Metabolism of <i>cis</i>- and <i>trans</i>-Resveratrol and Dihydroresveratrol in an Intestinal Epithelial Model

<i>Trans</i>-resveratrol, a well-known plant phenolic compound, has been intensively investigated due to its association with the so-called French paradox. However, despite its high pharmacological potential, <i>trans</i>-resveratrol has shown relatively low bioavailability....

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Main Authors: Veronika Jarosova, Ondrej Vesely, Ivo Doskocil, Katerina Tomisova, Petr Marsik, Jose D. Jaimes, Karel Smejkal, Pavel Kloucek, Jaroslav Havlik
Format: Article
Language:English
Published: MDPI AG 2020-02-01
Series:Nutrients
Subjects:
Online Access:https://www.mdpi.com/2072-6643/12/3/595
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spelling doaj-1c01e8750fda45baa06e95adbe6cc44d2020-11-25T01:19:53ZengMDPI AGNutrients2072-66432020-02-0112359510.3390/nu12030595nu12030595Metabolism of <i>cis</i>- and <i>trans</i>-Resveratrol and Dihydroresveratrol in an Intestinal Epithelial ModelVeronika Jarosova0Ondrej Vesely1Ivo Doskocil2Katerina Tomisova3Petr Marsik4Jose D. Jaimes5Karel Smejkal6Pavel Kloucek7Jaroslav Havlik8Department of Food Science, The Faculty of Agrobiology, Food and Natural Resources, The Czech University of Life Sciences Prague, 16500 Prague, Czech RepublicDepartment of Food Science, The Faculty of Agrobiology, Food and Natural Resources, The Czech University of Life Sciences Prague, 16500 Prague, Czech RepublicDepartment of Microbiology, Nutrition and Dietetics, The Faculty of Agrobiology, Food and Natural Resources, Czech University of Life Sciences Prague, 16500 Prague, Czech RepublicDepartment of Food Science, The Faculty of Agrobiology, Food and Natural Resources, The Czech University of Life Sciences Prague, 16500 Prague, Czech RepublicDepartment of Food Science, The Faculty of Agrobiology, Food and Natural Resources, The Czech University of Life Sciences Prague, 16500 Prague, Czech RepublicDepartment of Food Science, The Faculty of Agrobiology, Food and Natural Resources, The Czech University of Life Sciences Prague, 16500 Prague, Czech RepublicDepartment of Natural Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences Brno, 61242 Brno, Czech RepublicDepartment of Food Science, The Faculty of Agrobiology, Food and Natural Resources, The Czech University of Life Sciences Prague, 16500 Prague, Czech RepublicDepartment of Food Science, The Faculty of Agrobiology, Food and Natural Resources, The Czech University of Life Sciences Prague, 16500 Prague, Czech Republic<i>Trans</i>-resveratrol, a well-known plant phenolic compound, has been intensively investigated due to its association with the so-called French paradox. However, despite its high pharmacological potential, <i>trans</i>-resveratrol has shown relatively low bioavailability. <i>Trans</i>-resveratrol is intensively metabolized in the intestine and liver, yielding metabolites that may be responsible for its high bioactivity. The aim of this study was to investigate and compare the metabolism of <i>trans</i>-resveratrol (tRes), <i>cis</i>-resveratrol (cRes) and dihydroresveratrol (dhRes) in an in vitro epithelial model using Caco-2 cell lines. Obtained metabolites of tRes, cRes and dhRes were analyzed by LC/MS Q-TOF, and significant differences in the metabolism of each compound were observed. The majority of tRes was transported unchanged through the Caco-2 cells, while cRes was mostly metabolized. The main metabolite of both <i>cis-</i> and <i>trans-</i>resveratrol observed as a result of colon microbial metabolism, dhRes, was metabolized almost completely, with only traces of the unchanged molecule being found. A sulphate conjugate was identified as the main metabolite of tRes in our model, while a glucuronide conjugate was the major metabolite of cRes and dhRes. Since metabolism of simple phenolics and polyphenols plays a crucial role in their bioavailability, detailed knowledge of their transformation is of high scientific value.https://www.mdpi.com/2072-6643/12/3/595caco-2 cell linesglucuronidationphenolicsstilbenoidssulphatationuhplc-ms-q-tof
collection DOAJ
language English
format Article
sources DOAJ
author Veronika Jarosova
Ondrej Vesely
Ivo Doskocil
Katerina Tomisova
Petr Marsik
Jose D. Jaimes
Karel Smejkal
Pavel Kloucek
Jaroslav Havlik
spellingShingle Veronika Jarosova
Ondrej Vesely
Ivo Doskocil
Katerina Tomisova
Petr Marsik
Jose D. Jaimes
Karel Smejkal
Pavel Kloucek
Jaroslav Havlik
Metabolism of <i>cis</i>- and <i>trans</i>-Resveratrol and Dihydroresveratrol in an Intestinal Epithelial Model
Nutrients
caco-2 cell lines
glucuronidation
phenolics
stilbenoids
sulphatation
uhplc-ms-q-tof
author_facet Veronika Jarosova
Ondrej Vesely
Ivo Doskocil
Katerina Tomisova
Petr Marsik
Jose D. Jaimes
Karel Smejkal
Pavel Kloucek
Jaroslav Havlik
author_sort Veronika Jarosova
title Metabolism of <i>cis</i>- and <i>trans</i>-Resveratrol and Dihydroresveratrol in an Intestinal Epithelial Model
title_short Metabolism of <i>cis</i>- and <i>trans</i>-Resveratrol and Dihydroresveratrol in an Intestinal Epithelial Model
title_full Metabolism of <i>cis</i>- and <i>trans</i>-Resveratrol and Dihydroresveratrol in an Intestinal Epithelial Model
title_fullStr Metabolism of <i>cis</i>- and <i>trans</i>-Resveratrol and Dihydroresveratrol in an Intestinal Epithelial Model
title_full_unstemmed Metabolism of <i>cis</i>- and <i>trans</i>-Resveratrol and Dihydroresveratrol in an Intestinal Epithelial Model
title_sort metabolism of <i>cis</i>- and <i>trans</i>-resveratrol and dihydroresveratrol in an intestinal epithelial model
publisher MDPI AG
series Nutrients
issn 2072-6643
publishDate 2020-02-01
description <i>Trans</i>-resveratrol, a well-known plant phenolic compound, has been intensively investigated due to its association with the so-called French paradox. However, despite its high pharmacological potential, <i>trans</i>-resveratrol has shown relatively low bioavailability. <i>Trans</i>-resveratrol is intensively metabolized in the intestine and liver, yielding metabolites that may be responsible for its high bioactivity. The aim of this study was to investigate and compare the metabolism of <i>trans</i>-resveratrol (tRes), <i>cis</i>-resveratrol (cRes) and dihydroresveratrol (dhRes) in an in vitro epithelial model using Caco-2 cell lines. Obtained metabolites of tRes, cRes and dhRes were analyzed by LC/MS Q-TOF, and significant differences in the metabolism of each compound were observed. The majority of tRes was transported unchanged through the Caco-2 cells, while cRes was mostly metabolized. The main metabolite of both <i>cis-</i> and <i>trans-</i>resveratrol observed as a result of colon microbial metabolism, dhRes, was metabolized almost completely, with only traces of the unchanged molecule being found. A sulphate conjugate was identified as the main metabolite of tRes in our model, while a glucuronide conjugate was the major metabolite of cRes and dhRes. Since metabolism of simple phenolics and polyphenols plays a crucial role in their bioavailability, detailed knowledge of their transformation is of high scientific value.
topic caco-2 cell lines
glucuronidation
phenolics
stilbenoids
sulphatation
uhplc-ms-q-tof
url https://www.mdpi.com/2072-6643/12/3/595
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