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In Vitro Gut Metabolism of [U- 13 C]-Quinic Acid, The Other Hydrolysis Product of Chlorogenic Acid

In Vitro Gut Metabolism of [U- 13 C]-Quinic Acid, The Other Hydrolysis Product of Chlorogenic Acid

Martine Naranjo Pinta, Ivan Montoliu, Anna-Marja Aura, Tuulikki Seppänen-Laakso, Denis Barron, Sofia Moco

Mol Nutr Food Res. 2018 Nov;62(22):e1800396.

PMID: 30113130

Abstract:

Scope:
Quinic acid in its free form is broadly abundant in plants, and can accumulate in copious amounts in coffee, tea, and certain fruits. However, it has been mostly studied as chlorogenic acid, an ester of caffeic and quinic acids. When chlorogenic acid reaches the colon, it is hydrolyzed by microbial esterases releasing caffeic and quinic acids. While biotransformation of chlorogenic and caffeic acids have been elucidated by in vitro and in vivo studies, the gut metabolism of quinic acid has been so far overlooked.
Methods and results:
[U-13 C]-Quinic acid is submitted to a colonic model using human fecal microbiota for assessing its metabolic fate. The metabolite profiles formed along microbial biotransformation are monitored by a combined metabolomics approach, using both 2D GC- and ultra-HPLC-MS. Six metabolic intermediates are identified by incorporation of isotopic label.
Conclusion:
Two parallel degradation pathways could be proposed: (1) an oxidative route, leading to aromatization and accumulation of protocatechuic acid, and a (2) reductive route, including dehydroxylation to cyclohexane carboxylic acid. Elucidating the biotransformation of food bioactives by the gut microbiota is of relevance for understanding nutrition, interindividual variability and potential effects on human metabolism.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP77952	Quinic acid		77-95-2	Price

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