S-Space Graduate School of Convergence Science and Technology (융합과학기술대학원) Dept. of Molecular and Biopharmaceutical Sciences (분자의학 및 바이오제약학과) Journal Papers (저널논문_분자의학 및 바이오제약학과)
Enzymatic reduction of xenobiotic alpha,beta-unsaturated ketones: Formation of allyl alcohol metabolites from shogaol and dehydroparadol
- Surh, Young-Joon; Lee, Sang Sup
- Issue Date
- Research Communications in Chemical Pathology and Pharmacology, Vol.84 No.1, pp.53-61
- A novel reductive metabolism of shogaol [1-(4'-hydroxy-3'-methoxyphenyl)-deca-4-ene-3-one], a major pungent and pharmacologically active principle of ginger, was investigated in rat liver in vitro. The ethyl acetate extractable metabolites formed by incubation of this alpha,beta-unsaturated ketone with rat liver 12,000 x g supernatant fortified with NADPH-generating system were analyzed by high performance chromatography and gas chromatography/mass spectrometry. In addition to the saturated ketone and reduced alcohol metabolites, an allyl alcohol, 1-(4'-hydroxy-3'-methoxyphenyl)-deca-4-ene-3-ol, was identified as a new metabolite of shogaol Likewise, dehydroparadol [1-(4'-hydroxy-3'-methoxyphenyl)-deca-1-ene-3-one], a non-pungent analog of shogaol, was also reduced to the corresponding allyl alcohol by the postmitochondrial fraction of rat kidney in the presence of NADPH-generating system.
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