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Characterization of thiol-conjugated metabolites of ginger components shogaols
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Characterization of thiol-conjugated metabolites of ginger components shogaols
http://www.ncbi.nlm.nih.gov/pubmed/23322393

Mol Nutr Food Res. 2013 Mar;57(3):447-58. doi: 10.1002/mnfr.201200679. Epub 2013 Jan 16.

Characterization of thiol-conjugated metabolites of ginger components shogaols in mouse and human urine and modulation of the glutathione levels in cancer cells by [6]-shogaol.

Chen H1, Soroka DN, Hu Y, Chen X, Sang S.

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Abstract

SCOPE:

Shogaols, a series of major constituents in dried ginger with the most abundant being [6]-, [8]-, and [10]-shogaols, show much higher anticancer potencies than gingerols. Previously, we reported the mercapturic acid pathway as a major metabolic route for [6]-shogaol in mice. However, it is still unclear how the side chain length affects the metabolism of shogaols and how shogaols are metabolized in humans.

METHODS AND RESULTS:

We first investigate the metabolism of [10]-shogaol in mouse urine, and then investigate the biotransformation of shogaols in human urine. Our results show that eight major thiol-conjugated metabolites of [10]-shogaol were detected in mouse urine, while six major thiol-conjugated metabolites of [6]-shogaol, two thiol-conjugated metabolites of [8]-shogaol, and two thiol-conjugated metabolites of [10]-shogaol were detected in urine collected from human after drinking ginger tea, using LC/ESI-MS/MS. Our results clearly indicate the mercapturic acid pathway is a major metabolic route for [10]-shogaol in mice and for shogaols in human. Furthermore, we also investigated the regulation of glutathione (GSH) by [6]-shogaol in human colon cancer cells HCT-116. Our results show [6]-shogaol, after initially depleting glutathione levels, can subsequently restore and increase GSH levels over time.

CONCLUSION:

Shogaols are metabolized extensively in mouse and human to form thiol-conjugated metabolites and GSH might play an important role in the cancer-preventive activity of ginger.

© 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

PMID:
23322393
[PubMed - indexed for MEDLINE]
PMCID:
PMC3817846

Free PMC Article

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04-01-2015 11:13 PM
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