Show simple item record

dc.contributor.authorFuentes, Jocelyn
dc.contributor.authorAtala, Elias
dc.contributor.authorPastene, Edgar
dc.contributor.authorCarrasco-Pozo, Catalina
dc.contributor.authorSpeisky, Hernan
dc.date.accessioned2018-03-20T12:30:45Z
dc.date.available2018-03-20T12:30:45Z
dc.date.issued2017
dc.identifier.issn0021-8561
dc.identifier.doi10.1021/acs.jafc.7b05214
dc.identifier.urihttp://hdl.handle.net/10072/371592
dc.description.abstractQuercetin oxidation is generally believed to ultimately result in the loss of its antioxidant properties. To test this assertion, quercetin oxidation was induced, and after each of its major metabolites was identified and isolated by HPLC-DAD-ESI-MS/MS, the antioxidant (dichlorodihydrofluorescein oxidation-inhibiting) and cytoprotective (LDH leakage-preventing) properties were evaluated in Hs68 and Caco2 cells exposed to indomethacin. Compared to quercetin, the whole mixture of metabolites (QOX) displayed a 20-fold greater potency. After resolution of QOX into 12 major peaks, only one (peak 8), identified as 2,5,7,3′,4′-pentahydroxy-3,4-flavandione or its 2-(3,4-dihydroxybenzoyl)-2,4,6-trihydroxy-3(2H)-benzofuranone tautomer, could account for the antioxidant and cytoprotective effects afforded QOX. Peak 8 exerted such effects at a 50 nM concentration, revealing a potency 200-fold higher than that of quercetin. The effects of peak 8 were seen regardless of whether it was added to the cells 40 min before or simultaneously with the oxygen-reactive species-generating agent, suggesting an intracellular ability to trigger early antioxidant responses. Thus, the present study is the first to reveal that in regard to the intracellular actions of quercetin, attention should be extended toward some of its oxidation products.
dc.description.peerreviewedYes
dc.languageEnglish
dc.language.isoeng
dc.publisherAmerican Chemical Society
dc.relation.ispartofpagefrom11002
dc.relation.ispartofpageto11010
dc.relation.ispartofjournalJournal of Agricultural and Food Chemistry
dc.relation.ispartofvolume65
dc.subject.fieldofresearchChemical Sciences not elsewhere classified
dc.subject.fieldofresearchChemical Sciences
dc.subject.fieldofresearchAgricultural and Veterinary Sciences
dc.subject.fieldofresearchEngineering
dc.subject.fieldofresearchcode039999
dc.subject.fieldofresearchcode03
dc.subject.fieldofresearchcode07
dc.subject.fieldofresearchcode09
dc.titleQuercetin Oxidation Paradoxically Enhances its Antioxidant and Cytoprotective Properties
dc.typeJournal article
dc.type.descriptionC1 - Articles
dc.type.codeC - Journal Articles
gro.hasfulltextNo Full Text
gro.griffith.authorCarrasco Pozo, Catalina A.


Files in this item

FilesSizeFormatView

There are no files associated with this item.

This item appears in the following Collection(s)

  • Journal articles
    Contains articles published by Griffith authors in scholarly journals.

Show simple item record