Recent advances in the metabolism of cannabinoids

Ikuo Yamamoto, Kazuhito Watanabe, Shizuo Narimatsu, Hidetoshi Yoshimura

Research output: Contribution to journalArticle

46 Citations (Scopus)

Abstract

This review describes recent advances in the metabolism of cannabinoids. Cannabidiol was metabolized to cannabielsoin, 6β-hydroxymethyl-Δ9-tetrahydrocannabinol and an oxepine derivative through epoxide intermediates by hepatic microsomal enzymes containing cytochrome P450 of animals. Cannabidiol inactivated cytochrome P450 UT-2 (CYP2C11) in male rats and a member of 3A subfamily in mouse liver. These inactivations may be very important because serious drug-drug interactions will occur in the case that cannabidiol is co-administered with drugs which are metabolized mainly by the enzyme system containing these P450 isozymes. A member of cytochrome P450 belonging to 2C subfamily was the major isozymes responsible for the cannabinoid metabolism in many experimental animals and that of 3A subfamily made some contribution to the metabolism of cannabinoids by human hepatic microsomes. Microsomal aldehyde oxygenase, a particular isozyme of cytochrome P450 catalyzing the oxidation of 11-oxo-tetrahydrocannabinol to tetrahydrocannabinol-11-oic acid, was found for the first time by the authors. Cytochrome P450 MUT-2 (CYP2C29) is the major isozyme responsible for the microsomal aldehyde oxygenase activity in mouse hepatic microsomes.

Original languageEnglish
Pages (from-to)741-746
Number of pages6
JournalInternational Journal of Biochemistry and Cell Biology
Volume27
Issue number8
Publication statusPublished - Aug 1995
Externally publishedYes

Fingerprint

Cannabinoids
Metabolism
Cytochrome P-450 Enzyme System
Cannabidiol
Isoenzymes
Dronabinol
Oxygenases
Liver
Microsomes
Aldehydes
Oxepins
Animals
Drug interactions
Epoxy Compounds
Enzymes
Drug Interactions
Pharmaceutical Preparations
Rats
Derivatives
Oxidation

Keywords

  • Cannabidiol
  • Cannabinoid
  • Cytochrome P450
  • Metabolism
  • Microsomal aldehyde oxygenase
  • Tetrahydrocannabinol

ASJC Scopus subject areas

  • Cell Biology
  • Biochemistry

Cite this

Yamamoto, I., Watanabe, K., Narimatsu, S., & Yoshimura, H. (1995). Recent advances in the metabolism of cannabinoids. International Journal of Biochemistry and Cell Biology, 27(8), 741-746.

Recent advances in the metabolism of cannabinoids. / Yamamoto, Ikuo; Watanabe, Kazuhito; Narimatsu, Shizuo; Yoshimura, Hidetoshi.

In: International Journal of Biochemistry and Cell Biology, Vol. 27, No. 8, 08.1995, p. 741-746.

Research output: Contribution to journalArticle

Yamamoto, I, Watanabe, K, Narimatsu, S & Yoshimura, H 1995, 'Recent advances in the metabolism of cannabinoids', International Journal of Biochemistry and Cell Biology, vol. 27, no. 8, pp. 741-746.
Yamamoto I, Watanabe K, Narimatsu S, Yoshimura H. Recent advances in the metabolism of cannabinoids. International Journal of Biochemistry and Cell Biology. 1995 Aug;27(8):741-746.
Yamamoto, Ikuo ; Watanabe, Kazuhito ; Narimatsu, Shizuo ; Yoshimura, Hidetoshi. / Recent advances in the metabolism of cannabinoids. In: International Journal of Biochemistry and Cell Biology. 1995 ; Vol. 27, No. 8. pp. 741-746.
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