Document Detail


Investigation of the metabolic fate of dihydrocaffeic acid.
MedLine Citation:
PMID:  18154874     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The antioxidant dihydrocaffeic acid is a dietary constituent and a microbial metabolite of flavonoids. Orally administered to rats, dihydrocaffeic acid was very rapidly absorbed most probably by the gastric or duodenal epithelium and excreted in urine as free and conjugated forms. LC-MS2 analysis of plasma and urine samples allowed confident identification of the dihydrocaffeic acid metabolites. The parent compound was glucuronidated, sulphated or methylated, on one of the hydroxyl groups present on its phenyl ring. All the dihydrocaffeic acid metabolites peaked in plasma within the first 30min following ingestion, suggesting a metabolism possibly by the gastric or duodenal cells and by the liver. Using in vitro and ex vivo models of the intestinal epithelium and the liver, the identity and source of the metabolites detected in vivo were examined. The data obtained suggest that, in rats, intestinal cells are more able to glucuronidate dihydrocaffeic acid, whereas liver favours sulphation. Moreover, glucuronidation, sulphation and methylation seem to be regio-selective, preferably on the 3-OH of dihydrocaffeic acid. The methyl conjugate, dihydroferulic acid, was shown to be oxidized into ferulic acid by intestinal and hepatic cells, which were also able to perform the reverse reaction, the reduction of ferulic acid into dihydroferulic acid. As a conclusion, the main form of dihydrocaffeic acid circulating in plasma after its ingestion is a mixture of different primary and secondary metabolites.
Authors:
Laure Poquet; Michael N Clifford; Gary Williamson
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Publication Detail:
Type:  In Vitro; Journal Article; Research Support, Non-U.S. Gov't     Date:  2007-11-23
Journal Detail:
Title:  Biochemical pharmacology     Volume:  75     ISSN:  1873-2968     ISO Abbreviation:  Biochem. Pharmacol.     Publication Date:  2008 Mar 
Date Detail:
Created Date:  2008-02-11     Completed Date:  2008-04-25     Revised Date:  2009-05-21    
Medline Journal Info:
Nlm Unique ID:  0101032     Medline TA:  Biochem Pharmacol     Country:  England    
Other Details:
Languages:  eng     Pagination:  1218-29     Citation Subset:  IM    
Affiliation:
Nestlé Research Centre, Vers-chez-les-Blanc, 1000 Lausanne 26, Switzerland.
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MeSH Terms
Descriptor/Qualifier:
Animals
Antioxidants / metabolism*,  pharmacokinetics*
Caco-2 Cells
Caffeic Acids / blood,  metabolism*,  pharmacokinetics*,  urine
Cell Line, Tumor
Colon / metabolism
Humans
Intestinal Mucosa / metabolism
Jejunum / metabolism
Liver / metabolism
Male
Rats
Rats, Sprague-Dawley
Chemical
Reg. No./Substance:
0/Antioxidants; 0/Caffeic Acids; 1078-61-1/3,4-dihydroxyphenylpropionic acid

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


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