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Enzymatic reduction of shogaol: A novel biotransformation pathway for the α,β-unsaturated ketone system : Enzymatic reduction of shogaol: A novel biotransformation pathway for the alpha, beta-unsaturated ketone system
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Cited 25 time in Scopus
- Authors
- Issue Date
- 1992-06
- Publisher
- Academic Press
- Citation
- Biochemistry International, Vol.27 No.1, pp.179-187
- Abstract
- A novel reductive metabolism of 1-(4-hydroxy-3-methoxyphenyl)-deca-4-ene-3-one (shogaol), a pungent principle of ginger, was investigated in rat liver in vitro. Ethyl acetate-extractable metabolites of shogaol formed by incubation of this alpha,beta-unsaturated ketone with rat liver cytosolic fraction fortified with NADPH or NADPH-generating system were isolated, and two major metabolites were identified as 1-(4-hydroxy-3-methoxyphenyl)-decan-3-one (paradol) and 1-(4-hydroxy-3-methoxy)-decan-3-ol (reduced paradol). 1-(4-hydroxy-3-methoxyphenyl)-deca-1-ene-3-one (dehydroparadol), a non-pungent analog of shogaol, formed the same metabolites as did shogaol under similar incubation conditions. Paradol appears to be an intermediate in the reductive metabolism of the alpha,beta-unsaturated ketone moiety of shogaol to the corresponding saturated alcohol.
- ISSN
- 0158-5231
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