THE ACTIVITY OF INTERMOLECULAR HYDROGEN COMPLEXES OF QUERCETIN WITH GLUCOSE IN REAC-TIONS WITH COTTON OIL PEROXY RADICALS
UDC 547.565:544.421:544.43
Abstract
The presence of a strong synergistic effect of the binary quercetin–glucose composition in the reaction with peroxyl radicals generated during the auto- and initiated oxidation of cottonseed oil was established. The highest antiradical activity showed the synergistic compositions at a ratio of 60 : 40%. The established synergism refers to the type when products, formed during reaction, interacts with peroxy radicals more effectively than the original individual substances. Such products may be intermolecular hydrogen-bonded complexes of quercetin and glucose, the existence of such complexes confirmed by NMR spectroscopy. DFT method showed that the most stable is the donor H-complex, where quercetin acts as a hydrogen donor. A quantitative measure of the electron-donating properties of H complexes – the ionization potential – was calculated in the gas phase. The ionization potential of the donor complex is lower so its reducing ability in reaction with radicals is higher than that of the monomeric antioxidant.This can explain the presence of the maximum synergistic effect in the quercetin-glucose mixture at the ratio of 60 : 40%, when, probably, the proportion of donor H-complexes in the reaction mixture is maximum. Obtained results make it possible to carry out a targeted search for effective antioxidant synergistic flavonoid–carbohydrate compositions in plant extracts.
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