Research output: Contribution to journal › Article › peer-review
Light-Stimulated Generation of Free Radicals by Quinones-Chelators. / Markova, Irina D.; Polyakov, Nikolay E.; Selyutina, Olga Yu et al.
In: Zeitschrift fur Physikalische Chemie, Vol. 231, No. 2, 01.02.2017, p. 369-389.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Light-Stimulated Generation of Free Radicals by Quinones-Chelators
AU - Markova, Irina D.
AU - Polyakov, Nikolay E.
AU - Selyutina, Olga Yu
AU - Fedenok, Lidia G.
AU - Fedotov, Kirill Yu
AU - Slepneva, Irina A.
AU - Leshina, Tatyana V.
AU - Pokrovsky, Andrey G.
AU - Vasilieva, Nadezhda V.
AU - Weiner, Lev M.
PY - 2017/2/1
Y1 - 2017/2/1
N2 - 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 (ΔE=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.
AB - 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 (ΔE=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.
KW - CIDNP
KW - EPR
KW - free radicals
KW - metal chelation
KW - photosynthetizers
KW - quinones
KW - spin traps
KW - OXIDATIVE STRESS
KW - NADH ANALOGS
KW - PHOTOINDUCED ELECTRON-TRANSFER
KW - MECHANISMS
KW - PHOTO-CIDNP
KW - CANCER
KW - HYDROXYL RADICALS
KW - PARAMAGNETIC-RESONANCE
KW - ANTICANCER
KW - 1,4-DIHYDROPYRIDINES
UR - http://www.scopus.com/inward/record.url?scp=85012164094&partnerID=8YFLogxK
U2 - 10.1515/zpch-2016-0831
DO - 10.1515/zpch-2016-0831
M3 - Article
AN - SCOPUS:85012164094
VL - 231
SP - 369
EP - 389
JO - Zeitschrift fur Physikalische Chemie
JF - Zeitschrift fur Physikalische Chemie
SN - 0942-9352
IS - 2
ER -
ID: 8686754