Technical Institute of Physics and Chemistry, Chinese Academy of Sciences , Beijing 100190, P. R. China.
J Med Chem. 2013 Jul 11;56(13):5288-94. doi: 10.1021/jm400025g. Epub 2013 Jun 25.
Triethylene glycol functionalized coumarin derivatives 1-5 were synthesized and investigated as photosensitizers for one- and two-photon excited photodynamic therapy (PDT). Their absorption, fluorescence, triplet-state quantum yields, and singlet oxygen quantum yields were found to be significantly related to the substituent at the 7-position of the coumarin ring. In vitro photocytotoxicity of these derivatives toward HepG2 cells was examined and compared with a clinical drug. In vitro generation of reactive oxygen species (ROS), cellular uptake, and intracellular distribution of these derivatives were also characterized to fully reveal their structure-property relationships. The results showed that derivative 5, with a two-photon absorption cross section value of 1556 GM, could be a powerful PDT agent for both superficial diseases and solid tumors.
三甘醇功能化香豆素衍生物 1-5 被合成并作为单光子和双光子激发光动力疗法 (PDT) 的光敏剂进行了研究。它们的吸收、荧光、三重态量子产率和单线态氧量子产率与香豆素环 7 位取代基显著相关。这些衍生物对 HepG2 细胞的体外光细胞毒性与一种临床药物进行了比较。还对这些衍生物的活性氧 (ROS) 的体外生成、细胞摄取和细胞内分布进行了表征，以充分揭示它们的结构-性质关系。结果表明，具有 1556 GM 双光子吸收截面值的衍生物 5 可能是一种用于治疗浅表疾病和实体瘤的有效 PDT 试剂。
