钌-菲罗啉卟啉的合成及与DNA的相互作用

以5-(4-羟基苯基)-10,15,20-三苯基卟啉和钌-菲罗啉衍生物为原料, 合成了3个两亲性钌-菲罗啉卟啉化合物, 并通过核磁共振波谱、红外光谱、紫外-可见光谱、质谱和元素分析等对化合物的结构进行了确证. 采用紫外-可见光谱、 荧光发射光谱和圆二色光谱考察了目标化合物与ct-DNA的相互作用, 研究了它们与DNA的结合模式. 实验结果表明, Por1, Por2和Por3与DNA的结合常数分别为1.46×10⁵, 2.75×10⁵和5.69×10⁵ L/mol. 此外, 在不同DNA浓度下, Por1和Por2与DNA的结合模式为插入模式和外部结合模式共存, Por3与DNA的结合模式主要为自堆积的外部键合和静电作用. 结果表明, 钌-菲罗啉卟啉化合物是新型的光动力治疗试剂.

Synthesis of Ruthenium-phenanthroline Porphyrins Interacting with DNA

Porphyrin compounds have important research value and significance in photodynamic therapy against tumor diseases. In this work, 5-(4-hydroxyphenyl)-10,15,20-triphenylporphyrin and ruthenium-phenanthroline derivates as starting materials, three amphiphilic ruthenium-phenanthroline porphyrins were prepared and confirmed by 1H NMR, IR, UV-Vis, MS and elemental analysis. Through UV-visible spectro-scopy, fluorescence spectroscopy and circular dichroism, the interactions of calf thymus DNA with these porphyrins were investigated and the binding modes of them were obtained. The binding constants of Por1, Por2 and Por3 were 1.46×105, 2.75×105 and 5.69×105 L/mol, respectively. Additionally, Por1 and Por2 showed intercalative interaction and outside groove-face binding with DNA, but Por3 interacted DNA with outside sta-cking and the electrostatic modes in presence of different DNA concentrations. The research results suggest these porphyrins are promising new photodynamic therapeutic agents.