The Photodegradation of Quercetin: Relation to Oxidation
Open Access
- 26 July 2012
- Vol. 17 (8), 8898-8907
- https://doi.org/10.3390/molecules17088898
Abstract
The photostability of quercetin in alcoholic solutions was studied. Both UVA and UVB light induced degradation of quercetin, yielding a single product 1 deriving from oxidation and addition of an alcohol molecule to the 2,3 double bond. The same mechanism operated when quercetin was dissolved in alkaline solutions, and again a product 2 due to oxidation and addition of water was characterized. Comparison with quercetin analogs confirmed that, despite the presence of five hydroxy groups in quercetin, those in positions 3, 3′, and 4′ are mainly involved in the antioxidant activity of the compound , as well as in its photolability.Keywords
This publication has 16 references indexed in Scilit:
- Incorporation of quercetin in lipid microparticles: Effect on photo- and chemical-stabilityJournal of Pharmaceutical and Biomedical Analysis, 2009
- Comparative Analysis of Quercetin Oxidation by Electrochemical, Enzymatic, Autoxidation, and Free Radical Generation Techniques: A Mechanistic StudyJournal of Agricultural and Food Chemistry, 2008
- Quercetin and Rutin as Potential Sunscreen Agents: Determination of Efficacy by an in Vitro MethodJournal of Natural Products, 2008
- Electrochemical degradation of quercetin: Isolation and structural elucidation of the degradation productsElectrochemistry Communications, 2007
- Identification of the Products of Oxidation of Quercetin by Air Oxygenat Ambient TemperatureMolecules, 2007
- The photostabilities of naturally occurring 5-hydroxyflavones, flavonols, their glycosides and their aluminium complexesJournal of Photochemistry and Photobiology A: Chemistry, 2000
- Structure-antioxidant activity relationships of flavonoids and phenolic acidsFree Radical Biology & Medicine, 1996
- REGULATION OF UV-PROTECTIVE PIGMENT SYNTHESIS IN THE EIPERMAL LAYER OF RYE SEEDLINGS (Secale cereale L. cv. KUSTRO)Photochemistry and Photobiology, 1993
- COOPERATION OF QUERCETIN WITH ASCORBATE IN THE PROTECTION OF PHOTOSENSITIZED LYSIS OF HUMAN ERYTHROCYTES IN THE PRESENCE OF HEMATOPORPHYRINPhotochemistry and Photobiology, 1988
- Electrochemistry of flavonoids: Relationships between redox potentials, inhibition of mitochondrial respiration, and production of oxygen radicals by flavonoidsBiochemical Pharmacology, 1988