Tocopherylquinone and tocopherylhydroquinone
- PMID: 17925092
- DOI: 10.1179/135100007X200353
Tocopherylquinone and tocopherylhydroquinone
Abstract
Tocopherylquinone (TQ) is formed in the antioxidant action of tocopherol (T). TQ was found in human subjects and it was observed that the ratio alphaTQ/ alphaT increased in general with increasing oxidative stress. TQ is reduced to tocopheryl hydroquinone (TQH2) but the ratio TQH2/TQ in vivo has not been reported. TQH2 acts as a potent radical-scavenging antioxidant. alphaTQH2 is more reactive toward radicals than ubiquinol, a reduced form of coenzyme Q, and alphaT. The overall efficacy of TQH2 as an antioxidant is determined by the fate of semiquinone radical formed from TQH2 as well as the reactivity toward oxygen radicals. Partly substituted gammaTQ, but not alphaTQ, exerts cytotoxicity by both redox cycling and reaction with protein thiols and glutathione.
Similar articles
-
Antioxidant action of vitamin E in vivo as assessed from its reaction products with multiple biological oxidants.Free Radic Res. 2021 Apr;55(4):352-363. doi: 10.1080/10715762.2020.1866181. Epub 2021 Jan 11. Free Radic Res. 2021. PMID: 33327809 Review.
-
Antioxidant reactions of alpha-tocopherolhydroquinone.Lipids. 2000 Sep;35(9):1045-7. doi: 10.1007/s11745-000-0617-8. Lipids. 2000. PMID: 11026627
-
Comparative study on dynamics of antioxidative action of alpha-tocopheryl hydroquinone, ubiquinol, and alpha-tocopherol against lipid peroxidation.Free Radic Biol Med. 1999 Aug;27(3-4):334-46. doi: 10.1016/s0891-5849(99)00053-2. Free Radic Biol Med. 1999. PMID: 10468207
-
Alpha-tocopheryl hydroquinone is an efficient multifunctional inhibitor of radical-initiated oxidation of low density lipoprotein lipids.Proc Natl Acad Sci U S A. 1997 Jul 22;94(15):7885-90. doi: 10.1073/pnas.94.15.7885. Proc Natl Acad Sci U S A. 1997. PMID: 9223282 Free PMC article.
-
The role of metabolism in the antioxidant function of vitamin E.Crit Rev Toxicol. 1993;23(2):147-69. doi: 10.3109/10408449309117115. Crit Rev Toxicol. 1993. PMID: 8329114 Review.
Cited by
-
Alpha-tocopherylquinone-mediated activation of the Aryl Hydrocarbon Receptor regulates the production of inflammation-inducing cytokines and ameliorates intestinal inflammation.Mucosal Immunol. 2023 Dec;16(6):826-842. doi: 10.1016/j.mucimm.2023.09.003. Epub 2023 Sep 15. Mucosal Immunol. 2023. PMID: 37716509 Free PMC article.
-
Metabolite Profiling of Paraquat Tolerant Arabidopsis thaliana Radical-induced Cell Death1 (rcd1)-A Mediator of Antioxidant Defence Mechanisms.Antioxidants (Basel). 2022 Oct 15;11(10):2034. doi: 10.3390/antiox11102034. Antioxidants (Basel). 2022. PMID: 36290757 Free PMC article.
-
Aerosolized vitamin E acetate causes oxidative injury in mice and in alveolar macrophages.Am J Physiol Lung Cell Mol Physiol. 2022 Jun 1;322(6):L771-L783. doi: 10.1152/ajplung.00482.2021. Epub 2022 Mar 23. Am J Physiol Lung Cell Mol Physiol. 2022. PMID: 35318859 Free PMC article.
-
Parenteral Nutrition and Oxidant Load in Neonates.Nutrients. 2021 Jul 30;13(8):2631. doi: 10.3390/nu13082631. Nutrients. 2021. PMID: 34444799 Free PMC article. Review.
-
Associations between vitamin E, oxidative stress markers, total homocysteine levels, and physical activity or cognitive capacity in older adults.Sci Rep. 2021 Jun 18;11(1):12867. doi: 10.1038/s41598-021-92076-4. Sci Rep. 2021. PMID: 34145349 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Medical