The mechanism of prevention of paracetamol-induced hepatotoxicity by 3,5-dialkyl substitution. The roles of glutathione depletion and oxidative stress.

[1]  N. Vermeulen,et al.  Relationship between paracetamol binding to and its oxidation by two cytochromes P-450 isozymes--a proton nuclear magnetic resonance and spectrophotometric study. , 1987, Xenobiotica; the fate of foreign compounds in biological systems.

[2]  N. Vermeulen,et al.  Paracetamol, 3-monoalkyl- and 3,5-dialkyl derivatives. Comparison of their microsomal cytochrome P-450 dependent oxidation and toxicity in freshly isolated hepatocytes. , 1986, Biochemical pharmacology.

[3]  R. Billings,et al.  The role of mitochondrial glutathione and cellular protein sulfhydryls in formaldehyde toxicity in glutathione-depleted rat hepatocytes. , 1986, Archives of biochemistry and biophysics.

[4]  A. Boobis,et al.  Reversal of acetaminophen toxicity in isolated hamster hepatocytes by dithiothreitol. , 1986, Toxicology and applied pharmacology.

[5]  S. Orrenius,et al.  The toxicity of acetaminophen and N-acetyl-p-benzoquinone imine in isolated hepatocytes is associated with thiol depletion and increased cytosolic Ca2+. , 1985, The Journal of biological chemistry.

[6]  M. Younes,et al.  The role of iron in the paracetamol- and CCl4-induced lipid peroxidation and hepatotoxicity. , 1985, Chemico-biological interactions.

[7]  D. D. Di Monte,et al.  Menadione-induced cytotoxicity is associated with protein thiol oxidation and alteration in intracellular Ca2+ homeostasis. , 1984, Archives of biochemistry and biophysics.

[8]  C. Tyson,et al.  Metabolism and cytotoxicity of acetaminophen in hepatocytes isolated from resistant and susceptible species. , 1984, Toxicology and applied pharmacology.

[9]  S. Orrenius,et al.  Increase in cytosolic Ca2+ concentration during t‐butyl hydroperoxide metabolism by isolated hepatocytes involves NADPH oxidation and mobilization of intracellular Ca2+ stores , 1984, FEBS letters.

[10]  T. Baillie,et al.  The covalent binding of acetaminophen to protein. Evidence for cysteine residues as major sites of arylation in vitro. , 1984, Chemico-biological interactions.

[11]  G. Poli,et al.  Paracetamol-stimulated lipid peroxidation in isolated rat and mouse hepatocytes. , 1983, Chemico-Biological Interactions.

[12]  A. Larsson.  Functions of Glutathione: Biochemical, Physiological, Toxicological, and Clinical Aspects , 1983 .

[13]  A. Mclean,et al.  Dissociation of cell death from covalent binding of paracetamol by flavones in a hepatocyte system. , 1982, Biochemical pharmacology.

[14]  S. Nelson,et al.  Synthesis, decomposition kinetics, and preliminary toxicological studies of pure N-acetyl-p-benzoquinone imine, a proposed toxic metabolite of acetaminophen. , 1982, Journal of medicinal chemistry.

[15]  J R Gillette,et al.  Acetaminophen-induced hepatotoxicity. , 1981, Life sciences.

[16]  K. Ham,et al.  Studies on the mechanism of toxicity of acetaminophen. Synthesis and reactions of N-acetyl-2,6-dimethyl- and N-acetyl-3,5-dimethyl-p-benzoquinone imines. , 1980, Journal of medicinal chemistry.

[17]  A Wendel,et al.  Acute paracetamol intoxication of starved mice leads to lipid peroxidation in vivo. , 1979, Biochemical pharmacology.

[18]  J. Villeneuve,et al.  EFFECT OF N-ACETYLCYSTEINE ON HEPATIC COVALENT BINDING OF PARACETAMOL (ACETAMINOPHEN) , 1977, The Lancet.

[19]  D. Labadarios,et al.  Paracetamol-induced hepatic necrosis in the mouse-relationship between covalent binding, hepatic glutathione depletion and the protective effect of alpha-mercaptopropionylglycine. , 1977, Biochemical pharmacology.

[20]  M. M. Bradford.  A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. , 1976, Analytical biochemistry.

[21]  P. Seglen.  Preparation of rat liver cells. 3. Enzymatic requirements for tissue dispersion. , 1973, Experimental cell research.

[22]  P. McCay,et al.  Evidence that peroxidation of lysosomal membranes is initiated by hydroxyl free radicals produced during flavin enzyme activity. , 1973, The Journal of biological chemistry.

[23]  B B Brodie,et al.  Acetaminophen-induced hepatic necrosis. II. Role of covalent binding in vivo. , 1973, The Journal of pharmacology and experimental therapeutics.

[24]  S. Colowick,et al.  Methods in Enzymology , Vol , 1966 .

[25]  G. Ellman,et al.  Tissue sulfhydryl groups. , 1959, Archives of biochemistry and biophysics.