Hypocrellin B-based activatable photosensitizers for specific photodynamic effects against high H2O2-expressing cancer cells

Abstract

A novel tumor-related biomarker, a H₂O₂-activatable photosensitizer 4 based on the 1,3-dicarbonyl enol moieties of hypocrellin B (3), was designed and synthesized. The photosensitizer 4 showed a blue-shifted absorption band compared with 3, and showed negligible photosensitizing ability without H₂O₂. However, the release of 3 from 4 by the reaction with H₂O₂ regenerated the photosensitizing ability. Furthermore, 4 exhibited selective and effective photo-cytotoxicity against high H₂O₂-expressing cancer cells upon photo-irradiation with 660 nm light, which is inside the phototherapeutic window.