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Toxicity and Metabolism of Eugenol, a Food Additive

Research Project

Project/Area Number 02680068
Research Category

Grant-in-Aid for General Scientific Research (C)

Allocation TypeSingle-year Grants
Research Field 家政学
Research InstitutionKyoto Prefectural University

Principal Investigator

MIZUTANI Tamio  Kyoto Prefectural University, Department of Living Science, Professor, 生活科学部, 教授 (30046461)

Project Period (FY) 1990 – 1991
Project Status Completed (Fiscal Year 1991)
Budget Amount *help
¥1,900,000 (Direct Cost: ¥1,900,000)
Fiscal Year 1991: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1990: ¥1,500,000 (Direct Cost: ¥1,500,000)
KeywordsButhionine sulfoximine / Eugenol / Glutathione / Hepatotoxicity / Metabolic activation / Mouse
Research Abstract

Eugenol is widely used as a food flavoring agent and a dental analgesic. Mice treated with eugenol(400-600 mg/kg, po)in combination with an inhibitor of glutathione(GSH)synthesis, buthionine sufoximine(BSO ; 4 mmol/kg, ip)developed hepatotoxicity characterized by increases in relative liver weight and serum GPT, hepatic congestion, and necrosis of hepatocytes. Drug metabolism inhibitors such as carbort disulfide and methoxsalen prevented the hepatotoxic effect of eugenol given in combination with BSO. These results suggest that eugenol is activated by a cytochrome-P-450-dependent metabolic reaction and that the liver injury is caused by inadequate rates of detoxification of the resulting metabolite in mice depleted of hepatic GSH. Several eugenol analogs such as safrole and chavibetol were examinedfor their ability to cause hepatic injury in GSH-depleted mice. Comp ; Wrison of the tested compounds showed that the structural requirements for toxic potency was a phenolic ring having an allyl substituent at the 4-position. These structural. requirements can be explained by assuming that a vinylogous quinone methide tonned by metabolic oxidation of eugenol plays a role in inducing hepatotoxicity.

Report

(3 results)
  • 1991 Annual Research Report   Final Research Report Summary
  • 1990 Annual Research Report
  • Research Products

    (7 results)

All Other

All Publications (7 results)

  • [Publications] Tamio Mizutani: "hepatotoxicity of Eugenol in Mice Depleted of Glutathione by Treatement with DL-Buthionine Sulfoximine" Res.Commun.Chem.Pathol.Pharmacol.71. 219-230 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Tamio Mizutani: "Hepatotoxicity of Eugenol and Related Compounds in Mice Depleted of Glutathione: Structural Requirements for Toxic Potency" Res.Commun.Chem.Pathol.Pharmacol.73. 87-95 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] T. Mizutani, K. Satoh, H. Nomura and K. Nakanishi: "Hepatotoxicity of Eugenol in Mice Depleted of Glutathione by Treatment with DL-Buthionine Sulfoximine." Res. Commun. Chem. Pathol. Pharmacol.71 (2). 219-230 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] T. Mizutami, K. Satoh and H. Nomura: "Hepatotoxicity of Eugenol and Related Compounds in Mice Depleted of Glutathione : Structural Requirements for Toxic Potency." Res. Commun. Chem. Pathol Pharmacol.73 (1). 87-95 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Tamio Mizutani: "Hepatotoxicity of Eugenol in Mice Depleted of Glutathione by Treatment with DLーButhionine Sulfoximine" Res.Commun.Chem.Pathol.Pharmacol.71. 219-230 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Tamio Mizutani: "Hepatotoxicity of Eugenol and Related Compounds in Mice Depleted of Glutathione:Structural Requirements for Toxic Potency" Res.Commun.Chem.Pathol.Pharmacol.73. 87-95 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Tamio Mizutani: "Hepatotoxicity of Eugenol in Mice Depleted of Glutathione by Treatment with DLーButhionine Sulfoximine" Res.Commun.Chem.Pathol.Pharmacol.71. (1991)

    • Related Report
      1990 Annual Research Report

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Published: 1990-04-01   Modified: 2016-04-21  

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