Advanced search
Publication Cover
Xenobiotica
the fate of foreign compounds in biological systems
Volume 20, 1990 - Issue 7
Submit an article Journal homepage
143
Views
35
CrossRef citations to date
0
Altmetric
Original Article

Species differences in metabolism of codeine: urinary excretion of codeine glucuronide, morphine-3-glucuronide and morphine-6-glucuronide in mice, rats, guinea pigs and rabbits

K. Oguri Faculty of Pharmaceutical Sciences, Kyushu University 62, 3-1-1 Maidashi, Higashi-ku, Fukuoka, 812, Japan
,
N. Hanioka Faculty of Pharmaceutical Sciences, Kyushu University 62, 3-1-1 Maidashi, Higashi-ku, Fukuoka, 812, Japan
&
H. Yoshimura Faculty of Pharmaceutical Sciences, Kyushu University 62, 3-1-1 Maidashi, Higashi-ku, Fukuoka, 812, Japan
Pages 683-688 | Received 08 Sep 1989, Accepted 07 Mar 1990, Published online: 27 Aug 2009

References

  • Adler T. K. The comparative potencies of codeine and its demethylated metabolites after intraventricular injection in the mouse. Journal of Pharmacology and Experimental Therapeutics 1963; 140: 155–161
  • Adler T. K. Morphine tolerance in mice I. In vivo N-demethylation of morphine and N- and O- demethylation of codeine. Journal of Pharmacology and Experimental Therapeutics 1967; 156: 585–590
  • Adler T. K., Fujimoto J. M., Way E. L., Baker E. M. Metabolic fate of codeine in man. Journal of Pharmacological and Experimental Therapeutics 1955; 114: 251–262
  • Axelrod J. Enzymatic conversion of codeine to morphine. Journal of Pharmacology and Experimental Therapeutics 1955 a; 115: 259–267
  • Axelrod J. The enzymic N-demethylation of narcotic drugs. Journal of Pharmacology and Experimental Therapeutics 1955 b; 117: 322–330
  • Misra A. L. Disposition and metabolism of drugs,. Chemical and Biological Aspects of Drug Dependence, S. J. Mulé, H. Brill. CRC Press, Cleveland 1972; 219–276
  • Nebert D. W., Gonzalez F. J. P450 genes: structure, evolution, and regulation,. Annual Review of Biochemistry 1987; 56: 945–993
  • Oberst F. W. Relationship of the chemical structure of morphine derivatives to their urinary excretion in free and bound forms. Journal of Pharmacology and Experimental Therapeutics 1941; 73: 401–404
  • Oguri K., Yoshimura H., Tsukamoto H. On the structure of morphine-6-glucuronide in a solid state. Chemical and Pharmaceutical Bulletin 1970; 18: 209–210
  • Oguri K., Yamada-Mori I., Shigezane J., Hirano T., Yoshimura H. Enhanced binding of morphine and nalorphine to opioid delta receptor by glucuronate and sulfate conjugations at the 6-position. Life Sciences 1987; 41: 1457–1464
  • Osborne R. J., Joel S. P., Slevin K. L. Morphine intoxication in renal failure: The role of morphine-6-glucuronide. British Medical Journal 1986; 292: 1548–1549
  • Osborne R. J., Joel S. P., Trew D., Slevin K. L. Analgesic activity of morphine-6-glucuronide. Lancet 1988; 1(589)828
  • Scrafani J. T., Clouet D. H. Biotransformation. Narcotic Drugs, Biochemical Pharmacology, D. H. Clouet. Plenum Press, New York 1971; 137–158
  • Shimomura K., Kamata O., Ueki S., Ida S., Oguri K., Yoshimura H., Tsukamoto H. Analgesic effect of morphine glucuronides. Tohoku Journal of Experimental Medicine 1971; 105: 45–52
  • Svensson J., Rane A., Säwe J., Sjöqvist F. Determination of morphine-3-glucuronide and (tentatively) morphine-6-glucuronide in plasma and urine using ion-pair high-performance liquid chromatography. Journal of Chromatography 1982; 230: 427–432
  • Way E. L., Adler T. K. The Biological Disposition of Morphine and Its Surrogates. World Health Organization, Geneva 1962; 35–47
  • Woods L. A., Mehlenbeck H. E., Mellett L. B. Plasma level and excretion of codeine and metabolites in the dog and monkey. Journal of Pharmacological and Experimental Therapeutics 1956; 117: 117–125
  • Yeh S. Y., Woods L. A. Physiologic disposition of N-14C-methyl-codeine in the rat. Journal of Pharmacology and Experimental Therapeutics 1969; 166: 86–95
  • Yeh S. Y., Woods L. A. Isolation of morphine-3-glucuronide from urine and bile of rats injected with codeine. Journal of Pharmacology and Experimental Therapeutics 1970 a; 175: 69–74
  • Yeh S. Y., Woods L. A. Isolation and characterization of codeine-6-glucuronide from dog urine. Journal of Pharmacology and Experimental Therapeutics 1970 b; 173: 21–25
  • Yoshimura H., Oguri K., Tsukamoto H. The synthesis of codeine and morphine glucuronides. Tetrahedron Letters 1968 a; 4: 483–486
  • Yoshimura H., Oguri K., Tsukamoto H. The synthesis of codeine and morphine glucuronides. Chemical and Pharmaceutical Bulletin 1968 b; 16: 2114–2119
  • Yoshimura H., Mori M., Oguri K., Tsukamoto H. Studies on the urinary conjugated metabolites of codeine. Biochemical Pharmacology 1970; 19: 2353–2360

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Order Reprints Request Corporate Permissions

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

Request Academic Permissions

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.

Related research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.