Towards a modern definition of vitamin E&; mdash; evidence for a quinone hypothesis

We report on the synthesis, biological and pharmacological activity of the tocoquinone natural product, alpha -tocopherol quinone (ATQ); an oxidative metabolite of alpha -tocopherol. ATQ is a potent cellular protectant against oxidative stress, whose biological activity is dependent upon its ability...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 2012-01, Vol.22 (1), p.391-395
Main Authors: Shrader, William D, Amagata, Akiko, Barnes, Adam, Hinman, Andrew, Jankowski, Orion, Lee, Edgar, Kheifets, Viktoria, Komatsuzaki, Ryo, Mollard, Paul, Murase, Katsuyuki, Rioux, Patrice, Wesson, Kieron, Miller, Guy
Format: Article
Language:English
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Summary:We report on the synthesis, biological and pharmacological activity of the tocoquinone natural product, alpha -tocopherol quinone (ATQ); an oxidative metabolite of alpha -tocopherol. ATQ is a potent cellular protectant against oxidative stress, whose biological activity is dependent upon its ability to undergo reversible two-electron redox cycling. ATQ is orally bioavailable, with a favorable pharmacokinetic profile and has demonstrated a beneficial clinical response in patients with Friedreich's ataxia. ATQ is a member of a broader class of vitamin E derived quinone metabolites which may be ascribable in whole or in part to the activity of vitamin E.
ISSN:0960-894X
DOI:10.1016/j.bmcl.2011.10.117