Biosynthesis, isolation, and identification of 6-beta-hydroxynaltrexone, a major human metabolite of naltrexone.
Chemical reduction of naltrexone is described in an attempt to synthesize 6-beta-hydroxynaltrexone. Only the epimer, 6-alpha-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 6-beta-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.
D000818:Animals; D002849:Chromatography, Gas; D002855:Chromatography, Thin Layer; D003521:Cyclopropanes / Q000032:analysis / Q000378:metabolism / Q000652:urine; D004285:Dogs; D006168:Guinea Pigs; D006900:Hydroxylation; D013058:Mass Spectrometry; D009270:Naloxone / Q000031:analogs & derivatives* / Q000032:analysis / Q000378:metabolism / Q000652:urine; D010084:Oxidation-Reduction; D051381:Rats; D013055:Spectrophotometry, Infrared; D013997:Time Factors
D003521:Cyclopropanes; D009270:Naloxone