PT  - JOURNAL ARTICLE
AU  - T Ishida
AU  - Y Kumagai
AU  - Y Ikeda
AU  - K Ito
AU  - M Yano
AU  - S Toki
AU  - K Mihashi
AU  - T Fujioka
AU  - Y Iwase
AU  - S Hachiyama
TI  - (8S)-(glutathion-S-yl)dihydromorphinone, a novel metabolite of morphine from guinea pig bile.
DP  - 1989 Jan 01
TA  - Drug Metabolism and Disposition
PG  - 77--81
VI  - 17
IP  - 1
4099  - http://dmd.aspetjournals.org/content/17/1/77.short
4100  - http://dmd.aspetjournals.org/content/17/1/77.full
SO  - Drug Metab Dispos1989 Jan 01; 17
AB  - A novel glutathione-conjugated metabolite of morphine has been isolated from the bile of guinea pigs given morphine. The metabolite was separated by preparative HPLC on a reverse phase column (YMC-GEL C18) using methanol/water (1:4, v/v) as eluate and purified by HPLC on another reverse phase column (mu-Bondapak phenyl) using water/acetonitrile/trimethylamine/acetic acid (150:3:2:1, v/v) as a mobile phase. The unambiguous structure assignment of the metabolite was performed by fast atom bombardment mass spectrometry and 400 MHz fourier transform NMR spectrometric analysis, and it was identified as (8S)-glutathion-S-yl)dihydromorphinone, in comparison with the synthetic morphinone-glutathione adduct.