Nanoparticles of water-soluble dyads based on amino acid fullerene C 60 derivatives and pyropheophorbide: Synthesis, photophysical properties, and photodynamic activity.

Autor: Belik AY; Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, Moscow Oblast 142432, Russia. Electronic address: alryb@icp.ac.ru., Rybkin AY; Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, Moscow Oblast 142432, Russia., Goryachev NS; Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, Moscow Oblast 142432, Russia; Lomonosov Moscow State University, Moscow 119991, Russia., Sadkov AP; Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, Moscow Oblast 142432, Russia., Filatova NV; Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, Moscow Oblast 142432, Russia., Buyanovskaya AG; A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow 117813, Russia., Talanova VN; A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow 117813, Russia., Klemenkova ZS; A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow 117813, Russia., Romanova VS; A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow 117813, Russia., Koifman MO; Ivanovo State University of Chemistry and Technology, Ivanovo 153000, Russia., Terentiev AA; Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, Moscow Oblast 142432, Russia; Lomonosov Moscow State University, Moscow 119991, Russia., Kotelnikov AI; Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, Moscow Oblast 142432, Russia; Lomonosov Moscow State University, Moscow 119991, Russia.
Jazyk: angličtina
Zdroj: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy [Spectrochim Acta A Mol Biomol Spectrosc] 2021 Nov 05; Vol. 260, pp. 119885. Date of Electronic Publication: 2021 Apr 30.
DOI: 10.1016/j.saa.2021.119885
Abstrakt: Synthesis, spectral properties, and photodynamic activity of water-soluble amino acid fullerene C 60 derivatives (AFD) and four original AFD-PPa dyads, obtained by covalent addition of dye pyropheophorbide (PPa) to AFD, were studied. In aqueous solution, these AFD-PPa dyads form nanoassociates as a result of self-assembly. In this case, a significant change in the absorption spectra and strong quenching of the dye fluorescence in the structure of the dyads were observed. A comparison of superoxide or singlet oxygen generation efficiency of the studied compounds in an aqueous solution showed the photodynamic mechanism switching from type II (singlet oxygen generation of the native dye) to I type (superoxide generation of dyads). All dyads have pronounced phototoxicity on cells Hela with IC 50 9.2 µM, 9.2 µM, 12.2 µM for dyads Val-C 60 -PPa, Ala-C 60 -PPa and Pro-C 60 -PPa, respectively. Such facilitation of type I photodynamic mechanism could be perspective against hypoxic tumors.
Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.
(Copyright © 2021. Published by Elsevier B.V.)
Databáze: MEDLINE
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