title: Synthesis and in vitro photocytotoxicity of coumarin derivatives for one- and two-photon excited photodynamic therapy.
abstract: 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.
authors.affiliation: Technical Institute of Physics and Chemistry, Chinese Academy of Sciences , Beijing 100190, P. R. China.
authors.forename: Qianli
authors.initials: Q
authors.lastname: Zou
authors.forename: Yanyan
authors.initials: Y
authors.lastname: Fang
authors.forename: Yuxia
authors.initials: Y
authors.lastname: Zhao
authors.forename: Hongyou
authors.initials: H
authors.lastname: Zhao
authors.forename: Ying
authors.initials: Y
authors.lastname: Wang
authors.forename: Ying
authors.initials: Y
authors.lastname: Gu
authors.forename: Feipeng
authors.initials: F
authors.lastname: Wu
mesh_terms: D002470:Cell Survival / Q000187:drug effects / Q000528:radiation effects; D003374:Coumarins / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D056945:Hep G2 Cells; D006801:Humans; D008956:Models, Chemical; D015394:Molecular Structure; D009369:Neoplasms / Q000188:drug therapy / Q000378:metabolism / Q000473:pathology; D010778:Photochemotherapy / Q000379:methods; D017785:Photons; D017319:Photosensitizing Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D017382:Reactive Oxygen Species / Q000378:metabolism; D026082:Singlet Oxygen / Q000378:metabolism
chemical_list: D003374:Coumarins; D017319:Photosensitizing Agents; D017382:Reactive Oxygen Species; D026082:Singlet Oxygen; C030123:coumarin