NDLI: Novel Regioselective Synthesis of Urolithin Glucuronides─Human Gut Microbiota Cometabolites of Ellagitannins and Ellagic Acid.

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Novel Regioselective Synthesis of Urolithin Glucuronides─Human Gut Microbiota Cometabolites of Ellagitannins and Ellagic Acid.

Content Provider	Europe PMC
Author	Villalgordo, Jose M. Trulli, Laura García-Villalba, Rocío García, Victor Althobaiti, Yusuf Tomás-Barberán, Francisco A.
Copyright Year	2022
Abstract	Urolithins(dibenzo-pyran-[b,d]-6 one derivatives)are human gut microbiotametabolites produced from the natural food antioxidant ellagic acid.Urolithins are better absorbed than ellagic acid and demonstrate biologicalactivities that suggest that they are responsible for the health effectsobserved after consuming ellagitannin- and ellagic acid-containingfoods. Urolithins occur in the systemic circulation as glucuronideconjugates following phase II metabolism. These phase II conjugatesare essential for testing the urolithin mechanisms of action in humancell line bioassays. Urolithin glucuronides are not commercially available,and their biosynthesis leads to mixtures of regional isomers. Thisstudy describes a novel and regioselective synthesis of urolithinA (3,8-dihydroxy urolithin) 3- and 8-glucuronides and isourolithinA (3,9-dihydroxy urolithin) 3- and 9-glucuronides. The metaboliteswere characterized using 1H and 13C NMR spectroscopyand UV spectrophotometry. The presence of these metabolites in humansubjects belonging to different urolithin metabotypes was also investigated.
Related Links	https://europepmc.org/backend/ptpmcrender.fcgi?accid=PMC9121390&blobtype=pdf
ISSN	00218561
Journal	Journal of Agricultural and Food Chemistry [J Agric Food Chem]
Volume Number	70
DOI	10.1021/acs.jafc.2c00170
PubMed Central reference number	PMC9121390
Issue Number	19
PubMed reference number	35533350
e-ISSN	15205118
Language	English
Publisher	American Chemical Society
Publisher Date	2022-05-09
Access Restriction	Open
Rights License	Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/). © 2022 The Authors. Published by American Chemical Society
Subject Keyword	ellagic acid gut microbiota metabolites urolithins glucuronides synthesis
Content Type	Text
Resource Type	Article
Subject	Chemistry Agricultural and Biological Sciences

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