Document Detail


5-(Diethoxyphosphoryl)-5-methyl-1-pyrroline N-oxide: a new efficient phosphorylated nitrone for the in vitro and in vivo spin trapping of oxygen-centered radicals.
MedLine Citation:
PMID:  7830268     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
5-(Diethoxyphosphoryl)-5-methyl-1-pyrroline N-oxide (DEPMPO, 2), a new spin trap, has been synthesized via a two-step synthetic route, and its ability to spin trap oxy radicals in biological milieu has been addressed. The in vitro spin trapping of hydroxyl and superoxide radicals was investigated in a phosphate buffer 0.1 M, and the hyperfine coupling constants of the spin adducts were determined. The rates of spin trapping of hydroxyl and superoxide radicals with 2 were found to be close to those reported for 5,5-dimethyl-1-pyrroline N-oxide (DMPO). However, the DEPMPO-superoxide spin adduct was shown to be significantly more persistent (15 times at pH 7) than the DMPO--superoxide spin adduct. Using 2 as a spin trap, the production of superoxide has been clearly characterized during the reperfusion of ischemic isolated rat hearts.
Authors:
C Frejaville; H Karoui; B Tuccio; F Le Moigne; M Culcasi; S Pietri; R Lauricella; P Tordo
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Journal of medicinal chemistry     Volume:  38     ISSN:  0022-2623     ISO Abbreviation:  J. Med. Chem.     Publication Date:  1995 Jan 
Date Detail:
Created Date:  1995-02-23     Completed Date:  1995-02-23     Revised Date:  2003-11-14    
Medline Journal Info:
Nlm Unique ID:  9716531     Medline TA:  J Med Chem     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  258-65     Citation Subset:  IM    
Affiliation:
Laboratoire Structure et Réactivité des Espèces Paramagnétiques, Université de Provence, Centre de St Jérôme, Marseille, France.
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MeSH Terms
Descriptor/Qualifier:
Animals
Cyclic N-Oxides*
Electron Spin Resonance Spectroscopy
Hydroxides / chemistry*
Kinetics
Male
Nitrogen Oxides
Rats
Rats, Wistar
Reactive Oxygen Species*
Reperfusion Injury / metabolism
Spin Labels*
Superoxides / chemistry*
Chemical
Reg. No./Substance:
0/Cyclic N-Oxides; 0/Hydroxides; 0/Nitrogen Oxides; 0/Reactive Oxygen Species; 0/Spin Labels; 0/nitrones; 11062-77-4/Superoxides

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