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)
Enzymic reduction of -gingerol, a major pungent principle of ginger, in the cell-free preparation of rat liver
- Surh, Young-Joon; Lee, Sang Sup
- Issue Date
- Life Sciences, Vol.54 No.19, pp.PL321-PL326
- A reductive metabolism of S-(+)--gingerol [1-(4'-hydroxy-3'-methoxyphenyl)-5-hydroxydecan-3-one], the major pungent principle of ginger, was investigated in vitro with phenobarbital-induced rat liver 10,000 x g supernatant containing the NADPH-generating system. The ethyl acetate-extractable products were isolated and two metabolites were identified as diastereomers of -gingerdiol by gas chromatography/mass spectrometry. The ratio of two isomers formed in die above reaction was about 1:5, suggesting the stereospecific reduction of S-(+)--gingerol by carbonyl reductase activity present in the postmitochondrial supernatant fraction of rat liver. The enzymic reduction of S-(+)-[61-gingerol thus introduces the second asymmetric carbon center in the molecule with concomitant production of S, S- and R, S-isomers of -gingerdiol in different proportions. This stereospecific reduction of -gingerol may be relevant to the clinical use of the compound.
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