National & Local Joint Biomedical Engineering Research Center on Photodynamic Technologies, College of Chemistry, Fuzhou University, 350108, Fuzhou, P. R. China.
State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fujian College, University of Chinese Academy of Sciences, 350002, Fuzhou, P. R. China.
Chempluschem. 2022 Sep;87(9):e202200158. doi: 10.1002/cplu.202200158.
Increasing Investigations show that photosensitizers (PSs) which target mitochondria are useful for enhancing photodynamic therapy (PDT) efficacy. Herein, we carefully designed and synthesized four triphenylphosphonium (TPP)-modified boron dipyrromethene (BDP)-based PSs through Cu(I)-assisted "3+2" cycloaddition reaction. All of them exhibit intense red light absorption with maxima between 659 and 663 nm, considerable fluorescence emission with quantum yields of 0.16-0.23, high singlet oxygen generation efficiency ranging from 0.22 to 0.34, excellent mitochondria-targeting ability, and good biocompatibility. Upon illumination, they induce significant cancer cell death through a mitochondria-related apoptosis pathway. The IC values of these BDP dyes against MCF-7 cells were determined to be as low as 0.046-0.113 μM under rather low dosage of light irradiation (1.5 J ⋅ cm ).
越来越多的研究表明，靶向线粒体的光敏剂（PSs）可用于增强光动力疗法（PDT）的疗效。在此，我们通过 Cu（I）辅助的“3+2”环加成反应精心设计和合成了四种三苯基膦（TPP）修饰的硼二吡咯甲川（BDP）基 PSs。它们均表现出强烈的红光吸收，最大吸收波长在 659nm-663nm 之间，具有相当的荧光发射，量子产率为 0.16-0.23，具有高的单重态氧生成效率（0.22-0.34），具有优异的线粒体靶向能力和良好的生物相容性。光照后，它们通过线粒体相关的凋亡途径诱导显著的癌细胞死亡。这些 BDP 染料对 MCF-7 细胞的 IC 值在低剂量光照（1.5J ⋅ cm ）下低至 0.046-0.113μM。
