中介二芳基卟吩衍生物的合成及光动力抗肿瘤作用研究

Synthesis of meso-diarylporphyrin derivatives and evaluation oftheir antitumor effects in photodynamic therapy

以二芳基卟吩环结构为基础,设计并制备了4个二芳基卟吩衍生物(P1、P2、P3和P4)。采用^(1)H NMR、^(13)C NMR和HR-MS对其结构进行了表征。通过紫外-可见吸收光谱确定其最长吸收波长位于630 nm左右;荧光发射光谱表明其最大发射波长位于630 nm左右;化合物P4的单线态氧生成速率最高(K=0.0314 min^(-1));MTT法检测对人食管癌细胞(ECA-109)的体外细胞抗增殖能力,结果显示4个化合物对ECA-109均具有光动力抑制作用。化合物P4在635 nm光照条件下,对ECA-109细胞抑制率高达70%,光毒性效果明显,值得进一步开发。

Here a series of 5,15-diarylporphyrin derivatives(P1-4)were designed and synthesized.Their structures were characterized by ^(1)H NMR,^(13)C NMR and HR-MS.The UV-Vis spectra of P1-4 showed that the maximum absorption were around 630 nm.The maximum emission wavelength was located at 630 nm in fluorescence emission spectrum.The in vitro anti-proliferation ability of these four compounds against human esophageal carcinoma cell line(ECA-109)was evaluated by MTT assay and flow cytometry.The test results showed that all these compounds had photodynamic inhibitory effects on ECA-109.Upon light-irradiation at 635 nm,compound P4 exhibited the most obvious photodynamic anti-tumor effect,with an inhibition rate of 70%,and compound P4 was deserved further exploration in drug discovery.