PT  - JOURNAL ARTICLE
AU  - W F Pool
AU  - A A Houdi
AU  - L A Damani
AU  - W J Layton
AU  - P A Crooks
TI  - Isolation and characterization of N-methyl-N'-oxonicotinium ion, a new urinary metabolite of R-(+)-nicotine in the guinea pig.
DP  - 1986 Sep 01
TA  - Drug Metabolism and Disposition
PG  - 574--579
VI  - 14
IP  - 5
4099  - http://dmd.aspetjournals.org/content/14/5/574.short
4100  - http://dmd.aspetjournals.org/content/14/5/574.full
SO  - Drug Metab Dispos1986 Sep 01; 14
AB  - Biotransformation of both R-(+)-nicotine and R-(+)-N-methyl-nicotinium acetate in male Hartley guinea pigs affords a new quaternary amine metabolite, which was isolated and purified from urine by preparative HPLC. The structural analysis of the metabolite was carried out using UV spectrophotometry, direct thermospray mass spectrometry, and Fourier transform 1H-NMR spectroscopy. The structure of the metabolite was confirmed by synthesis and shown to be a mixture of the cis-1'S,2'R-, and trans-1'R,2'R-diastereomers of N-methyl-N'-oxonicotinium ion, formed in the ratio 1.6:1.0, respectively. S-(-)-Nicotine under similar conditions does not undergo this biotransformation.