In vitro effects of acetaminophen metabolites and analogs on the respiration of mouse liver mitochondria

Arch Biochem Biophys. 1989 Sep;273(2):449-57. doi: 10.1016/0003-9861(89)90504-3.

Abstract

Acetaminophen, an analgesic and antipyretic, is toxic in overdose to liver and kidney. The effects on mitochondrial respiration of acetaminophen, its less toxic analog, 3-hydroxyacetanilide, and metabolites which arise from these compounds have been investigated. The parent compounds inhibited NADH-linked respiration reversibly, whereas the metabolites inhibit all mitochondrial respiration, apparently in the Complex III region of the respiratory chain. The quinone derivatives, 4-acetamido-o-benzoquinone and 2-acetamido-p-benzoquinone, are the best inhibitors, with the onset of inhibition dependent on active respiration, suggesting interaction of these compounds with oxidized components of the electron transport chain.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Acetaminophen / analogs & derivatives
  • Acetaminophen / metabolism*
  • Adenosine Diphosphate / pharmacology
  • Animals
  • Chemical Phenomena
  • Chemistry
  • Electron Transport
  • Male
  • Mice
  • Mitochondria, Liver / drug effects
  • Mitochondria, Liver / metabolism*
  • Multienzyme Complexes / antagonists & inhibitors
  • NADH, NADPH Oxidoreductases / antagonists & inhibitors
  • NADH, NADPH Oxidoreductases / metabolism
  • Oxidation-Reduction
  • Oxygen Consumption*

Substances

  • Multienzyme Complexes
  • Acetaminophen
  • Adenosine Diphosphate
  • NADH oxidase
  • NADH, NADPH Oxidoreductases