TY - JOUR T1 - (8S)-(glutathion-S-yl)dihydromorphinone, a novel metabolite of morphine from guinea pig bile. JF - Drug Metabolism and Disposition JO - Drug Metab Dispos SP - 77 LP - 81 VL - 17 IS - 1 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 Y1 - 1989/01/01 UR - http://dmd.aspetjournals.org/content/17/1/77.abstract N2 - 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. ER -