Document Detail

Two metabolic pathways of tetrahydronorharmane (tetrahydro-beta-carboline) in rats.
MedLine Citation:
PMID:  6728044     Owner:  NLM     Status:  MEDLINE    
Metabolites of (14C) tetrahydronorharmane (THN, tetrahydro-beta-carboline) have been identified by mass spectrometry and nuclear magnetic resonance spectroscopy. Two metabolic pathways are suggested: Hydroxylation of the benzene ring--most probably with an epoxide as intermediate--though no hydroxylated THN could be detected in the urine samples of male and female rats but conjugated compounds as the main metabolites. The intermediary epoxide is supported by the fact, that the hydroxy substituent of THN is positioned on C-6 or C-7 with a ratio of 55:45 in female rats and of 45:55 in male rats. Dehydrogenation yielding norharmane. This substance possibly gives rise to another metabolite--1,2-dihydro-beta-carboline-1-one. The pharmacological and toxicological implications of these findings are discussed.
B Greiner; H Rommelspacher
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Naunyn-Schmiedeberg's archives of pharmacology     Volume:  325     ISSN:  0028-1298     ISO Abbreviation:  Naunyn Schmiedebergs Arch. Pharmacol.     Publication Date:  1984 Apr 
Date Detail:
Created Date:  1984-07-18     Completed Date:  1984-07-18     Revised Date:  2008-11-21    
Medline Journal Info:
Nlm Unique ID:  0326264     Medline TA:  Naunyn Schmiedebergs Arch Pharmacol     Country:  GERMANY, WEST    
Other Details:
Languages:  eng     Pagination:  349-55     Citation Subset:  IM    
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MeSH Terms
Carbolines / metabolism*
Carbon Radioisotopes
Chemical Phenomena
Chromatography, Gel
Indoles / metabolism*
Magnetic Resonance Spectroscopy
Mass Spectrometry
Rats, Inbred Strains
Reg. No./Substance:
0/Carbolines; 0/Carbon Radioisotopes; 0/Indoles; 16502-01-5/tryptoline

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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