Impact of Sulfur Fumigation on Ginger: Chemical and Biological Evidence.
6-gingesulfonic acid
6-shogaol
anticancer
ginger
sulfur fumigation
systemic exposure
Journal
Journal of agricultural and food chemistry
ISSN: 1520-5118
Titre abrégé: J Agric Food Chem
Pays: United States
ID NLM: 0374755
Informations de publication
Date de publication:
05 Oct 2022
05 Oct 2022
Historique:
pubmed:
22
9
2022
medline:
7
10
2022
entrez:
21
9
2022
Statut:
ppublish
Résumé
We previously found that sulfur fumigation, a commonly used controversial method for the post-harvest handling of ginger, induces the generation of a compound in ginger, which was speculated to be a sulfur-containing derivative of 6-shogaol based on its mass data. However, the chemical and biological properties of the compound remain unknown. As a follow-up study, here we report the chemical structure, systemic exposure, and anticancer activity of the compound. Chromatographic separation, nuclear magnetic resonance analysis, and chemical synthesis structurally elucidated the compound as 6-gingesulfonic acid. Pharmacokinetics in rats found that 6-gingesulfonic acid was more slowly absorbed and eliminated, with more prototypes existing in the blood than 6-shogaol. Metabolism profiling indicated that the two compounds produced qualitatively and quantitatively different metabolites. It was further found that 6-gingesulfonic acid exerted significantly weaker antiproliferative activity on tumor cells than 6-shogaol. The data provide chemical and biological evidence that sulfur fumigation may impair the healthcare functions of ginger.
Identifiants
pubmed: 36130944
doi: 10.1021/acs.jafc.2c05710
pmc: PMC9545147
doi:
Substances chimiques
Catechols
0
Sulfonic Acids
0
6-gingesulfonic acid
145937-21-9
Guaiacol
6JKA7MAH9C
Sulfur
70FD1KFU70
shogaol
83DNB5FIRF
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
12577-12586Références
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