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


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.

Cite this paper

@article{Madyastha1991EvidenceFT, title={Evidence for the formation of a known toxin, p-cresol, from menthofuran.}, author={K. Madhava Madyastha and C Paul Raj}, journal={Biochemical and biophysical research communications}, year={1991}, volume={177 1}, pages={440-6} }