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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
2
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pubmed:dateCreated |
1984-6-27
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pubmed:abstractText |
The principal rat liver microsomal metabolite of 4-nitroaniline was isolated by high pressure liquid chromatography and was characterized as 2-amino-5-nitrophenol (2-hydroxy-4-nitroaniline) by comparison of its mass, nuclear magnetic resonance, and ultraviolet spectra and HPLC retention time to the synthetic compound. A metabolite with the chromatographic retention time of authentic N-hydroxy-4-nitroaniline was not detected. Pretreatment of rats with phenobarbital and 3-methylcholanthrene increased the rate of conversion of 4-nitroaniline to 2-hydroxy-4-nitroaniline by 2-fold and 4-fold, respectively; the reaction required NADPH and was inhibited by heat treatment of microsomes, by argon and carbon monoxide:oxygen atmospheres and by the cytochrome P-450 inhibitor, 2-[(2,4-dichloro-6-phenyl)phenoxy]ethylamine. In the presence of a molecular oxygen (18O2) atmosphere, 18O was quantitatively incorporated into the metabolite. Microsomes did not catalyze the isomerization of N-hydroxy-4-nitroaniline to 2-hydroxy-4-nitroaniline. A primary isotope effect was not observed upon comparison of the rate of conversion of 2,6-dideutero-4-nitroaniline to 2-hydroxy-4-nitroaniline with that of the nondeuterated compound. The 2-hydroxy-4-nitroaniline derived from microsomal incubation mixtures of 2,6-dideutero-4-nitroaniline contained about 20%, 3,6-dideutero-2-hydroxy-4-nitroaniline.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:issn |
0090-9556
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
12
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
179-85
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:6144483-Aniline Compounds,
pubmed-meshheading:6144483-Animals,
pubmed-meshheading:6144483-Chromatography, High Pressure Liquid,
pubmed-meshheading:6144483-Cytochrome P-450 Enzyme System,
pubmed-meshheading:6144483-Hydroxylation,
pubmed-meshheading:6144483-Male,
pubmed-meshheading:6144483-Mass Spectrometry,
pubmed-meshheading:6144483-Microsomes, Liver,
pubmed-meshheading:6144483-Rats,
pubmed-meshheading:6144483-Rats, Inbred Strains
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pubmed:articleTitle |
Metabolism of 4-nitroaniline by rat liver microsomes.
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pubmed:publicationType |
Journal Article,
In Vitro,
Research Support, U.S. Gov't, Non-P.H.S.
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