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: N B Melnikova, V M Korobko, M V Gulenova, V P Gubskaya, G M Fazlleeva, O E Zhiltsova, E N Kochetkov, A I Poddel'sky, I A Nuretdinov
• Journal: Colloids and surfaces. B, Biointerfaces (Colloids Surf B Biointerfaces) Vol. 136 Pg. 314-22 (Dec 01 2015) ISSN: 1873-4367 [Electronic] Netherlands
• PMID: 26422596 (Publication Type: Journal Article)
• Copyright: Copyright © 2015 The Authors. Published by Elsevier B.V. All rights reserved.

Chemical References

• Antioxidants
• Fullerenes
• Nitrogen Oxides

Topics

• Antioxidants (metabolism)
• Biomimetics
• Electron Spin Resonance Spectroscopy
• Fullerenes (metabolism)
• Models, Theoretical
• Nitrogen Oxides (metabolism)
• Spectrophotometry, Ultraviolet