation.This will help to explore the relationship between structure and photooxidation ability,and provide reference for the design and optimization of more effective porphyrin photosensitizers in the next step.Finally,based on the above analysis results,four porphyrin photosensitizers were selected for dark field toxicity experiments,and the effect of porphyrin photosensitizers on biological safety was explored.It was found that the concentration of porphyrin photosensitizers was lower than 100 ug/mL.The cell viability was above 80%,indicating that the dark toxicity of porphyrin photosensitizers could be neglected.This paves a solid foundation for the next research in the field of biomedicine.