The First Selenoanhydride in the Series of Chlorophyll a Derivatives, Its Stability and Photoinduced Cytotoxicity
Autor: | Yuriy Vasil’ev, Viktor Pogorilyy, Mikhail A. Grin, Ekaterina Diachkova, Andrei Pankratov, Andrey F. Mironov, N. V. Suvorov, Anna D. Plyutinskaya |
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Rok vydání: | 2021 |
Předmět: |
inorganic chemicals
Porphyrins cyclic selenoanhydrides Diffusion Pharmaceutical Science chemistry.chemical_element Organic chemistry photosensitizers (PS) Photochemistry Article Analytical Chemistry photodynamic therapy (PDT) chemistry.chemical_compound Chalcogen Mice QD241-441 Cell Line Tumor Organoselenium Compounds Drug Discovery Animals Physical and Theoretical Chemistry Cytotoxicity Photosensitizing Agents Singlet oxygen naturally occurring chlorins chlorin p6 cyclic thioanhydrides Chlorophyll A Sarcoma Fluorescence Sulfur chemistry Chemistry (miscellaneous) Chlorin Molecular Medicine Intracellular |
Zdroj: | Molecules Molecules, Vol 26, Iss 7298, p 7298 (2021) Molecules; Volume 26; Issue 23; Pages: 7298 |
ISSN: | 1420-3049 |
Popis: | In this work, we obtained the first selenium-containing chlorin with a chalcogen atom in exlocycle E. It was shown that the spectral properties were preserved in the target compound and the stability increased at two different pH values, in comparison with the starting purpurin-18. The derivatives have sufficiently high fluorescence and singlet oxygen quantum yields. The photoinduced cytotoxicity of sulfur- and selenium-anhydrides of chlorin p6 studied for the first time in vitro on the S37 cell line was found to be two times higher that of purpurin-18 and purpurinimide studied previously. Moreover, the dark cytotoxicity increased four-fold in comparison with the latter compounds. Apparently, the increase in the dark cytotoxicity is due to the interaction of the pigments studied with sulfur- and selenium-containing endogenous intracellular compounds. Intracellular distributions of thioanhydride and selenoanhydride chlorin p6 in S37 cells were shown in cytoplasm by diffusion distribution. The intracellular concentration of the sulfur derivative turned out to be higher and, as a consequence, its photoinduced cytotoxicity was higher as well. |
Databáze: | OpenAIRE |
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