3 years ago

Mitochondrial-targeting Polyamine−Protoporphyrin Conjugates for Photodynamic Therapy

Toshiaki Enoki, Takashi Hayashi, Urara Hasegawa, Yousuke Ooyama, Akira Onoda, Joji Ohshita, Fargol Taba
Two polyamine derivatives of protoporphyrin IX (PPIX) were tested as photodynamic therapy (PDT) agents in HT29 colorectal cancer and HEP3B liver cancer cell lines. These molecules exhibit excellent singlet oxygen quantum yields and show strong in vitro PDT efficacy after 660 nm laser irradiation whereas exogenous PPIX itself exhibits much weaker PDT effects. Confocal imaging studies reveal that a protoporphyrin derivative with eight amine moieties, has excellent water-solubility, and localizes mainly in the mitochondria of both HT29 and HEP3B cells, whereas the cellular distribution of a protoporphyrin derivative with four amine moieties is not as specific. This work demonstrates that polyamine moieties on macrocycles can enhance PDT efficacy by targeting mitochondria.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/cmdc.201700467

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