Document Detail


Lipoic and dihydrolipoic acids as antioxidants. A critical evaluation.
MedLine Citation:
PMID:  7516789     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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.
Authors:
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:
Type:  Journal Article    
Journal Detail:
Title:  Free radical research     Volume:  20     ISSN:  1071-5762     ISO Abbreviation:  Free Radic. Res.     Publication Date:  1994 Feb 
Date Detail:
Created Date:  1994-07-22     Completed Date:  1994-07-22     Revised Date:  2003-11-14    
Medline Journal Info:
Nlm Unique ID:  9423872     Medline TA:  Free Radic Res     Country:  SWITZERLAND    
Other Details:
Languages:  eng     Pagination:  119-33     Citation Subset:  IM    
Affiliation:
Neurodegenerative Diseases Research Centre, Kings College, University of London, UK.
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MeSH Terms
Descriptor/Qualifier:
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:
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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