5'-Hydroxycotinine-N-oxide, a new nicotine metabolite isolated from rat urine

5'-Hydroxycotinine-N-oxide, a new nicotine metabolite isolated from rat urine

1. 5'-Hydroxycotinine-N-oxide, 5-(3-pyridyl-N-oxide)-5-hydroxy-1-methyl-pyrrolidone-2, was identified as a new in vivo metabolite of nicotine. 2. The new metabolite was isolated from the urine of rats treated with S -nicotine and characterized using chemical and spectrometric methods. 3. 5-Hydr...

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Veröffentlicht in:Xenobiotica 1999-08, Vol.29 (8), p.793-801
Hauptverfasser: SCHEPERS, G., DEMETRIOU, D., STABBERT, R., DIEHL, B., SEEMAN, J. I.
Format: Artikel
Sprache:eng
Schlagworte:
5'-Hydroxycotinine-N-oxide
Animals
Biological and medical sciences
Chromatography, High Pressure Liquid
Cotinine - analogs & derivatives
Cotinine - chemistry
Cotinine - urine
Magnetic Resonance Spectroscopy
Male
Mass Spectrometry
mass spectroscopy
Medical sciences
Molecular Structure
Nicotine - metabolism
Nicotine - pharmacology
Rats
Rats, Sprague-Dawley
Tobacco, tobacco smoking
Toxicology
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Zusammenfassung:1. 5'-Hydroxycotinine-N-oxide, 5-(3-pyridyl-N-oxide)-5-hydroxy-1-methyl-pyrrolidone-2, was identified as a new in vivo metabolite of nicotine. 2. The new metabolite was isolated from the urine of rats treated with S -nicotine and characterized using chemical and spectrometric methods. 3. 5-Hydroxycotinine-N-oxide was synthesized and characterized by MS and by infrared as well as 1H- and 13C-NMR spectroscopy. 4. Identity of the new metabolite with synthetic 5-hydroxycotinine-N-oxide was demonstrated by comparing the MS and 1H-NMR spectroscopy data as well as by cochromatography of a spiked urine sample.
ISSN:0049-8254
1366-5928
DOI:10.1080/004982599238245