69098-01-7Relevant articles and documents
The influence of the host-guest interaction on the oxidation of natural flavonoid dyes
Ramesova, Sarka,Sokolova, Romana,Degano, Ilaria,Hromadova, Magdalena,Gal, Miroslav,Kolivoska, Viliam,Colombini, Maria Perla
, p. 1651 - 1667 (2011)
The influence of the molecular cavity protection on degradation processes of bioorganic compounds quercetin and luteolin used as the original dyes in old tapestries was studied. The degradation processes were studied by electrochemical methods in aqueous media. The products of the exhaustive electrolysis were separated and identified by GC-MS analysis. Cyclic voltammetry characteristics indicate that the inclusion complex is formed. The inclusion affects the redox potentials of both oxidation waves related to the different dissociation forms of the flavonoid molecule. It was shown that decomposition products formed by the oxidation of quercetin are stabilized in the cavity of β-cyclodextrin, including the main oxidation product 2(3',4'- dihydroxybenzoyl)-2,4,6-trihydroxybenzofuran-3(2H)-one. The formation of the 1:1 inclusion complex of luteolin with β-cyclodextrin is supported by the enhancement of fluorescence intensity. In the case of quercetin, a decrease of fluorescence intensity occurs when 1:1 inclusion complex with β-cyclodextrin is formed.
On the difference in decomposition of taxifolin and luteolin vs. fisetin and quercetin in aqueous media
Sokolová, Romana,Rame?ová, ?árka,Kocábová, Jana,Kolivo?ka, Viliam,Degano, Ilaria,Pitzalis, Emanuela
, p. 1375 - 1383 (2016/08/12)
Abstract: The decomposition of flavonols quercetin and fisetin, flavone luteolin and flavanone taxifolin was studied in slightly alkaline solution under ambient conditions. The study was based on spectrophotometry and high-pressure liquid chromatography. Products formed by atmospheric oxygen oxidation and hydrolysis were identified by HPLC–DAD and HPLC–ESI-MS/MS. Only small differences in the chemical structure of flavonoids resulted in extremely variable oxidation pathways and products. Oxidation of flavonols led to the formation of both a benzofuranone derivative and several open structures. On the contrary, the benzofuranone derivative was not found as a product of taxifolin and luteolin oxidative decomposition. These compounds were oxidized to their hydroxylated derivatives and typical open structures. Quercetin was not identified as a possible oxidation product of taxifolin. Graphical Abstract: [Figure not available: see fulltext.]