Time course of acetaminophen-protein adducts and acetaminophen metabolites in circulation of overdose patients and in HepaRG cells

References

• Antoine DJ, Jenkins RE, Dear JW, et al. (2012). Molecular forms of HMGB1 and keratin-18 as mechanistic biomarkers for mode of cell death and prognosis during clinical acetaminophen hepatotoxicity. J Hepatol 56:1070–9
   PubMed Web of Science ®Google Scholar
• Antoniades CG, Quaglia A, Taams LS, et al. (2012). Source and characterization of hepatic macrophages in acetaminophen-induced acute liver failure in humans. Hepatology 56:735–46
   PubMed Web of Science ®Google Scholar
• Bajt ML, Knight TR, Lemasters JJ, Jaeschke H. (2004). Acetaminophen-induced oxidant stress and cell injury in cultured mouse hepatocytes: protection by N-acetyl cysteine. Toxicol Sci 80:343–9
   PubMed Web of Science ®Google Scholar
• Bebarta VS, Shiner DC, Varney SM. (2014). A case of moderate liver enzyme elevation after acute acetaminophen overdose despite undetectable acetaminophen level and normal initial liver enzymes. Am J Ther 21:e82–4
   PubMed Web of Science ®Google Scholar
• Budnitz DS, Lovegrove MC, Crosby AE. (2011). Emergency department visits for overdoses of acetaminophen-containing products. Am J Prev Med 40:585–92
   PubMed Web of Science ®Google Scholar
• Chun LJ, Tong MJ, Busuttil RW, Hiatt JR. (2009). Acetaminophen hepatotoxicity and acute liver failure. J Clin Gastroenterol 43:342–9
   PubMed Web of Science ®Google Scholar
• Clements JA, Critchley JA, Prescott LF. (1984). The role of sulphate conjugation in the metabolism and disposition of oral and intravenous paracetamol in man. Br J Clin Pharmacol 18:481–5
   PubMed Web of Science ®Google Scholar
• Cook SF, King AD, Chang Y, et al. (2015). Quantification of a biomarker of acetaminophen protein adducts in human serum by high-performance liquid chromatography-electrospray ionization-tandem mass spectrometry: clinical and animal model applications. J Chromatogr B Analyt Technol Biomed Life Sci 985C:131–41
   Google Scholar
• Court MH, Freytsis M, Wang X, et al. (2013). The UDP-glucuronosyltransferase (UGT) 1A polymorphism c.2042C&gt:G (rs8330) is associated with increased human liver acetaminophen glucuronidation, increased UGT1A exon 5a/5b splice variant mRNA ratio, and decreased risk of unintentional acetaminophen-induced acute liver failure. J Pharmacol Exp Ther 345:297–307
   PubMed Web of Science ®Google Scholar
• Davern TJ II, James LP, Hinson JA, et al. (2006). Measurement of serum acetaminophen-protein adducts in patients with acute liver failure. Gastroenterology 130:687–94
   PubMed Web of Science ®Google Scholar
• de Morais SM, Uetrecht JP, Wells PG. (1992). Decreased glucuronidation and increased bioactivation of acetaminophen in Gilbert's syndrome. Gastroenterology 102:577–86
   PubMed Web of Science ®Google Scholar
• de Morais SM, Wells PG. (1989). Enhanced acetaminophen toxicity in rats with bilirubin glucuronyl transferase deficiency. Hepatology 10:163–7
   PubMed Web of Science ®Google Scholar
• Esteban A, Pérez-Mateo M. (1999). Heterogeneity of paracetamol metabolism in Gilbert's syndrome. Eur J Drug Metab Pharmacokinet 24:9–13
   PubMed Web of Science ®Google Scholar
• Gelotte CK, Auiler JF, Lynch JM, et al. (2007). Disposition of acetaminophen at 4, 6, and 8 g/day for 3 days in healthy young adults. Clin Pharmacol Ther 81:840–8
   PubMed Web of Science ®Google Scholar
• Heard KJ, Green JL, James LP, et al. (2011). Acetaminophen-cysteine adducts during therapeutic dosing and following overdose. BMC Gastroenterol 11:20
   PubMed Web of Science ®Google Scholar
• Hinson JA, Roberts DW, Benson RW, et al. (1990) Mechanism of paracetamol toxicity. Lancet 335:732
   PubMed Web of Science ®Google Scholar
• James LP, Capparelli EV, Simpson PM, et al; Network of Pediatric Pharmacology Research Units, National Institutes of Child Health and Human Development. (2008). Acetaminophen-associated hepatic injury: evalutation of acetaminophen protein adducts in children and adolescents with acetaminophen overdose. Clin Pharmacol Ther 84:684–90
   PubMed Web of Science ®Google Scholar
• James LP, Letzig L, Simpson PM, et al. (2009). Pharmacokinetics of acetaminophen-protein adducts in adults with acetaminophen overdose and acute liver failure. Drug Metab Dispos 37:1779–84
   PubMed Web of Science ®Google Scholar
• Lee WM. (2012). Acute liver failure. Semin Respir Crit Care Med 33:36–45
   PubMed Web of Science ®Google Scholar
• McClain CJ, Price S, Barve S, et al. (1999). Acetaminophen hepatotoxicity: an update. Curr Gastroenterol Rep 1:42–9
   PubMedGoogle Scholar
• McGill MR, Jaeschke H. (2013). Metabolism and disposition of acetaminophen: recent advances in relation to hepatotoxicity and diagnosis. Pharm Res 30:2174–87
   PubMed Web of Science ®Google Scholar
• McGill MR, Lebofsky M, Norris HR, et al. (2013). Plasma and liver acetaminophen-protein adduct levels in mice after acetaminophen treatment: dose-response, mechanisms, and clinical implications. Toxicol Appl Pharmacol 269:240–9
   PubMed Web of Science ®Google Scholar
• McGill MR, Li F, Sharpe MR, et al. (2014a) Circulating acylcarnitines as biomarkers of mitochondrial dysfunction after acetaminophen overdose in mice and humans. Arch Toxicol 88:391–401
   PubMed Web of Science ®Google Scholar
• McGill MR, Sharpe MR, Williams CD, et al. (2012). The mechanism underlying acetaminophen-induced hepatotoxicity in humans and mice involves mitochondrial damage and nuclear DNA fragmentation. J Clin Invest 122:1574–83
   PubMed Web of Science ®Google Scholar
• McGill MR, Staggs VS, Sharpe MR, et al. (2014b) Serum mitochondrial biomarkers and damage-associated molecular patterns are higher in acetaminophen overdose patients with poor outcome. Hepatology 60:1336–45
   PubMed Web of Science ®Google Scholar
• McGill MR, Yan HM, Ramachandran A, et al. (2011). HepaRG cells: a human model to study mechanisms of acetaminophen hepatotoxicity. Hepatology 53:974–82
   PubMed Web of Science ®Google Scholar
• Muldrew KL, James LP, Coop L, et al. (2002) Determination of acetaminophen-protein adducts in mouse liver and serum and human serum after hepatotoxic doses of acetaminophen using high-performance liquid chromatography with electrochemical detection. Drug Metab Dispos 30:446–51
   PubMed Web of Science ®Google Scholar
• Nourjah P, Ahmad SR, Karwoski C, Willy M. (2006). Estimates of acetaminophen (paracetamol)-associated overdoses in the United States. Pharmacoepidemiol Drug Saf 15:398–405
   PubMed Web of Science ®Google Scholar
• Prescott LF. (1980). Kinetics and metabolism of paracetamol and phenacetin. Br J Clin Pharmacol 10:291S–8S
   PubMed Web of Science ®Google Scholar
• Remien CH, Adler FR, Waddoups L, et al. (2012). Mathematical modeling of liver injury and dysfunction after acetaminophen overdose: early discrimination between survival and death. Hepatology 56:727–34
   PubMed Web of Science ®Google Scholar
• Singer AJ, Carracio TR, Mofenson HC. (1995). The temporal profile of increased transaminase levels in patients with acetaminophen-induced liver dysfunction. Ann Emerg Med 26:49–53
   PubMed Web of Science ®Google Scholar
• Srivastava A, Maggs JL, Antoine DJ, et al. (2010). Role of reactive metabolites in drug-induced hepatotoxicity. Handb Exp Pharmacol 196:165–94
   PubMedGoogle Scholar
• Ullrich D, Sieg A, Blume R, et al. (1987). Normal pathways for glucuronidation, sulphation and oxidation of paracetamol in Gilbert's syndrome. Eur J Clin Invest 17:237–40
   PubMed Web of Science ®Google Scholar
• Webster PA, Roberts DW, Benson RW, Kearns GL. (1996). Acetaminophen toxicity in children: diagnostic confirmation using a specific antigenic biomarker. J Clin Pharmacol 36:397–402
   PubMed Web of Science ®Google Scholar
• Weerasinghe SV, Jang YJ, Fontana RJ, Omary MB. (2014). Carbamoyl phosphate synthetase-1 is a rapid turnover biomarker in mouse and human acute liver injury. Am J Physiol Gastrointest Liver Physiol 307:G355–64
   PubMed Web of Science ®Google Scholar
• Williams CD, Bajt ML, Sharpe MR, et al. (2014). Neutrophil activation during acetaminophen hepatotoxicity and repair in mice and humans. Toxicol Appl Pharmacol 275:122–33
   PubMed Web of Science ®Google Scholar
• Xie Y, McGill MR, Dorko K, et al. (2014). Mechanisms of acetaminophen-induced cell death in primary human hepatocytes. Toxicol Appl Pharmacol 279:266–74
   PubMed Web of Science ®Google Scholar