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Absorption and metabolism of olive oil secoiridoids in the small intestine

Pinto, J; Paiva-Martins, F; Corona, G; Debnam, ES; Oruna-Concha, MJ; Vauzour, D; Gordon, MH; (2011) Absorption and metabolism of olive oil secoiridoids in the small intestine. BRIT J NUTR , 105 (11) 1607 - 1618. 10.1017/S000711451000526X. Green open access

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Abstract

The secoiridoids 3,4-dihydroxyphenylethanol-elenolic acid (3,4-DHPEA-EA) and 3,4-dihydroxyphenylethanol-elenolic acid dialdehyde (3,4-DHPEA-EDA) account for approximately 55% of the phenolic content of olive oil and may be partly responsible for its reported human health benefits. We have investigated the absorption and metabolism of these secoiridoids in the upper gastrointestinal tract. Both 3,4-DHPEA-EDA and 3,4-DHPEA-EA were relatively stable under gastric conditions, only undergoing limited hydrolysis. Both secoiridoids were transferred across a human cellular model of the small intestine (Caco-2 cells). However, no glucuronide conjugation was observed for either secoiridoid during transfer, although some hydroxytyrosol and homovanillic alcohol were formed. As Caco-2 cells are known to express only limited metabolic activity, we also investigated the absorption and metabolism of secoiridoids in isolated, perfused segments of the jejunum and ileum. Here, both secoiridoids underwent extensive metabolism, most notably a two-electron reduction and glucuronidation during the transfer across both the ileum and jejunum. Unlike Caco-2 cells, the intact small-intestinal segments contain NADPH-dependent aldo-keto reductases, which reduce the aldehyde carbonyl group of 3,4-DHPEA-EA and one of the two aldeydic carbonyl groups present on 3,4-DHPEA-EDA. These reduced forms are then glucuronidated and represent the major in vivo small-intestinal metabolites of the secoiridoids. In agreement with the cell studies, perfusion of the jejunum and ileum also yielded hydroxytyrosol and homovanillic alcohol and their respective glucuronides. We suggest that the reduced and glucuronidated forms represent novel physiological metabolites of the secoiridoids that should be pursued in vivo and investigated for their biological activity.

Type: Article
Title: Absorption and metabolism of olive oil secoiridoids in the small intestine
Open access status: An open access version is available from UCL Discovery
DOI: 10.1017/S000711451000526X
Publisher version: http://dx.doi.org/10.1017/S000711451000526X
Language: English
Additional information: © The Authors 2011
Keywords: 3,4-Dihydroxyphenylethanol-elenolic acid dialdehyde, 3,4-Dihydroxyphenylethanol-elenolic acid, Olive oil, Metabolism, FLAVONOID QUERCETIN 4'-BETA-GLUCOSIDE, PHENOLIC-COMPOUNDS, UDP-GLUCURONOSYLTRANSFERASES, GASTROINTESTINAL-TRACT, CACO-2 CELLS, HYDROXYTYROSOL, HUMANS, ANTIOXIDANT, POLYPHENOLS, ACID
UCL classification: UCL
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > Div of Biosciences
URI: https://discovery.ucl.ac.uk/id/eprint/1330898
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