ArticleMolecular nutrition & food research2013
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.
Article in Molecular nutrition & food research, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed, 28 citations in OpenAlex.
- Low-Dose Oral Ginger Improves Daily Symptom Scores in Asthma.Pharmaceuticals (Basel, Switzerland) · 2024Article
- Impact of Sulfur Fumigation on Ginger: Chemical and Biological Evidence.Journal of agricultural and food chemistry · 2022Article
- Pharmacokinetics of Gingerols, Shogaols, and Their Metabolites in Asthma Patients.Journal of agricultural and food chemistry · 2022Article
- Herbs and Spices- Biomarkers of Intake Based on Human Intervention Studies - A Systematic Review.Genes & nutrition · 2019Review
- Glucuronidation of [6]-shogaol, [8]-shogaol and [10]-shogaol by human tissues and expressed UGT enzymes: identification of UGT2B7 as the major contributor.RSC advances · 2018Article
- Absorption, Metabolic Stability, and Pharmacokinetics of Ginger Phytochemicals.Molecules (Basel, Switzerland) · 2017Article
- 6-shogaol attenuates HFood science and biotechnology · 2016Article
- Phytochemicals that regulate neurodegenerative disease by targeting neurotrophins: a comprehensive review.BioMed research international · 2015Review
- Ginger compound [6]-shogaol and its cysteine-conjugated metabolite (M2) activate Nrf2 in colon epithelial cells in vitro and in vivo.Chemical research in toxicology · 2014Article
- Cysteine-conjugated metabolites of ginger components, shogaols, induce apoptosis through oxidative stress-mediated p53 pathway in human colon cancer cells.Journal of agricultural and food chemistry · 2014Article
- Induction of lung cancer cell apoptosis through a p53 pathway by [6]-shogaol and its cysteine-conjugated metabolite M2.Journal of agricultural and food chemistry · 2014Article
- Cysteine-conjugated metabolite of ginger component [6]-shogaol serves as a carrier of [6]-shogaol in cancer cells and in mice.Chemical research in toxicology · 2013Article
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Authors and funding
5 authors at 2 institutions in 1 country.
Funding
Abstract
scopeShogaols, 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
resultsWe 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.
conclusionShogaols 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.
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