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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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
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container_title Bioorganic & medicinal chemistry letters
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creator 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
description 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.
doi_str_mv 10.1016/j.bmcl.2011.10.117
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title Towards a modern definition of vitamin E&; mdash; evidence for a quinone hypothesis
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