New Halogenated Water-Soluble Chlorin and Bacteriochlorin as Photostable PDT Sensitizers: Synthesis, Spectroscopy, Photophysics, and in vitro Photosensitizing Efficacy

Chlorin and bacteriochlorin derivatives of 5,10,15,20‐tetrakis(2‐chloro‐5‐sulfophenyl)porphyrin have intense absorptions in the phototherapeutic window, high water solubility, high photostability, low fluorescence quantum yield, long triplet lifetimes, and high singlet oxygen quantum yields. Biologi...

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Veröffentlicht in:	ChemMedChem 2010-10, Vol.5 (10), p.1770-1780
Hauptverfasser:	Dąbrowski, Janusz M., Arnaut, Luis G., Pereira, Mariette M., Monteiro, Carlos J. P., Urbańska, Krystyna, Simões, Sérgio, Stochel, Grażyna
Format:	Artikel
Sprache:	eng
Schlagworte:	anticancer agents biological activity Cell Line, Tumor Halogenation Humans macrocycles Neoplasms - drug therapy Photochemotherapy photophysics Photosensitizing Agents - chemical synthesis Photosensitizing Agents - chemistry Photosensitizing Agents - therapeutic use Porphyrins - chemistry Porphyrins - therapeutic use Porphyrins - toxicity Spectrometry, Fluorescence UV/Vis spectroscopy Water - chemistry
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Zusammenfassung:	Chlorin and bacteriochlorin derivatives of 5,10,15,20‐tetrakis(2‐chloro‐5‐sulfophenyl)porphyrin have intense absorptions in the phototherapeutic window, high water solubility, high photostability, low fluorescence quantum yield, long triplet lifetimes, and high singlet oxygen quantum yields. Biological studies revealed their negligible dark cytotoxicity, yet significant photodynamic effect against A549 (human lung adenocarcinoma), MCF7 (human breast carcinoma) and SK‐MEL‐188 (human melanoma) cell lines upon red light irradiation (cutoff λ
ISSN:	1860-7179 1860-7187
DOI:	10.1002/cmdc.201000223