Morphine metabolism revisited. II. Isolation and chemical characterization of a glutathionylmorphine adduct from rat liver microsomal preparations

MA Correia, G Krowech, P Caldera-Munoz… - Chemico-biological …, 1984 - Elsevier
Incubation of tritium-labeled morphine and cold glutathione (GSH) or cold morphine and
tritiated GSH with liver microsomal preparations obtained from phenobarbital-treated rats led …

Morphine metabolism revisited. III. Confirmation of a novel metabolic pathway

G Krowech, PS Caldera-Munoz, K Straub… - Chemico-biological …, 1986 - Elsevier
Previous studies have led to the partial structural characterization of a glutathionylmorphine
adduct which was isolated from rat liver microsomal incubations. The formation of this …

Morphine metabolism revisited: I. Metabolic activation of morphine to a reactive species in rats

MA Correia, JS Wong, E Soliven - Chemico-biological interactions, 1984 - Elsevier
Abstract Treatment of fasted rats with relatively high doses of morphine rapidly results in
depletion of hepatic glutathione (GSH) content and marked elevation of serum transaminase …

(8S)-(glutathion-S-yl) dihydromorphinone, a novel metabolite of morphine from guinea pig bile.

T Ishida, Y Kumagai, Y Ikeda, K Ito, M Yano… - Drug metabolism and …, 1989 - ASPET
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 …

[PDF][PDF] A new metabolic pathway of morphine: in vivo and in vitro formation of morphinone and morphine-glutathione adduct in guinea pig.

Y Kumagai, T Todaka, S Toki - Journal of Pharmacology and Experimental …, 1990 - Citeseer
A New Metabolic Pathway of Morphine: In Vivo and In Vitro Formation of Morphinone and
Morphinone-Glutathione Adduct in Guinea Pi Page 1 VoL 255, No.2 Printed in US.A …

In vivo and in vitro formation of morphinone from morphine in rat

S YAMANO*, A Takahashi, T Todaka, S Toki - Xenobiotica, 1997 - Taylor & Francis
1. Morphinone, a toxic metabolite, and its glutathione adduct (MO-GSH) were identified in
the bile of rat after subcutaneous injection of morphine (25 mg/kg) by hplc procedures. The …

Studies on the mechanism of covalent binding of morphine metabolites to proteins in mouse.

K Nagamatsu, Y Kido, T Terao, T Ishida… - Drug Metabolism and …, 1983 - ASPET
The disposition of N--14CH3-labeled and C-6--3H-labeled morphines in mouse tissue was
determined over 48 hr after sc injection. 3H radioactivity in tissues decreased more rapidly …

Bioactivation of morphine in human liver: isolation and identification of morphinone, a toxic metabolite

T Todaka, T Ishida, H Kita, S Narimatsu… - Biological and …, 2005 - jstage.jst.go.jp
Morphinone, identified in the bile of guinea pigs and rats given morphine, is a reactive
electrophile and has the ability to bind to glutathione (GSH) and tissue macromolecules …

Different biotransformation of morphine in isolated liver cells from guinea pig and rat

TA Aasmundstad, Å Ripel, E Bodd, A Bjørneboe… - Biochemical …, 1993 - Elsevier
The biotransformation of morphine was characterized in freshly isolated parenchymal and
non-parenchymal liver cells from rats and guinea pigs in suspension culture to establish an …

Production of morphinone as a metabolite of morphine and its physiological role

S Toki, S Yamano - … Zasshi: Journal of the Pharmaceutical Society …, 1999 - europepmc.org
Morphine is a potent analgesic and is widely used in the clinical management of severe
acute and chronic pain; however, its clinical usefulness is limited due to the development of …