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Enhancement of antiradical properties of dihydroquercetin by nitrosation

Enhancement of antiradical properties of dihydroquercetin by nitrosation Dihydroquercetin was converted to nitroso derivative by treatment with nascent nitrous acid in aqueous solution. The chemical structure of the synthesized compound was determined by quantitative 1H and 13C NMR spectroscopy. As shown by the NMR spectra, the nitroso group is incorporated at the catechol ring of the flavonoid. The antiradical properties of nitrosated dihydroquercetin were evaluated by inhibition of the pyrocondensate formed in ethylene and propylene production, which readily polymerizes upon heat treatment. Nitrosated dihydroquercetin is 10–15% more active than the initial compound. The probable mechanisms of the radical-scavenging action of nitrosated dihydroquercetin are considered. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Russian Journal of Applied Chemistry Springer Journals

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References (18)

Publisher
Springer Journals
Copyright
Copyright © 2014 by Pleiades Publishing, Ltd.
Subject
Chemistry; Chemistry/Food Science, general; Industrial Chemistry/Chemical Engineering
ISSN
1070-4272
eISSN
1608-3296
DOI
10.1134/S1070427214120143
Publisher site
See Article on Publisher Site

Abstract

Dihydroquercetin was converted to nitroso derivative by treatment with nascent nitrous acid in aqueous solution. The chemical structure of the synthesized compound was determined by quantitative 1H and 13C NMR spectroscopy. As shown by the NMR spectra, the nitroso group is incorporated at the catechol ring of the flavonoid. The antiradical properties of nitrosated dihydroquercetin were evaluated by inhibition of the pyrocondensate formed in ethylene and propylene production, which readily polymerizes upon heat treatment. Nitrosated dihydroquercetin is 10–15% more active than the initial compound. The probable mechanisms of the radical-scavenging action of nitrosated dihydroquercetin are considered.

Journal

Russian Journal of Applied ChemistrySpringer Journals

Published: Mar 25, 2015

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