Synthesis And Photosensitivity Of Octa - Substituted Phthalocyanine Photosensitizer

Phthalocyanine (Pcs)-polyamine photosensitizer has attracted much attention due to its good biological safety and potential tumor targeting function in photodynamic therapy (PDT) field. However, there still exists some problems, such as low solubility, high aggregation and low-purity resulting from isomeride, which severely limit its clinical application. Octa-substituted phthalocyanine can efficiently avoid isomeride phenomenon, and its single structure provides potential possibility of clinical application. Furthermore, the increase of side chain steric hindrance of octa-substituted ZnPcs can effectively inhibit their aggregation behaviors and enhance their photosensitive activities. Based on above conception, in this paper, series of octa-substituted Pcs-polyamine and its derivatives had been designed, and by comparing octa-substituted Pcs and tetra-substituted Pcs, the photophysical and photochemical properties of octa-substituted phthalocyanine tetra-substituted phthalocyanine were studied. The main conclusions are as follows.(1) In this paper, Six new-type octa-substituted ZnPcs as well as their derivatives were designed and synthesized. All of the precursory compounds and ZnPc derivatives were characterized by IR spectra, UV-Vis spectra,1H-NMR,13C-NMR, MS and elemental analyses.(2) By uv-vis absorption spectroscopy results shows that octa-substituted Pcs showes existing primarily in the form of monomeric in water and physiological environment, and the tetra-substituted phthalocyanine showes existing aggregation in the form of monomeric in water and physiological environment.(3) Furthermore, by fluorescence spectrum results shows that octa-substituted Pcs shows stronger fluorescence than tetra-substituted Pcs in water and physiological environment.(4) Photodegradation and singlet oxygen generation ability of octa-substituted Pcs were studied in water compared with tetra-substituted Pcs. Studies shows that octa-substituted Pcs has higher singlet oxygen generation rate, which can show that has stronger photosensitive activity and is a potential photosensitive drug.