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Evidence for the formation of a known toxin, P-cresol, from menthofuran

Madyastha, KM and Raj, Paul C (1991) Evidence for the formation of a known toxin, P-cresol, from menthofuran. In: Biochemical and Biophysical Research Communications, 177 (1). 440-446 .

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Official URL: http://dx.doi.org/10.1016/0006-291X(91)92003-3


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 indentified. 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.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to Elsevier science.
Keywords: Pennyroyal Oil;Hepatotoxicity;Pulegone;Mouse; R)-(+)-Pulegone;Metabolism;Proteins;Invivo
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Ms Mary Ranjeetha
Date Deposited: 30 Nov 2010 08:12
Last Modified: 30 Nov 2010 08:12
URI: http://eprints.iisc.ac.in/id/eprint/33772

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