Literature DB >> 23052410

Acetaminophen protein adduct formation following low-dose acetaminophen exposure: comparison of immediate-release vs extended-release formulations.

Laura P James1, Angela Chiew, Susan M Abdel-Rahman, Lynda Letzig, Andis Graudins, Peter Day, Dean Roberts.   

Abstract

PURPOSE: Acetaminophen (APAP) protein adducts are a biomarker of APAP metabolism, reflecting oxidation of APAP and generation of the reactive metabolite N-acetyl-p-benzoquinone imine. High levels of adducts correspond to liver toxicity in patients with APAP-related acute liver failure. Adduct formation following low-dose exposure to APAP has not been well studied. APAP protein adducts were measured in blood samples collected from fasted individuals who participated in a crossover study of APAP (80 mg/kg) comparing extended release (ER) and immediate release (IR) formulations.
METHODS: Adducts were quantified in all postdose blood samples using a validated high-performance liquid chromatography electrochemical detection (HPLC-EC) assay.
RESULTS: Comparison of pharmacokinetic parameters for adducts did not reveal significant differences between ER and IR formulations, with one exception. Formation rates for adducts were faster for IR than the ER formulation (0.420 ± 0.157 vs. 0.203 ± 0.080 1/h), respectively. Maximum plasma concentrations (Cmax) of adducts for IR and ER were 0.108 (±0.020) and 0.100 (±0.028) nmol/ml serum, respectively, and were two orders of magnitude lower than adduct levels previously reported in adults with acute liver failure secondary to APAP.
CONCLUSIONS: APAP protein adducts are rapidly formed following nontoxic ingestion of APAP at levels significantly lower than those associated with acute liver failure.

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Year:  2012        PMID: 23052410      PMCID: PMC3624058          DOI: 10.1007/s00228-012-1410-7

Source DB:  PubMed          Journal:  Eur J Clin Pharmacol        ISSN: 0031-6970            Impact factor:   2.953


  14 in total

1.  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.

Authors:  Kenneth L Muldrew; Laura P James; Leslie Coop; Sandra S McCullough; Howard P Hendrickson; Jack A Hinson; Philip R Mayeux
Journal:  Drug Metab Dispos       Date:  2002-04       Impact factor: 3.922

2.  Acetaminophen-induced hepatic injury: protective role of glutathione in man and rationale for therapy.

Authors:  J R Mitchell; S S Thorgeirsson; W Z Potter; D J Jollow; H Keiser
Journal:  Clin Pharmacol Ther       Date:  1974-10       Impact factor: 6.875

3.  Acetaminophen-induced hepatic necrosis. IV. Protective role of glutathione.

Authors:  J R Mitchell; D J Jollow; W Z Potter; J R Gillette; B B Brodie
Journal:  J Pharmacol Exp Ther       Date:  1973-10       Impact factor: 4.030

4.  A sensitive immunochemical assay for acetaminophen-protein adducts.

Authors:  D W Roberts; N R Pumford; D W Potter; R W Benson; J A Hinson
Journal:  J Pharmacol Exp Ther       Date:  1987-05       Impact factor: 4.030

5.  The value of plasma acetaminophen half-life in antidote-treated acetaminophen overdosage.

Authors:  Frank Vinholt Schiødt; Peter Ott; Erik Christensen; Stig Bondesen
Journal:  Clin Pharmacol Ther       Date:  2002-04       Impact factor: 6.875

6.  Measurement of serum acetaminophen-protein adducts in patients with acute liver failure.

Authors:  Timothy J Davern; Laura P James; Jack A Hinson; Julie Polson; Anne M Larson; Robert J Fontana; Ezmina Lalani; Santiago Munoz; A Obaid Shakil; William M Lee
Journal:  Gastroenterology       Date:  2006-03       Impact factor: 22.682

7.  Acetaminophen-associated hepatic injury: evaluation of acetaminophen protein adducts in children and adolescents with acetaminophen overdose.

Authors:  L P James; E V Capparelli; P M Simpson; L Letzig; D Roberts; J A Hinson; G L Kearns; J L Blumer; J E Sullivan
Journal:  Clin Pharmacol Ther       Date:  2008-10-15       Impact factor: 6.875

8.  Pharmacokinetics of acetaminophen-protein adducts in adults with acetaminophen overdose and acute liver failure.

Authors:  Laura P James; Lynda Letzig; Pippa M Simpson; Edmund Capparelli; Dean W Roberts; Jack A Hinson; Timothy J Davern; William M Lee
Journal:  Drug Metab Dispos       Date:  2009-05-13       Impact factor: 3.922

9.  Immunohistochemical localization and quantification of the 3-(cystein-S-yl)-acetaminophen protein adduct in acetaminophen hepatotoxicity.

Authors:  D W Roberts; T J Bucci; R W Benson; A R Warbritton; T A McRae; N R Pumford; J A Hinson
Journal:  Am J Pathol       Date:  1991-02       Impact factor: 4.307

10.  Acetaminophen-cysteine adducts during therapeutic dosing and following overdose.

Authors:  Kennon J Heard; Jody L Green; Laura P James; Bryan S Judge; Liza Zolot; Sean Rhyee; Richard C Dart
Journal:  BMC Gastroenterol       Date:  2011-03-14       Impact factor: 3.067

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  19 in total

1.  The Effect of 4-Methylpyrazole on Oxidative Metabolism of Acetaminophen in Human Volunteers.

Authors:  A Min Kang; Angela Padilla-Jones; Erik S Fisher; Jephte Y Akakpo; Hartmut Jaeschke; Barry H Rumack; Richard D Gerkin; Steven C Curry
Journal:  J Med Toxicol       Date:  2019-11-25

2.  Proteomic analysis of acetaminophen-induced hepatotoxicity and identification of heme oxygenase 1 as a potential plasma biomarker of liver injury.

Authors:  Yuan Gao; Zhijun Cao; Xi Yang; Mohamed A Abdelmegeed; Jinchun Sun; Si Chen; Richard D Beger; Kelly Davis; William F Salminen; Byoung-Joon Song; Donna L Mendrick; Li-Rong Yu
Journal:  Proteomics Clin Appl       Date:  2016-10-28       Impact factor: 3.494

3.  Protein-Derived Acetaminophen-Cysteine Can Be Detected After Repeated Supratherapeutic Ingestion of Acetaminophen in the Absence of Hepatotoxicity.

Authors:  G F O'Malley; F Mizrahi; P Giraldo; R N O'Malley; D Rollins; D Wilkins
Journal:  J Med Toxicol       Date:  2015-09

4.  Race, Gender, and Genetic Polymorphism Contribute to Variability in Acetaminophen Pharmacokinetics, Metabolism, and Protein-Adduct Concentrations in Healthy African-American and European-American Volunteers.

Authors:  Michael H Court; Zhaohui Zhu; Gina Masse; Su X Duan; Laura P James; Jerold S Harmatz; David J Greenblatt
Journal:  J Pharmacol Exp Ther       Date:  2017-06-29       Impact factor: 4.030

5.  Detection of Acetaminophen-Protein Adducts in Decedents with Suspected Opioid-Acetaminophen Combination Product Overdose.

Authors:  Karen C Thomas; Diana G Wilkins; Steven C Curry; Todd C Grey; David M Andrenyak; Lawrence D McGill; Douglas E Rollins
Journal:  J Forensic Sci       Date:  2016-08-01       Impact factor: 1.832

6.  Confirming the Causative Role of Acetaminophen in Indeterminate Acute Liver Failure Using Acetaminophen-Cysteine Adducts.

Authors:  Sean M Frey; Timothy J Wiegand; Jody L Green; Kennon J Heard; Diana G Wilkins; Rachel M Gorodetsky; Richard C Dart
Journal:  J Med Toxicol       Date:  2015-06

7.  Adducts Post Acetaminophen Overdose Treated with a 12-Hour vs 20-Hour Acetylcysteine Infusion.

Authors:  Anselm Wong; Kennon Heard; Andis Graudins; Richard Dart; Marco L A Sivilotti
Journal:  J Med Toxicol       Date:  2020-01-14

8.  An Immunoassay to Rapidly Measure Acetaminophen Protein Adducts Accurately Identifies Patients With Acute Liver Injury or Failure.

Authors:  Dean W Roberts; William M Lee; Jack A Hinson; Shasha Bai; Christopher J Swearingen; R Todd Stravitz; Adrian Reuben; Lynda Letzig; Pippa M Simpson; Jody Rule; Robert J Fontana; Daniel Ganger; K Rajender Reddy; Iris Liou; Oren Fix; Laura P James
Journal:  Clin Gastroenterol Hepatol       Date:  2016-09-15       Impact factor: 11.382

9.  Targeted liquid chromatography-mass spectrometry analysis of serum acylcarnitines in acetaminophen toxicity in children.

Authors:  Sudeepa Bhattacharyya; Ke Yan; Lisa Pence; Pippa M Simpson; Pritmohinder Gill; Lynda G Letzig; Richard D Beger; Janice E Sullivan; Gregory L Kearns; Michael D Reed; James D Marshall; John N Van Den Anker; Laura P James
Journal:  Biomark Med       Date:  2014       Impact factor: 2.851

Review 10.  Metabolism and disposition of acetaminophen: recent advances in relation to hepatotoxicity and diagnosis.

Authors:  Mitchell R McGill; Hartmut Jaeschke
Journal:  Pharm Res       Date:  2013-03-06       Impact factor: 4.200

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