title: Near-IR absorbing BODIPY derivatives as glutathione-activated photosensitizers for selective photodynamic action.
abstract: Enhanced spatiotemporal selectivity in photonic sensitization of dissolved molecular oxygen is an important target for improving the potential and the practical applications of photodynamic therapy. Considering the high intracellular glutathione concentrations within cancer cells, a series of BODIPY-based sensitizers that can generate cytotoxic singlet oxygen only after glutathione-mediated cleavage of the electron-sink module were designed and synthesized. Cell culture studies not only validate our design, but also suggest an additional role for the relatively hydrophobic quencher module in the internalization of the photosensitizer.
authors.affiliation: UNAM-Institute of Material Science and Nanotechnology, Bilkent University, Ankara, 06800 (Turkey).
authors.forename: Ilke Simsek
authors.initials: IS
authors.lastname: Turan
authors.forename: Fatma Pir
authors.initials: FP
authors.lastname: Cakmak
authors.forename: Deniz Cansen
authors.initials: DC
authors.lastname: Yildirim
authors.forename: Rengul
authors.initials: R
authors.lastname: Cetin-Atalay
authors.forename: Engin U
authors.initials: EU
authors.lastname: Akkaya
mesh_terms: D001896:Boron Compounds / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D045744:Cell Line, Tumor; D005978:Glutathione / Q000378:metabolism*; D006801:Humans; D007259:Infrared Rays; D009369:Neoplasms / Q000188:drug therapy* / Q000378:metabolism; D010778:Photochemotherapy; D017319:Photosensitizing Agents / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D026082:Singlet Oxygen / Q000378:metabolism
chemical_list: C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; D001896:Boron Compounds; D017319:Photosensitizing Agents; D026082:Singlet Oxygen; D005978:Glutathione
keywords: BODIPY dyes; photochemistry; photodynamic action; photosensitizers; singlet oxygen