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Synthesis of a Photostable Near‐Infrared‐Absorbing Photosensitizer for Selective Photodamage to Cancer Cells
Authors:Tung‐Sheng Hsieh  Jhen‐Yi Wu  Prof Dr Cheng‐Chung Chang
Affiliation:Graduate Institute of Biomedical Engineering, National Chung Hsing University, 250 Kuo Kuang Road, Taichung 402, Taiwan (R.O.C.)
Abstract:A new class of near‐infrared (NIR)‐absorptive (>900 nm) photosensitizer based on a phenothiazinium scaffold is reported. The stable solid compound, o‐DAP, the oxidative form of 3,7‐bis(4‐methylaminophenyl)‐10H‐phenothiazine, can generate reactive oxygen species (ROS, singlet oxygen and superoxide) under appropriate irradiation conditions. After biologically evaluating the intracellular uptake, localization, and phototoxicity of this compound, it was concluded that o‐DAP is photostable and a potential selective photodynamic therapy (PDT) agent under either NIR or white light irradiation because its photodamage is more efficient in cancer cells than in normal cells and is without significant dark toxicity. This is very rare for photosensitizers in PDT applications.
Keywords:near infrared  photodamage  photosensitizers  phenothiazinium  reactive oxygen species
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