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New halogenated water-soluble chlorin and bacteriochlorin as photostable PDT sensitizers : synthesis, spectroscopy, photophysics, and in vitro photosensitizing efficacy

New halogenated water-soluble chlorin and bacteriochlorin ...

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dc.contributor.author Dąbrowski, Janusz [SAP11020314] pl
dc.contributor.author Arnaut, Luis G. pl
dc.contributor.author Pereira, Mariette M. pl
dc.contributor.author Monteiro, Carlos J. P. pl
dc.contributor.author Urbańska, Krystyna [SAP11009894] pl
dc.contributor.author Smoes, Sergio pl
dc.contributor.author Stochel, Grażyna [SAP11011061] pl
dc.date.accessioned 2015-02-16T15:12:11Z
dc.date.available 2015-02-16T15:12:11Z
dc.date.issued 2010 pl
dc.identifier.issn 1860-7179 pl
dc.identifier.uri http://ruj.uj.edu.pl/xmlui/handle/item/3112
dc.language eng pl
dc.title New halogenated water-soluble chlorin and bacteriochlorin as photostable PDT sensitizers : synthesis, spectroscopy, photophysics, and in vitro photosensitizing efficacy pl
dc.type JournalArticle pl
dc.description.physical 1770-1780 pl
dc.abstract.en 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<600 nm) at low light doses. Time-dependent cellular accumulation of the chlorinated sulfonated chlorin reached a plateau at 2 h, as previously observed for the related porphyrin. However, the optimal incubation time for the bacteriochlorin derivative was significantly longer (12 h). The spectroscopic, photophysical, and biological properties of the compounds are discussed in relevance to their PDT activity, leading to the conclusion that the bacteriochlorin derivative is a promising candidate for future in vivo experiments. pl
dc.description.volume 5 pl
dc.description.number 10 pl
dc.identifier.doi 10.1002/cmdc.201000223 pl
dc.identifier.eissn 1860-7187 pl
dc.title.journal ChemMedChem pl
dc.language.container eng pl
dc.affiliation Wydział Chemii : Zakład Chemii Nieorganicznej pl
dc.affiliation Wydział Biochemii, Biofizyki i Biotechnologii : Zakład Biofizyki pl
dc.subtype Article pl
.pointsMNiSW [2010 A]: 32


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