轴向核苷修饰硅酞菁的合成与光动力活性

Synthesis and photodynamic activity of silicon(IV)phthalocyanine axially modified with nucleoside derivatives

本文合成并表征了一种轴向核苷修饰硅酞菁,即二[5′-(2′,3′-O-异丙基)-6-氯嘌呤核苷氧基]硅酞菁(SP1)。通过紫外吸收光谱和荧光光谱研究表明,该化合物在N,N-二甲基甲酰胺和含1%Cremophor EL水溶液中以单体形式存在。该化合物具有较高的单线态氧,具有显著的光动力抗癌活性,对人体肝癌细胞HepG2的半致死浓度(IC_(50))低至0.2×10^(-6)mol·L^(-1)。荧光共聚焦显微镜研究显示,SP1可定位于细胞线粒体中。研究表明,该化合物SP1是一种有发展潜力的抗癌光敏剂。

A new silicon phthalocyanine axially di-substituted with 5’-(2’,3’-O-isopropyl)-6-chlorine purine moieties(SP1)was prepared and characterized by 1H NMR and HR-MS.The electronic absorption and fluorescence emission spectra showed that this compound was essentially nonaggregated in N,N-dimethyformamide and 1%cremophor EL aqueous solution.SP1 also exhibited efficient singlet oxygen generation ability and a high photodynamic activity against human hepatoma HepG2 cells upon light irradiation,with an IC_(50) value down to 0.2×10^(-6)mol·L^(-1).Fluorescence confocal microscopy study indicated that SP1 located preferentially in the mitochondria of the cells.All the results demonstrated that SP1 was highly potential as a new anti-cancer photosensitizer.