Production of 5- and 15-Hydroperoxyeicosatetraenoic Acid from Arachidonic Acid by Halothane-Free Radicals Generated by UV-Irradiation

Details

• Personal Author:
  Bösterling B ; Trudell JR
• Description:
  The authors are studying the molecular details of the process that begins with hepatic metabolism of halogenated inhalation anesthetics and ends with hepatic necrosis. In previous studies they have shown that the halothane-free radical produced by UV-irradiation is identical to that produced during reductive metabolism of halothane by hepatic cytochrome P-450. In the present study, the authors have examined a mechanism by which free radicals may propagate damage in the endoplasmic reticulum of liver cells. The 1-chloro-2,2,2-trifluoroethyl free radical produced by UV-irradiation of halothane can abstract a hydrogen radical from arachidonic acid to yield 2-chloro-1,1,1-trifluoroethane and an arachidonic acid-free radical. The arachidonic acid-free radical reacts with molecular oxygen to form 5- and 15-hydroperoxyeicosatetraenoic acid. There is considerable evidence that the peroxidation process that we studied in the model system will be similar when the arachidonic acid is an acyl chain on a membrane phospholipid and the free radicals are generated metabolically. The authors suggest that these hydroperoxides may be toxic by acting as intermediates in the pathway of leukotriene production as well as by direct oxidation of membrane components. [Description provided by NIOSH]
• Subjects:
  Anesthesia Free Radicals Hazardous Substances Liver Occupational Health Oxidants Safety
• Keywords:
  Anesthetic Gases Anesthetics Author Keywords: Anesthetics Free Radical Generation Free Radicals Hepatotoxicity Leukotrienes Liver Cells Metabolites Oxidative Processes Toxicity Volatile: Halothane

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• ISSN:
  0003-3022
• Document Type:
  Text
• Funding:
  Grant
• Genre:
  Journal Article
• Place as Subject:
  California ; OSHA Region 9
• CIO:
  National Institute for Occupational Safety and Health (NIOSH)
• Topic:
  Workplace Safety & Health
• Location:
  North America
• Pages in Document:
  209-213
• Volume:
  60
• Issue:
  3
• NIOSHTIC Number:
  nn:20060670
• Citation:
  Anesthesiology 1984 Mar; 60(3):209-213
• Contact Point Address:
  Dr. Trudell, Department of Anesthesia, Stanford University School of Medicine, Stanford, California 94305
• CAS Registry Number:
  (±)-Halothane (CAS RN 151-67-7) ; Arachidonic acid (CAS RN 506-32-1)
• Federal Fiscal Year:
  1984
• Performing Organization:
  Stanford University, Stanford, California
• Peer Reviewed:
  True
• Start Date:
  19800901
• Source Full Name:
  Anesthesiology
• End Date:
  19901130
• Collection(s):
  National Institute for Occupational Safety and Health
• Main Document Checksum:
  urn:sha-512:12d9919ddcc2a440624660a0048b36620b579fbca36ddaf375d232ded6dc8d49e8c74d4f538fe89c73c7858bb75bfe87367a683ef68b51b3fe53875fa907e7dd
• Download URL:
  https://stacks.cdc.gov/view/cdc/224512/cdc_224512_DS1.pdf
• File Type:
  [PDF - 426.24 KB ]