Chelation of Iron and Copper by Quercetin B-Ring Methyl Metabolites, Isorhamnetin and Tamarixetin, and Their Effect on Metal-Based Fenton Chemistry
Jazyk angličtina Země Spojené státy americké Médium print-electronic
Typ dokumentu časopisecké články
PubMed
34003649
DOI
10.1021/acs.jafc.1c01729
Knihovny.cz E-zdroje
- Klíčová slova
- antioxidant, chelator, hemolysis, pro-oxidant, reduction, stoichiometry,
- MeSH
- disacharidy MeSH
- lidé MeSH
- měď * MeSH
- quercetin * analogy a deriváty MeSH
- železo MeSH
- Check Tag
- lidé MeSH
- Publikační typ
- časopisecké články MeSH
- Názvy látek
- 3-methylquercetin MeSH Prohlížeč
- disacharidy MeSH
- měď * MeSH
- quercetin * MeSH
- tamarixetin MeSH Prohlížeč
- železo MeSH
Quercetin, a common flavonoid from human diet, is extensively metabolized. Its two metabolites with the preserved flavonoid core were tested in detail for their interactions with transition metals, iron and copper. Both compounds chelated both metals; however, there were some significant differences between them notwithstanding that the major chelation site (3-hydroxy-4-keto) was the same. The complex stoichiometries were also determined under different pH conditions and in both oxidation states. Mostly, complexes 2:1, flavonoid to metal, were observed. Both compounds reduced iron and copper in a bell-shaped manner with tamarixetin being less potent in general. Both metabolites potentiated the Fenton reaction triggered by iron, while they were able to decrease the copper-based Fenton reaction under acidic conditions. In cellular experiments, both metabolites attenuated the copper-triggered hemolysis with isorhamnetin being more potent. In conclusion, there are differences between methylated metabolites of quercetin in relation to their interactions with biologically relevant transition metals.
Citace poskytuje Crossref.org
