Document Detail


Evidence for the formation of a known toxin, p-cresol, from menthofuran.
MedLine Citation:
PMID:  2043129     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Menthofuran (II, 4,5,6,7-tetrahydro-3,6-dimethyl benzofuran), the proximate toxin of R-(+)-pulegone (I), was administered orally to rats (200 mg/kg of body weight/day) for three days and the urinary metabolites were investigated. Among the several metabolites formed, two of them viz. 4-Hydroxy-4-methyl-2-cyclohexenone (VII) and p-cresol (VIII) were identified. In support of the formation of these metabolites, it has been demonstrated that phenobarbital induced rat liver microsomes readily convert 4-methyl-2-cyclohexenone (V) to 4-hydroxy-4-methyl-2-cyclohexenone (VII) and p-cresol (VIII) in the presence of NADPH and O2. Possible mechanism for the formation of these two metabolites (VII, VIII) from menthofuran (II) has been proposed.
Authors:
K M Madyastha; C P Raj
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Biochemical and biophysical research communications     Volume:  177     ISSN:  0006-291X     ISO Abbreviation:  Biochem. Biophys. Res. Commun.     Publication Date:  1991 May 
Date Detail:
Created Date:  1991-07-05     Completed Date:  1991-07-05     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0372516     Medline TA:  Biochem Biophys Res Commun     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  440-6     Citation Subset:  IM    
Affiliation:
Department of Organic Chemistry, Indian Institute of Science, Bangalore.
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MeSH Terms
Descriptor/Qualifier:
Animals
Biotransformation
Cresols / isolation & purification,  metabolism*,  urine
Gas Chromatography-Mass Spectrometry
Male
Microsomes, Liver / metabolism*
Monoterpenes*
Rats
Rats, Inbred Strains
Terpenes / metabolism*
Chemical
Reg. No./Substance:
0/Cresols; 0/Monoterpenes; 0/Terpenes; 106-44-5/4-cresol; 494-90-6/menthofuran

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


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