Light-Stimulated Generation of Free Radicals by Quinones-Chelators

Light-Stimulated Generation of Free Radicals by Quinones-Chelators Full article

Journal

Zeitschrift fur Physikalische Chemie
ISSN: 0942-9352

Output data

Year: 2017, Volume: 231, Number: 2, Pages: 369-389 Pages count : DOI: 10.1515/zpch-2016-0831

Tags

CIDNP; EPR; free radicals; metal chelation; photosynthetizers; quinones; spin traps

Authors

Markova Irina D. ^1,2 , Polyakov Nikolay E. ¹ , Selyutina Olga Yu. ^1,2 , Fedenok Lidia G. ¹ , Fedotov Kirill Yu. ¹ , Slepneva Irina A. ¹ , Leshina Tatyana V. ¹ , Pokrovsky Andrey G. ² , Vasilieva Nadezhda V. ³ , Weiner Lev M. ⁴

Affiliations

1	(Данные Web of science) Voevodsky Inst Chem Kinet & Combust SB RAS, Inst Skaya Str 3, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Pirogova Str 2, Novosibirsk 630090, Russia
3	(Данные Web of science) NN Vorozhtsov Novosibirsk Inst Organ Chem, Lavrentieva Ave 9, Novosibirsk 630090, Russia
4	(Данные Web of science) Weizmann Inst Sci, Herzl St 234, IL-7610001 Rehovot, Israel

The role of metal ions in the mechanism of light-stimulated redox activity of potential anticancer agent 2-phenyl-4-(butylamino) naphtha[2,3-h] quinoline-7,12-dione (Qc) has been studied by CIDNP (chemically induced dynamic nuclear polarization) and EPR methods. The photo-induced oxidation of NADH and its synthetic analog - substituted dihydropyridine (DHP) - by quinone Qc was used as a model. The Qc capability of producing chelating complexes with divalent metal ions of Fe, Zn and Ca was studied quantitatively by optical absorption spectroscopy. A significant decrease of electrochemical reduction potential of Qc (Delta E = 0.4 - 0.6 eV for ACN and ACN/PBS solutions) in chelating complexes and in protonated form of Qc was observed. A pronounced increase in efficiency of DHP oxidation in chelating complexes with Zn2+ and Ca2+ ions compared with free Qc was demonstrated. The yields of free radicals, including reactive oxygen species (ROS) and reaction products, were a few times higher than those in the absence of metal ions. Application of such chelating compounds to enhance ROS generation looks very promising for anti-cancer therapy, including the photodynamic therapy.

Markova I.D. , Polyakov N.E. , Selyutina O.Y. , Fedenok L.G. , Fedotov K.Y. , Slepneva I.A. , Leshina T.V. , Pokrovsky A.G. , Vasilieva N.V. , Weiner L.M.
Light-Stimulated Generation of Free Radicals by Quinones-Chelators
Zeitschrift fur Physikalische Chemie. 2017. V.231. N2. P.369-389. DOI: 10.1515/zpch-2016-0831 WOS Scopus РИНЦ

Published online:	Nov 1, 2016
Published print:	Jan 1, 2017

Web of science	WOS:000393576100012
Scopus	2-s2.0-85012164094
Elibrary	29479333
OpenAlex	W2547241453