TY - JOUR
T1 - In Vitro Gut Metabolism of [U-13C]-Quinic Acid, The Other Hydrolysis Product of Chlorogenic Acid
AU - Naranjo Pinta, Martine
AU - Montoliu, Ivan
AU - Aura, Anna Marja
AU - Seppänen-Laakso, Tuulikki
AU - Barron, Denis
AU - Moco, Sofia
N1 - Funding Information:
M.N.P., I.M., D.B., and S.M. are employees of Nestle Institute of Health Sciences and this study was fully supported by this institution.
Publisher Copyright:
© 2018 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Copyright:
Copyright 2019 Elsevier B.V., All rights reserved.
PY - 2018/11/1
Y1 - 2018/11/1
N2 - 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-13C]-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.
AB - 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-13C]-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.
KW - colonic model
KW - gut metabolism
KW - metabolomics
KW - quinate
KW - quinic acid
KW - stable isotopes
UR - http://www.scopus.com/inward/record.url?scp=85052968801&partnerID=8YFLogxK
U2 - 10.1002/mnfr.201800396
DO - 10.1002/mnfr.201800396
M3 - Article
AN - SCOPUS:85052968801
SN - 1613-4125
VL - 62
JO - Molecular Nutrition and Food Research
JF - Molecular Nutrition and Food Research
IS - 22
M1 - 1800396
ER -