Interactions of lipoic acid radical cations with vitamins C and E analogue and hydroxycinnamic acid derivatives
Abstract
As a powerful natural antioxidant, lipoic acid exerts significant antioxidant activities in vivo and in vitro by deactivation of reactive oxygen and nitrogen species. In this study we present a novel synergistic interaction of lipoic acid with other endogenous or exogenous antioxidants. Antioxidants vitamins C and E analogue (Trolox C) and hydroxycinnamic acid derivatives were found to recycle lipoic acid by donating electrons to lipoic acid radical cations, thereby increasing the antioxidant capacity of lipoic acid in vivo and in vitro. The rate constant of the electron transfer is in the order 10(9)dm(3)mol(-1)s(-1), close to the diffusion-controlled limit, and transfer quantum yield is above 95%.
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Ferulic acid would not be expected to directly protect vitamins C and E because its redox potential (0.595) is appreciably higher than vitamin C (0.282) or vitamin E (0.48).
“It would not be expected to directly protect these vitamins since its redox potential (0.595) is appreciably higher than vitamin C (0.282) or vitamin E (0.48) (Lu and Liu, 2002).”
From Ferulic Acid Stabilizes a Solution of Vitamins C and E and Doubles its Photoprotection of Skin (2005) · cites this paper as Lu and Liu, 2002
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The Pecking Order of Free Radicals and Antioxidants: Lipid Peroxidation, α-Tocopherol, and Ascorbate
Buettner, G. R. (1993) · Archives of Biochemistry and Biophysics · doi:10.1006/abbi.1993.1074 · Cited by 2,417 · see citing works
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Ferulic Acid Stabilizes a Solution of Vitamins C and E and Doubles its Photoprotection of Skin
Lin, F.-H., Lin, J.-Y., Gupta, R. D., Tournas, J. A., Burch, J. A., Angelica Selim, M., Monteiro-Riviere, N. A., Grichnik, J. M., Zielinski, J., & Pinnell, S. R. (2005) · Journal of Investigative Dermatology · doi:10.1111/j.0022-202x.2005.23768.x · Cited by 365 · see citing works
- Authors
- Lu, C., & Liu, Y.
- Affiliations
- Ruhr University Bochum (DE)
- Corresponding author
- Lu, Changyuan
- Venue
- Archives of Biochemistry and Biophysics
- Publisher
- Elsevier BV
- Published
- 2002-10
- Volume
- 406
- Issue
- 1
- Pages
- 78-84
- ISSN
- 0003-9861 (ISSN-L)
- OpenAlex
- W2051869971
- Cited by
- 56
- References
- 1
- Citations by year
- 2025: 3 · 2024: 2 · 2022: 1 · 2021: 2 · 2020: 1 · 2019: 2 · 2018: 1 · 2017: 2 · 2016: 4 · 2015: 4 · 2014: 3 · 2013: 3
- FWCI
- 2.70
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Archives of Biochemistry and Biophysics (publishedVersion)
- PubMed (publishedVersion)
- Funders
- Alexander von Humboldt-Stiftung
- Topics
- Physical Sciences › Chemistry › Organic Chemistry › Free Radicals and Antioxidants
- Health Sciences › Medicine › Biochemistry › Antioxidant Activity and Oxidative Stress
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Biochemistry › Biochemical Acid Research Studies
- Keywords
- alpha-lipoic acid, Trolox, vitamin E analogues, hydroxycinnamic acid derivatives, synergistic antioxidant effect, electron transfer, antioxidant capacity, reactive oxygen species, diffusion-controlled electron transfer
- MeSH terms
- Ascorbic Acid, Caffeic Acids, Chlorogenic Acid, Coumaric Acids, Free Radicals, Kinetics, Thioctic Acid, Particle Accelerators, Structure-Activity Relationship, Vitamin E, Molecular Structure
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