| Lipoic and dihydrolipoic acids as antioxidants. A critical evaluation. | |
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MedLine Citation:
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PMID: 7516789 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A detailed evaluation of the antioxidant and pro-oxidant properties of lipoic acid (LA) and dihydrolipoic acid (DHLA) was performed. Both compounds are powerful scavengers of hypochlorous acid, able to protect alpha 1-antiproteinase against inactivation by HOCl. LA was a powerful scavenger of hydroxyl radicals (OH.) and could inhibit both iron-dependent OH. generation and peroxidation of ox-brain phospholipid liposomes in the presence of FeCl3-ascorbate, presumably by binding iron ions and rendering them redox-inactive. By contrast, DHLA accelerated iron-dependent OH. generation and lipid peroxidation, probably by reducing Fe3+ to Fe2+. LA inhibited this pro-oxidant action of DHLA. However, DHLA did not accelerate DNA degradation by a ferric bleomycin complex and slightly inhibited peroxidation of arachidonic acid by the myoglobin-H2O2 system. Under certain circumstances, DHLA accelerated the loss of activity of alpha-antiproteinase exposed to ionizing radiation under a N2O/O2 atmosphere and also the loss of creatine kinase activity in human plasma exposed to gas-phase cigarette smoke. Neither LA nor DHLA reacted with superoxide radical (O.2-) or H2O2 at significant rates, but both were good scavengers of trichloromethylperoxyl radical (CCl3O2.). We conclude that LA and DHLA have powerful antioxidant properties. However, DHLA can also exert pro-oxidant properties, both by its iron ion-reducing ability and probably by its ability to generate reactive sulphur-containing radicals that can damage certain proteins, such as alpha 1-antiproteinase and creatine kinase. |
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Authors:
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B C Scott; O I Aruoma; P J Evans; C O'Neill; A Van der Vliet; C E Cross; H Tritschler; B Halliwell |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Free radical research Volume: 20 ISSN: 1071-5762 ISO Abbreviation: Free Radic. Res. Publication Date: 1994 Feb |
Date Detail:
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Created Date: 1994-07-22 Completed Date: 1994-07-22 Revised Date: 2003-11-14 |
Medline Journal Info:
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Nlm Unique ID: 9423872 Medline TA: Free Radic Res Country: SWITZERLAND |
Other Details:
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Languages: eng Pagination: 119-33 Citation Subset: IM |
Affiliation:
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Neurodegenerative Diseases Research Centre, Kings College, University of London, UK. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Animals Antioxidants / chemistry*, pharmacology Arachidonic Acid Ascorbic Acid Bleomycin / toxicity Brain Cattle DNA Damage* Deoxyribose / analysis Free Radical Scavengers* Hydrogen Peroxide Hypochlorous Acid / antagonists & inhibitors, toxicity Lipid Peroxidation / drug effects Liposomes Myoglobin / chemistry, drug effects Superoxides* Thioctic Acid / analogs & derivatives*, chemistry*, pharmacology alpha 1-Antitrypsin / chemistry, drug effects |
| Chemical | |
Reg. No./Substance:
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0/Antioxidants; 0/Free Radical Scavengers; 0/Liposomes; 0/Myoglobin; 0/alpha 1-Antitrypsin; 11056-06-7/Bleomycin; 11062-77-4/Superoxides; 462-20-4/dihydrolipoic acid; 50-81-7/Ascorbic Acid; 506-32-1/Arachidonic Acid; 533-67-5/Deoxyribose; 62-46-4/Thioctic Acid; 7722-84-1/Hydrogen Peroxide; 7790-92-3/Hypochlorous Acid |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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