Document Detail


6-gingerdiols as the major metabolites of 6-gingerol in cancer cells and in mice and their cytotoxic effects on human cancer cells.
MedLine Citation:
PMID:  23066935     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
6-Gingerol, a major pungent component of ginger (Zingiber officinale Roscoe, Zingiberaceae), has been reported to have antitumor activities. However, the metabolic fate of 6-gingerol and the contribution of its metabolites to the observed activities are still unclear. In the present study, we investigated the biotransformation of 6-gingerol in different cancer cells and in mice, purified and identified the major metabolites from human lung cancer cells, and determined the effects of the major metabolites on the proliferation of human cancer cells. Our results show that 6-gingerol is extensively metabolized in H-1299 human lung cancer cells, CL-13 mouse lung cancer cells, HCT-116 and HT-29 human colon cancer cells, and in mice. The two major metabolites in H-1299 cells were purified and identified as (3R,5S)-6-gingerdiol (M1) and (3S,5S)-6-gingerdiol (M2) based on the analysis of their 1D and 2D NMR data. Both metabolites induced cytotoxicity in cancer cells after 24 h, with M1 having a comparable effect to 6-gingerol in H-1299 cells.
Authors:
Lishuang Lv; Huadong Chen; Dominique Soroka; Xiaoxin Chen; TinChung Leung; Shengmin Sang
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Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural     Date:  2012-11-06
Journal Detail:
Title:  Journal of agricultural and food chemistry     Volume:  60     ISSN:  1520-5118     ISO Abbreviation:  J. Agric. Food Chem.     Publication Date:  2012 Nov 
Date Detail:
Created Date:  2012-11-15     Completed Date:  2013-11-04     Revised Date:  2013-12-04    
Medline Journal Info:
Nlm Unique ID:  0374755     Medline TA:  J Agric Food Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  11372-7     Citation Subset:  IM    
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MeSH Terms
Descriptor/Qualifier:
Animals
Catechols / chemistry,  metabolism*,  toxicity
Cell Line, Tumor
Cell Proliferation / drug effects
Fatty Alcohols / chemistry,  metabolism*,  toxicity
Ginger / chemistry*
Humans
Mice
Molecular Structure
Neoplasms / drug therapy,  metabolism*,  physiopathology
Plant Extracts / chemistry,  metabolism*,  toxicity
Grant Support
ID/Acronym/Agency:
CA138277/CA/NCI NIH HHS; CA138277S1/CA/NCI NIH HHS
Chemical
Reg. No./Substance:
0/Catechols; 0/Fatty Alcohols; 0/Plant Extracts; 925QK2Z900/gingerol
Comments/Corrections

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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