Document Detail

In vivo EPR evidence for free radical adducts of nifedipine.
MedLine Citation:
PMID:  10502757     Owner:  NLM     Status:  MEDLINE    
Nifedipine [3,5-pyridinedicarboxylic acid, 1,4-dihydro-2, 6-dimethyl-4-(2-nitrophenyl)-dimethyl ester] is a calcium channel blocker that has been widely used as a prescription drug for patients with hypertension. After illumination by ordinary light for 24 hr, nifedipine is converted completely to its nitroso analog without further photochemical degradation. Evidence for stable, nitroxyl-like free radical generation in mice was observed 15 min after intramuscular (i.m.) or intraperitoneal (i.p.) injection of illuminated nifedipine as monitored by in vivo L-band electron paramagnetic resonance (EPR) spectrometry. This was confirmed in more detail by ex vivo measurements on excised muscle and liver tissue. The nature of these radicals was surmised by comparing the reaction of illuminated nitroso-nifedipine with polyunsaturated fatty acids. Surprisingly, identical radical spectra were detected from excised liver doped with nonilluminated nifedipine, suggesting that this drug can be enzymatically converted in vivo to its nitroso analog without the requirement for illumination. This is one of the first reports of in vivo EPR evidence for a class of unsaturated fatty acid radical conjugates resulting from the normal metabolism of a common drug. Magn Reson Med 42:691-694, 1999.
H Fujii; L J Berliner
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Magnetic resonance in medicine : official journal of the Society of Magnetic Resonance in Medicine / Society of Magnetic Resonance in Medicine     Volume:  42     ISSN:  0740-3194     ISO Abbreviation:  Magn Reson Med     Publication Date:  1999 Oct 
Date Detail:
Created Date:  1999-11-23     Completed Date:  1999-11-23     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  8505245     Medline TA:  Magn Reson Med     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  691-4     Citation Subset:  IM    
Copyright Information:
Copyright 1999 Wiley-Liss, Inc.
Department of Inflammation Research, Tokyo Metropolitan Institute of Medical Science, Rinshoken, Tokyo, Japan.
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MeSH Terms
Calcium Channel Blockers* / chemistry,  metabolism
Electron Spin Resonance Spectroscopy
Fatty Acids, Unsaturated
Free Radicals
Nifedipine* / chemistry,  metabolism
Grant Support
Reg. No./Substance:
0/Calcium Channel Blockers; 0/Fatty Acids, Unsaturated; 0/Free Radicals; 21829-25-4/Nifedipine

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