Comparison of the photophysical properties of three phenothiazine derivatives: transient detection and singlet oxygen production
Autor: | Aurélien Trivella, Mohamed Sarakha, Esther Oliveros, Sylvie Lacombe, Emmanuel Arzoumanian, Filippo Ronzani, Claire Richard, Sylvie Blanc |
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Přispěvatelé: | Institut de Chimie de Clermont-Ferrand (ICCF), Université Blaise Pascal - Clermont-Ferrand 2 (UBP)-SIGMA Clermont (SIGMA Clermont)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Institut pluridisciplinaire de recherche sur l'environnement et les matériaux (IPREM), Université de Pau et des Pays de l'Adour (UPPA)-Centre National de la Recherche Scientifique (CNRS), Institut Pluridisciplinaire de Recherche sur l'Environnement et les Matériaux (IPREM) |
Jazyk: | angličtina |
Rok vydání: | 2013 |
Předmět: |
010405 organic chemistry
Singlet oxygen New methylene blue 010402 general chemistry Photochemistry 01 natural sciences Fluorescence 0104 chemical sciences Solvent chemistry.chemical_compound chemistry Phenothiazine [CHIM]Chemical Sciences Methanol Physical and Theoretical Chemistry Acetonitrile Methylene blue |
Zdroj: | Photochemical & Photobiological Sciences Photochemical & Photobiological Sciences, 2013, 12 (12), pp.2160-2169. ⟨10.1039/c3pp50246e⟩ Photochemical & Photobiological Sciences, Royal Society of Chemistry, 2013, 12 (12), pp.2160-2169. ⟨10.1039/c3pp50246e⟩ |
ISSN: | 1474-9092 1474-905X |
DOI: | 10.1039/c3pp50246e⟩ |
Popis: | International audience; New methylene blue (NMB+) and methylene violet (MV) are known for their photosensitizing properties for singlet oxygen (1O2) generation upon visible-light irradiation, and various examples of their use in the photodynamic inactivation of microorganisms and for photomedicinal purposes have been reported. However, their photophysical properties have never been extensively and systematically analyzed and compared. In the current work, we studied their absorption and fluorescence behavior relative to their parent compound, methylene blue (MB+), detected the transient species generated upon excitation of the photosensitizers and determined their quantum yields of singlet oxygen production. We could measure very high quantum yields of singlet oxygen production for all the studied compounds. NMB+ appeared similar to MB+, even though it produces 1O2 much more efficiently, and was slightly influenced by the solvent. MV, in contrast, was much more sensitive to the chemical environment, and the transient species formed upon irradiation were different in methanol and acetonitrile. It appeared to be a very good singlet oxygen sensitizer, but the influence of the chemical environment should be carefully considered for any application. The comparative characterization of these sensitizers will represent a support for the determination and the understanding of the photochemical mechanisms occurring by using these phenothiazine dyes for various photobiological applications. |
Databáze: | OpenAIRE |
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