| Hemodynamic and metabolic effects of the beta-phosphorylated nitroxide 2-diethoxyphosphoryl-2,5,5-trimethylpyrrolidinoxyl during myocardial ischemia and reperfusion. | |
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MedLine Citation:
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PMID: 12706497 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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In vitro, the stable six-membered ring nitroxide 2,2,6,6-tetramethyl-1-piperidine-N-oxyl (TEMPO) is known to protect the ischemic and reperfused myocardium through a mechanism likely to involve the limitation of free radical damage. In vivo, TEMPO's high rate of reduction into diamagnetic nonactive compounds could limit its pharmacological use and its potential as an ESR probe in oxymetry studies. Recently, beta-phosphorylated nitrones and pyrrolidines have been reported to protect against myocardial reperfusion injury better than their nonphosphorylated analogs. Using hemodynamic, metabolic, and enzymatic indices of reperfusion injury, the efficacy of 2-diethoxyphosphoryl-2,5,5-trimethylpyrrolidinoxyl (TMPPO), a five-membered ring beta-phosphorylated nitroxide, has been compared to that of TEMPO when added at a nontoxic concentration (1 mM) in buffer-perfused isolated rat hearts during low-flow ischemia, total ischemia, and reflow. TMPPO, which is five times as hydrophilic and eight times as resistant to reduction in a biological medium as TEMPO, was more effective in reducing postischemic contracture and myocardial enzymatic leakage. Since a diamagnetic analog of TMPPO was far less protective and both nitroxides showed an antilipoperoxidant effect and acted mainly when administered only at reflow, it was proposed that beta-phosphorylated nitroxides such as TMPPO could be interesting alternatives in pharmacological and ESR applications. |
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Authors:
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Sylvia Pietri; Anne Mercier; Corinne Mathieu; Sophie Caffaratti; Marcel Culcasi |
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Publication Detail:
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Type: In Vitro; Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Free radical biology & medicine Volume: 34 ISSN: 0891-5849 ISO Abbreviation: Free Radic. Biol. Med. Publication Date: 2003 May |
Date Detail:
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Created Date: 2003-04-22 Completed Date: 2004-07-28 Revised Date: 2007-11-15 |
Medline Journal Info:
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Nlm Unique ID: 8709159 Medline TA: Free Radic Biol Med Country: United States |
Other Details:
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Languages: eng Pagination: 1167-77 Citation Subset: IM |
Affiliation:
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Laboratoire Structure et Réactivité des Espèces Paramagnétiques UMR 6517 du Centre National de la Recherche Scientifique, Universités d'Aix-Marseille I et III, France. pietri@srepir1.univ-mrs.fr |
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| MeSH Terms | |
Descriptor/Qualifier:
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Animals Cardiotonic Agents / pharmacology Creatine Kinase / metabolism Cyclic N-Oxides / chemistry, pharmacology* Cyclopentanes / chemistry, pharmacology Electron Spin Resonance Spectroscopy Heart / drug effects Hemodynamics / drug effects* L-Lactate Dehydrogenase / metabolism Male Malondialdehyde / metabolism Myocardial Ischemia / metabolism* Myocardial Reperfusion Myocardial Reperfusion Injury / metabolism* Myocardium / metabolism*, pathology Perfusion Phosphorylation Rats Rats, Wistar |
| Chemical | |
Reg. No./Substance:
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0/2-diethoxyphosphoryl-2,5,5-trimethylpyrrolidinoxyl; 0/Cardiotonic Agents; 0/Cyclic N-Oxides; 0/Cyclopentanes; 0/diethyl cyclopentylphosphonate; 2564-83-2/TEMPO; 542-78-9/Malondialdehyde; EC 1.1.1.27/L-Lactate Dehydrogenase; EC 2.7.3.2/Creatine Kinase |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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