Mechanism of protection by S-(1,2-dicarboxyethyl)glutathione triester against acetaminophen-induced hepatotoxicity in rat hepatocytes.

M Yasuda, S Matsumoto, S Matsushima, H Murata, T Shimoshinbara, S Tsuboi
Author Information
  1. M Yasuda: Department of Biochemistry Faculty of Pharmaceutical Sciences, Okayama University, Japan.

Abstract

Treatment with the triester of S-(1,2-dicarboxyethyl)glutathione (DCE-GS) prevented the hepatotoxicity induced by acetaminophen via elevation of the glutathione (GSH) level in rat hepatocytes. This elevation of the GSH level in rat hepatocytes by DCE-GS triester was dose- and time-dependent (2.1-fold in 24 h with 0.5 mm). DCE-GS triester increased the GSH level much more effectively than GSH, DCE-GS, and DCE-GS monoester and diester. Furthermore, the activity of y-glutamylcysteine synthetase (gamma-GCS), the rate-limiting enzyme in GSH biosynthesis, was also increased by DCE-GS triester treatment (1.4-fold in 24 h with 1.0 mm). In contrast, with a rat liver homogenate, DCE-GS increased the y-GCS activity, whereas DCE-GS triester had no effect on this activity. These results suggested that DCE-GS triester, which is transported into hepatocytes much more effectively than DCE-GS and other DCE-GS esters due to its greater lipophilicity, was hydrolyzed to DCE-GS, and then the DCE-GS produced increased the GSH level via activation of gamma-GCS in rat hepatocytes.

MeSH Term

Acetaminophen
Analgesics, Non-Narcotic
Animals
Cells, Cultured
Chemical and Drug Induced Liver Injury
Glutamate-Cysteine Ligase
Glutathione
Hepatocytes
Male
Rats
Rats, Wistar

Chemicals

Analgesics, Non-Narcotic
S-(1,2-dicarboxyethyl)glutathione
Acetaminophen
Glutamate-Cysteine Ligase
Glutathione

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