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Quercetin may act as a cytotoxic prooxidant after its metabolic activation to semiquinone and quinoidal product.

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TLDR
It is demonstrated, with an ESR spin-stabilization technique coupled to conventional spectrophotometry, that o-semiquinone and o-quinone are indeed the products of enzymatically catalyzed oxidative degradation of quercetin and the former radical might serve to facilitate the formation of superoxide and depletion of GSH.
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This article is published in Free Radical Biology and Medicine.The article was published on 1999-01-01. It has received 480 citations till now. The article focuses on the topics: Semiquinone & Quercetin.

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Citations
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Journal ArticleDOI

Biological effects of essential oils - A review

TL;DR: Findings suggest that, at least in part, the encountered beneficial effects of essential oils are due to prooxidant effects on the cellular level.
Journal ArticleDOI

Flavonoids: antioxidants or signalling molecules?

TL;DR: A clear understanding of the mechanisms of action of flavonoids, either as antioxidants or modulators of cell signalling, and the influence of their metabolism on these properties are key to the evaluation of these potent biomolecules as anticancer agents, cardioprotectants, and inhibitors of neurodegeneration.
Journal ArticleDOI

Health effects of quercetin: from antioxidant to nutraceutical.

TL;DR: The mechanism by which quercetin may operate as an antioxidant as well as the potential use of this antioxidant as a nutraceutical (tested both ex vivo and in vivo) will be discussed.
Journal ArticleDOI

Antioxidant and prooxidant properties of flavonoids.

TL;DR: The aim of this review is to discuss both the antioxidant and prooxidant effects of flavonoids.
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Exogenous antioxidants--Double-edged swords in cellular redox state: Health beneficial effects at physiologic doses versus deleterious effects at high doses.

TL;DR: The double-edged effects of dietary originating antioxidants with a focus on the most abundant compounds, especially polyphenols, vitamin C, vitamin E and carotenoids are examined, highlighting that antioxidants at physiological doses are generally safe, exhibiting interesting health beneficial effects.
References
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Journal ArticleDOI

Structure-antioxidant activity relationships of flavonoids and phenolic acids

TL;DR: The factors underlying the influence of the different classes of polyphenols in enhancing their resistance to oxidation are discussed and support the contention that the partition coefficients of the flavonoids as well as their rates of reaction with the relevant radicals define the antioxidant activities in the lipophilic phase.
Journal ArticleDOI

Antioxidant and prooxidant behavior of flavonoids: structure-activity relationships.

TL;DR: The antioxidant and prooxidant behavior of flavonoids and the related activity-structure relationships were investigated in this study using the oxygen radical absorbance capacity assay.
Book ChapterDOI

Flavonoids as antioxidants: determination of radical-scavenging efficiencies.

TL;DR: The radical chemistry of flavonoids not only is of interest from a kinetic or mechanistic point of view but also offers considerable insight into structural relationships of highly evolved plant components.
Journal ArticleDOI

Oxidants as stimulators of signal transduction

TL;DR: Reactive oxygen species may be second messengers for transcription factor activation, apoptosis, bone resorption, cell growth, and chemotaxis as well as the mechanisms of the oxidant-stimulation of signal transduction are discussed.
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Can you take too much zinc and quercetin?

The results are indicative of the intracellular metabolic activation of quercetin to o-quinone, the process which can be partially associated with the observed concentration-dependent cytotoxic effect of quercetin.