Volume 64, Issue 4 pp. 618-621
Research Article

Biosynthesis, isolation, and identification of 6β-hydroxynaltrexone, a major human metabolite of naltrexone

Edward J. Cone

Corresponding Author

Edward J. Cone

Division of Research, Addiction Research Center, National Institute on Drug Abuse, U.S. Department of Health, Education, and Welfare, Lexington, KY 40511

Division of Research, Addiction Research Center, National Institute on Drug Abuse, U.S. Department of Health, Education, and Welfare, Lexington, KY 40511Search for more papers by this author
Charles W. Gorodetzky

Charles W. Gorodetzky

Division of Research, Addiction Research Center, National Institute on Drug Abuse, U.S. Department of Health, Education, and Welfare, Lexington, KY 40511

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S. Y. Yeh

S. Y. Yeh

Division of Research, Addiction Research Center, National Institute on Drug Abuse, U.S. Department of Health, Education, and Welfare, Lexington, KY 40511

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First published: April 1975
Citations: 3

Abstract

Chemical reduction of naltrexone is described in an attempt to synthesize 6β-hydroxynaltrexone. Only the epimer, 6α-hydroxynaltrexone, was produced. Pilot metabolic studies on naltrexone in the dog, rat, and guinea pig were made to determine which animal produced the greatest amount of 6β-hydroxynaltrexone. The guinea pig was selected and used to produce the metabolite. Isolation and purification methods are described, and spectral data are presented for structural confirmation of the metabolite.

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