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

Edward J. Cone, Charles W. Gorodetzky, S. Y. Yeh

Research output: Contribution to journalArticle

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.

Original languageEnglish (US)
Pages (from-to)618-621
Number of pages4
JournalJournal of Pharmaceutical Sciences
Volume64
Issue number4
DOIs
StatePublished - Apr 1975

Keywords

  • 6α‐Hydroxynaltrexone—synthesis via chemical reduction of naltrexone
  • 6β‐Hydroxynaltrexone—isolation and identification as naltrexone metabolite in guinea pig
  • Naltrexone—chemical reduction to 6α‐hydroxynaltrexone, metabolism in dog, rat, and guinea pig

ASJC Scopus subject areas

  • Pharmaceutical Science

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