Specific targets of covalent drug-protein interactions in hepatocytes and their toxicological significance in drug-induced liver injury (Q40817414)

24 September 2017

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title

Specific targets of covalent drug-protein interactions in hepatocytes and their toxicological significance in drug-induced liver injury (English)

1 reference

24 September 2017

U A Boelsterli

1

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PubMed ID

8313837

24 September 2017

language of work or name

English

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publication date

1 January 1993

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24 September 2017

Drug Metabolism Reviews

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24 September 2017

25

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24 September 2017

395-451

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24 September 2017

4

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Possible mechanism of liver necrosis caused by aromatic organic compounds

24 September 2017

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Metabolic activation and drug toxicity

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Enzymatic activation of chemicals to toxic metabolites.

21 January 2018

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Covalent and noncovalent interactions in acute lethal cell injury caused by chemicals

21 January 2018

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Role of Covalent and Noncovalent Interactions in Cell Toxicity: Effects on Proteins

21 January 2018

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Update of hepatotoxicity due to classes of drugs in common clinical use: non-steroidal drugs, anti-inflammatory drugs, antibiotics, antihypertensives, and cardiac and psychotropic agents

21 January 2018

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Biomechanisms of cocaine-induced hepatocyte injury mediated by the formation of reactive metabolites

21 January 2018

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Reactive intermediates and their toxicological significance

21 January 2018

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Halothane metabolism: Kupffer cells carry and partially process trifluoroacetylated protein adducts.

21 January 2018

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Isolation of S-(bromophenyl)cysteine isomers from liver proteins of bromobenzene-treated rats

21 January 2018

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Immunochemical analysis of acetaminophen covalent binding to proteins. Partial characterization of the major acetaminophen-binding liver proteins

21 January 2018

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Immunohistochemical demonstration of acetaldehyde-modified epitopes in human liver after alcohol consumption

21 January 2018

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What we have learned from phalloidin

21 January 2018

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Species differences in hepatic glutathione depletion, covalent binding and hepatic necrosis after acetaminophen.

21 January 2018

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Cocaine hepatotoxicity: influence of hepatic enzyme inducing and inhibiting agents on the site of necrosis

21 January 2018

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Modulation of cocaine metabolism in primary rat hepatocyte cultures: effects on irreversible binding and protein biosynthesis.

21 January 2018

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Comparative cytotoxic effects of acetaminophen (N-acetyl-p-aminophenol), a non-hepatotoxic regioisomer acetyl-m-aminophenol and their postulated reactive hydroquinone and quinone metabolites in monolayer cultures of mouse hepatocytes.

21 January 2018

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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

21 January 2018

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The mechanism of prevention of paracetamol-induced hepatotoxicity by 3,5-dialkyl substitution

21 January 2018

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Paracetamol-induced hepatic necrosis in the mouse-relationship between covalent binding, hepatic glutathione depletion and the protective effect of alpha-mercaptopropionylglycine

21 January 2018

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Gut-derived substances in activation of hepatic macrophages after partial hepatectomy in rats

21 January 2018

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Diclofenac covalent protein binding is dependent on acyl glucuronide formation and is inversely related to P450-mediated acute cell injury in cultured rat hepatocytes

21 January 2018

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The immunologic and metabolic basis of drug hypersensitivities

21 January 2018

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Neoantigens associated with halothane hepatitis

21 January 2018

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Drug-protein conjugation and its immunological consequences

21 January 2018

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Drug-induced allergic hepatitis

21 January 2018

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Drug-induced allergic hepatitis: does isaxonine fall into this category?

21 January 2018

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The acute hepatotoxicity of the isomers of dichlorobenzene in Fischer-344 and Sprague-Dawley rats: Isomer-specific and strain-specific differential toxicity

21 January 2018

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Flavin-containing monooxygenases: catalytic mechanism and substrate specificities

21 January 2018

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Acyl glucuronides revisited: is the glucuronidation process a toxification as well as a detoxification mechanism?

21 January 2018

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Glucuronidation and its Role in Regulation of Biological Activity of Drugs

21 January 2018

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Irreversible binding of zomepirac to plasma protein in vitro and in vivo

21 January 2018

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Disposition and irreversible plasma protein binding of tolmetin in humans

21 January 2018

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The molecular basis of halothane-induced hepatitis

21 January 2018

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Molecular aspects of paracetamol-induced hepatotoxicity and its mechanism-based prevention

21 January 2018

1 reference

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Drug-protein conjugates--V. Sex-linked differences in the metabolism and irreversible binding of 17 alpha-ethinylestradiol in the rat.

21 January 2018

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Studies on 5,5-diphenylhydantoin irreversible binding to rat liver microsomal proteins

21 January 2018

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Amelioration of bleomycin-induced pulmonary fibrosis in hamsters by combined treatment with taurine and niacin

21 January 2018

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Presence of covalently bound metabolites on rat hepatocyte plasma membrane proteins after administration of isaxonine, a drug leading to immunoallergic hepatitis in man.

21 January 2018

1 reference

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Immunochemical detection of liver protein adducts of the nonsteroidal antiinflammatory drug diclofenac

21 January 2018

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In vivo covalent binding of organic chemicals to DNA as a quantitative indicator in the process of chemical carcinogenesis

21 January 2018

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Estimation of exposure of man to substances reacting covalently with macromolecules

21 January 2018

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A metabolite of acetaminophen covalently binds to the 56 kDa selenium binding protein

21 January 2018

1 reference

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Purification, antibody production, and partial amino acid sequence of the 58-kDa acetaminophen-binding liver proteins

21 January 2018

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Structure-activity studies on organoselenium alkylating agents

21 January 2018

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Alkylation of the liver plasma membrane and inhibition of the Ca2+ ATPase by acetaminophen

21 January 2018

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Effects of modifying structure on electrophilic reactions with biological nucleophiles

21 January 2018

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Molecular and biochemical mechanisms of chemically induced nephrotoxicity: a review.

21 January 2018

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Acetaminophen hepatotoxicity: correspondence of selective protein arylation in human and mouse liver in vitro, in culture, and in vivo

21 January 2018

1 reference

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The acylation of proteins by xenobiotic amphipathic carboxylic acids in cultured rat hepatocytes

21 January 2018

1 reference

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Microsomal target proteins of metabolically activated aromatic hydrocarbons

21 January 2018

1 reference

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The calcium-binding protein calreticulin is covalently modified in rat liver by a reactive metabolite of the inhalation anesthetic halothane

21 January 2018

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Hypothesis: alcoholic liver injury and the covalent binding of acetaldehyde

21 January 2018

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Detection of a protein-acetaldehyde adduct in the liver of rats fed alcohol chronically

21 January 2018

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Drug-induced hepatitis associated with anticytoplasmic organelle autoantibodies

21 January 2018

1 reference

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Anti-liver endoplasmic reticulum autoantibodies are directed against human cytochrome P-450IA2. A specific marker of dihydralazine-induced hepatitis.

21 January 2018

1 reference

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Mechanism-based irreversible enzyme inhibitors

21 January 2018

1 reference

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Inhibitors of Cytochrome P-450s and their mechanism of action

21 January 2018

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Suicidal destruction of cytochrome P-450 during oxidative drug metabolism

21 January 2018

1 reference

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Covalent bonding of the prosthetic heme to protein: a potential mechanism for the suicide inactivation or activation of hemoproteins

21 January 2018

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The mechanism of bioactivation and antigen formation of amodiaquine in the rat

21 January 2018

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Chloroform toxicity in mice: correlation of renal and hepatic necrosis with covalent binding of metabolites to tissue macromolecules.

21 January 2018

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A comparative study on the irreversible binding of labeled halothane trichlorofluoromethane, chloroform, and carbon tetrachloride to hepatic protein and lipids in vitro and in vivo

21 January 2018

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Metabolic Activation of Haloalkanes and Testsin vitrofor Mutagenicity

21 January 2018

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Bioactivation of carbon tetrachloride, chloroform and bromotrichloromethane: Role of cytochrome P-450

21 January 2018

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Ethanol-induced enhancement of cocaine bioactivation and irreversible protein binding: evidence against a role of cytochrome P-450IIE1.

21 January 2018

1 reference

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The covalent binding of cyclosporin A to rat liver macromolecules in vivo and in vitro: the role of cytochrome P-450.

21 January 2018

1 reference

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The role of biliary excretion in the hepatotoxicity of furosemide in the mouse

21 January 2018

1 reference

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Human anti-endoplasmic reticulum antibodies in sera of patients with halothane-induced hepatitis are directed against a trifluoroacetylated carboxylesterase

21 January 2018

1 reference

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Antibodies to the surface of halothane-altered rabbit hepatocytes in patients with severe halothane-associated hepatitis

21 January 2018

1 reference

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Formation and identification of protein adducts to cytosolic proteins in guinea pig liver slices exposed to halothane

21 January 2018

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Isoniazid and Iproniazid: Activation of Metabolites to Toxic Intermediates in Man and Rat

21 January 2018

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Metabolic activation of the antidepressant tianeptine. II. In vivo covalent binding and toxicological studies at sublethal doses

21 January 2018

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Oxidative activation of the thiophene ring by hepatic enzymes. Hydroxylation and formation of electrophilic metabolites during metabolism of tienilic acid and its isomer by rat liver microsomes.

21 January 2018

1 reference

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Hydroxylation and formation of electrophilic metabolites of tienilic acid and its isomer by human liver microsomes. Catalysis by a cytochrome P450 IIC different from that responsible for mephenytoin hydroxylation

21 January 2018

1 reference

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Immunocytochemical detection of the 72-kDa heat shock protein in halothane--induced hepatotoxicity in rats

21 January 2018

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Human anti-endoplasmic reticulum autoantibodies appearing in a drug-induced hepatitis are directed against a human liver cytochrome P-450 that hydroxylates the drug

21 January 2018

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The mechanism of the suicidal reductive inactivation of microsomal cytochrome P-450 by halothane

21 January 2018

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Oxidative metabolism of spironolactone: evidence for the involvement of electrophilic thiosteroid species in drug-mediated destruction of rat hepatic cytochrome P450.

21 January 2018

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Metabolic activation of valproic acid and drug-mediated hepatotoxicity. Role of the terminal olefin, 2-n-propyl-4-pentenoic acid

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An investigation of the formation of cytotoxic, protein-reactive and stable metabolites from carbamazepine in vitro

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Inactivation of rat hepatic cytochrome P-450 by spironolactone

21 January 2018

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10.3109/03602539308993981

21 January 2018

Identifiers

DOI

1 reference

24 September 2017

1 reference

PubMed ID

8313837