title: Nitroxide malonate methanofullerene as biomimetic model of interaction of nitroxide species with antioxidants.
abstract: Bis-nitroxide malonate methanofullerene (NO)2-MF was studied as a biomimetic model of reduction-oxidation activity with natural compounds-cytochrome c (cyt c), dihydroquercetin (DHQ), ascorbic acid (AA) and synthetic drug-1-(β-oxyethyl)-4,6-dimethyl-1,2-dihydro-2-oxopyrimidine (xymedon(®)). (NO)2-MF may be used as the component of Langmuir monolayers on an aqueous subphase and as the adsorbate on silica gel. The activity of (NO)2-MF in the reaction with cyt c was compared with the effect of nitroxide species such as gaseous nitric oxide, 2,2,6,6-tetramethylpiperidine-1-oxyl radical (TEMPO) by using UV-vis and EPR-spectra. It has been shown, that iron(III) in cyt c(3+) under action (NO)2-MF was reduced up to iron(II), similar effect was observed under the influence of gaseous NO in aqueous solution, but reduction of iron(III) in heme cyt c was reversible in the presence of TEMPO. Therefore, the state of Fe-heme in cyt c can be used as the indicator of the interaction of cyt c with nitroxide species in vitro. The interaction of cyt c, DHQ, xymedon(®) with (NO)2-MF monolayers was confirmed by the increasing of limiting area А0 from 0.88 nm(2) up to 1.70 nm(2) of (NO)2-MF on the aqueous subphase, by the paramagnetism and UV-vis spectral data changes. These results can be explained by appearance of oxoammonium ion (NO(+))2-MF adlayers and monolayers. The antioxidant and regenerating effects were shown when treating wounds by xymedon(®) in the presence of additives (0.001%) of (NO)2-MF in the experiments on the rats.
authors.affiliation: Department of Pharmaceutical Chemistry, Nizhny Novgorod State Medical Academy, Minin sq., 10/1, 603600 Nizhny Novgorod, Russian Federation. Electronic address: melnikovanb@gmail.com.
authors.forename: N B
authors.initials: NB
authors.lastname: Melnikova
authors.affiliation: Lobachevsky State University of Nizhni Novgorod, 23 Gagarin Avenue, 603950 GSP-43, Russian Federation.
authors.forename: V M
authors.initials: VM
authors.lastname: Korobko
authors.affiliation: Lobachevsky State University of Nizhni Novgorod, 23 Gagarin Avenue, 603950 GSP-43, Russian Federation.
authors.forename: M V
authors.initials: MV
authors.lastname: Gulenova
authors.affiliation: A.E. Arbusov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Arbuzov str. 8, 420088 Kazan, Russian Federation.
authors.forename: V P
authors.initials: VP
authors.lastname: Gubskaya
authors.affiliation: A.E. Arbusov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Arbuzov str. 8, 420088 Kazan, Russian Federation.
authors.forename: G M
authors.initials: GM
authors.lastname: Fazlleeva
authors.affiliation: Department of Pharmaceutical Chemistry, Nizhny Novgorod State Medical Academy, Minin sq., 10/1, 603600 Nizhny Novgorod, Russian Federation.
authors.forename: O E
authors.initials: OE
authors.lastname: Zhiltsova
authors.affiliation: Department of Pharmaceutical Chemistry, Nizhny Novgorod State Medical Academy, Minin sq., 10/1, 603600 Nizhny Novgorod, Russian Federation.
authors.forename: E N
authors.initials: EN
authors.lastname: Kochetkov
authors.affiliation: Lobachevsky State University of Nizhni Novgorod, 23 Gagarin Avenue, 603950 GSP-43, Russian Federation; G.A Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, 49 Tropinina str., 603137 GSP-445, Russian Federation.
authors.forename: A I
authors.initials: AI
authors.lastname: Poddel'sky
authors.affiliation: A.E. Arbusov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Arbuzov str. 8, 420088 Kazan, Russian Federation.
authors.forename: I A
authors.initials: IA
authors.lastname: Nuretdinov
mesh_terms: D000975:Antioxidants / Q000378:metabolism*; D032701:Biomimetics; D004578:Electron Spin Resonance Spectroscopy; D037741:Fullerenes / Q000378:metabolism*; D008962:Models, Theoretical; D009589:Nitrogen Oxides / Q000378:metabolism*; D013056:Spectrophotometry, Ultraviolet
chemical_list: D000975:Antioxidants; D037741:Fullerenes; D009589:Nitrogen Oxides
keywords: Antioxidant; Biomimetic model of nitroxide species; Cytochrome с; Monolayers; Nitroxide malonate methanofullerene