Document Detail

DNA-breaking versus DNA-protecting activity of four phenolic compounds in vitro.
MedLine Citation:
PMID:  11200088     Owner:  NLM     Status:  MEDLINE    
Given the paradoxical effects of phenolics in oxidative stress, we evaluated the relative pro-oxidant and antioxidant properties of four natural phenolic compounds in DNA nicking. The phenolic compounds differed dramatically in their ability to nick purified supercoiled DNA, with the relative DNA nicking activity in the order: 1,2,4-benzenetriol (100% nicking) > gallic acid > caffeic acid > gossypol (20% nicking). Desferrioxamine (0.02 mM) decreased DNA strand breakage by each phenolic, most markedly with gallate (85% protection) and least with caffeic acid (26% protection). Addition of metals accelerated DNA nicking, with copper more effective (approximately 5-fold increase in damage) than iron with all four phenolics. Scavengers revealed the participation of specific oxygen-derived active species in DNA breakage. Hydrogen peroxide participated in all cases (23-90%). Hydroxyl radicals were involved (32-85%), except with 1,2,4-benzenetriol. Superoxide participated (81-86%) with gallic acid and gossypol, but not with caffeic acid or 1,2,4-benzenetriol. With 1,2,4-benzenetriol, scavengers failed to protect significantly except in combination. Thus, in the presence of desferrioxamine, catalase or superoxide dismutase inhibited almost completely. When DNA breakage was induced by Fenton's reagent (ascorbate plus iron) the two catechols (caffeic acid and gossypol) were protective, whereas the two triols (1,2,4-benzenetriol and gallic acid) exacerbated damage.
A S Li; B Bandy; S S Tsang; A J Davison
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Publication Detail:
Type:  Comparative Study; Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Free radical research     Volume:  33     ISSN:  1071-5762     ISO Abbreviation:  Free Radic. Res.     Publication Date:  2000 Nov 
Date Detail:
Created Date:  2001-01-25     Completed Date:  2001-03-01     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  9423872     Medline TA:  Free Radic Res     Country:  Switzerland    
Other Details:
Languages:  eng     Pagination:  551-66     Citation Subset:  IM    
Bioenergetics Research Laboratory, Faculty of Applied Sciences, Simon Fraser University, Burnaby, BC, Canada.
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MeSH Terms
Antioxidants / chemistry*
Ascorbic Acid / chemistry
Caffeic Acids / chemistry
Chelating Agents / chemistry
Copper / chemistry
DNA Damage*
DNA, Superhelical / chemistry*
Deferoxamine / chemistry
Electrophoresis, Agar Gel
Free Radical Scavengers / chemistry
Gallic Acid / chemistry
Gossypol / chemistry
Hydroquinones / chemistry
Iron / chemistry
Mutagens / chemistry
Oxidants / chemistry*
Phenols / chemistry*
Reg. No./Substance:
0/Antioxidants; 0/Caffeic Acids; 0/Chelating Agents; 0/DNA, Superhelical; 0/Free Radical Scavengers; 0/Hydroquinones; 0/Mutagens; 0/Oxidants; 0/Phenols; 149-91-7/Gallic Acid; 303-45-7/Gossypol; 331-39-5/caffeic acid; 50-81-7/Ascorbic Acid; 533-73-3/hydroxyhydroquinone; 70-51-9/Deferoxamine; 7439-89-6/Iron; 7440-50-8/Copper

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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