The Large Scale Identification and Quantification of Conjugates of Intact and Gut Microbial Bioconversion Products of Polyphenols.

J.J.J. van der Hooft, C.H. de Vos, R.J. Bino, V.V. Mihaleva, L.O. Ridder, N. de Roo, D.M. Jacobs, J.P.M. van Duynhoven, J. Vervoort

Research output: Chapter in Book/Report/Conference proceedingChapterAcademicpeer-review

Abstract

A human diet containing a significant amount of flavonoids, such as present in tea, red wine, apple, and cocoa has been associated with reduced disease risks. After consumption, a part of these flavonoids can be directly absorbed by the small intestine, but the greatest part passages towards the large intestine where microbes break the flavonoids down into phenolic metabolites. After absorption into the blood, both intact and metabolized flavonoids are subsequently methylated, sulphated, and glucuronidated or a combination thereof. The exact chemical structural elucidation and quantification of these conjugates present in the human body are key to identify potential bioactive components. However, this is still a tedious task due to their relative low abundance in a complex background of other high-abundant metabolites and the many possible isomeric forms. Therefore, we aimed to systematically identify these conjugates by using a combination of pre-concentration and separation by solid phase extraction (SPE) followed by LC-FTMSn and 1D 1H NMR. The combination of LC-FTMSn and HPLC-TOF-MS-SPE-NMR resulted in the efficient identification and quantification of low abundant polyphenol metabolites down to micromolar concentrations and thus opens up new perspectives for in depth studying of the bioavailability and the possible mode of action of flavonoids like flavan-3-ols and their gut-microbial break-down products circulating in the human body.
LanguageEnglish
Title of host publicationMagnetic Resonance in Food Science
EditorsJ. Duynhoven, P.S. Belton, G.A. Webb, H. As
PublisherCBSG/NMC
Pages177-182
ISBN (Print)9781849736343
Publication statusPublished - 2013

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Bioconversion
Polyphenols
Flavonoids
Metabolites
Cocoa
Nuclear magnetic resonance
Wine
Nutrition
Blood

Cite this

van der Hooft, J. J. J., de Vos, C. H., Bino, R. J., Mihaleva, V. V., Ridder, L. O., de Roo, N., ... Vervoort, J. (2013). The Large Scale Identification and Quantification of Conjugates of Intact and Gut Microbial Bioconversion Products of Polyphenols. In J. Duynhoven, P. S. Belton, G. A. Webb, & H. As (Eds.), Magnetic Resonance in Food Science (pp. 177-182). CBSG/NMC.
van der Hooft, J.J.J. ; de Vos, C.H. ; Bino, R.J. ; Mihaleva, V.V. ; Ridder, L.O. ; de Roo, N. ; Jacobs, D.M. ; van Duynhoven, J.P.M. ; Vervoort, J. / The Large Scale Identification and Quantification of Conjugates of Intact and Gut Microbial Bioconversion Products of Polyphenols. Magnetic Resonance in Food Science. editor / J. Duynhoven ; P.S. Belton ; G.A. Webb ; H. As. CBSG/NMC, 2013. pp. 177-182
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abstract = "A human diet containing a significant amount of flavonoids, such as present in tea, red wine, apple, and cocoa has been associated with reduced disease risks. After consumption, a part of these flavonoids can be directly absorbed by the small intestine, but the greatest part passages towards the large intestine where microbes break the flavonoids down into phenolic metabolites. After absorption into the blood, both intact and metabolized flavonoids are subsequently methylated, sulphated, and glucuronidated or a combination thereof. The exact chemical structural elucidation and quantification of these conjugates present in the human body are key to identify potential bioactive components. However, this is still a tedious task due to their relative low abundance in a complex background of other high-abundant metabolites and the many possible isomeric forms. Therefore, we aimed to systematically identify these conjugates by using a combination of pre-concentration and separation by solid phase extraction (SPE) followed by LC-FTMSn and 1D 1H NMR. The combination of LC-FTMSn and HPLC-TOF-MS-SPE-NMR resulted in the efficient identification and quantification of low abundant polyphenol metabolites down to micromolar concentrations and thus opens up new perspectives for in depth studying of the bioavailability and the possible mode of action of flavonoids like flavan-3-ols and their gut-microbial break-down products circulating in the human body.",
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van der Hooft, JJJ, de Vos, CH, Bino, RJ, Mihaleva, VV, Ridder, LO, de Roo, N, Jacobs, DM, van Duynhoven, JPM & Vervoort, J 2013, The Large Scale Identification and Quantification of Conjugates of Intact and Gut Microbial Bioconversion Products of Polyphenols. in J Duynhoven, PS Belton, GA Webb & H As (eds), Magnetic Resonance in Food Science. CBSG/NMC, pp. 177-182.

The Large Scale Identification and Quantification of Conjugates of Intact and Gut Microbial Bioconversion Products of Polyphenols. / van der Hooft, J.J.J.; de Vos, C.H.; Bino, R.J.; Mihaleva, V.V.; Ridder, L.O.; de Roo, N.; Jacobs, D.M.; van Duynhoven, J.P.M.; Vervoort, J.

Magnetic Resonance in Food Science. ed. / J. Duynhoven; P.S. Belton; G.A. Webb; H. As. CBSG/NMC, 2013. p. 177-182.

Research output: Chapter in Book/Report/Conference proceedingChapterAcademicpeer-review

TY - CHAP

T1 - The Large Scale Identification and Quantification of Conjugates of Intact and Gut Microbial Bioconversion Products of Polyphenols.

AU - van der Hooft, J.J.J.

AU - de Vos, C.H.

AU - Bino, R.J.

AU - Mihaleva, V.V.

AU - Ridder, L.O.

AU - de Roo, N.

AU - Jacobs, D.M.

AU - van Duynhoven, J.P.M.

AU - Vervoort, J.

PY - 2013

Y1 - 2013

N2 - A human diet containing a significant amount of flavonoids, such as present in tea, red wine, apple, and cocoa has been associated with reduced disease risks. After consumption, a part of these flavonoids can be directly absorbed by the small intestine, but the greatest part passages towards the large intestine where microbes break the flavonoids down into phenolic metabolites. After absorption into the blood, both intact and metabolized flavonoids are subsequently methylated, sulphated, and glucuronidated or a combination thereof. The exact chemical structural elucidation and quantification of these conjugates present in the human body are key to identify potential bioactive components. However, this is still a tedious task due to their relative low abundance in a complex background of other high-abundant metabolites and the many possible isomeric forms. Therefore, we aimed to systematically identify these conjugates by using a combination of pre-concentration and separation by solid phase extraction (SPE) followed by LC-FTMSn and 1D 1H NMR. The combination of LC-FTMSn and HPLC-TOF-MS-SPE-NMR resulted in the efficient identification and quantification of low abundant polyphenol metabolites down to micromolar concentrations and thus opens up new perspectives for in depth studying of the bioavailability and the possible mode of action of flavonoids like flavan-3-ols and their gut-microbial break-down products circulating in the human body.

AB - A human diet containing a significant amount of flavonoids, such as present in tea, red wine, apple, and cocoa has been associated with reduced disease risks. After consumption, a part of these flavonoids can be directly absorbed by the small intestine, but the greatest part passages towards the large intestine where microbes break the flavonoids down into phenolic metabolites. After absorption into the blood, both intact and metabolized flavonoids are subsequently methylated, sulphated, and glucuronidated or a combination thereof. The exact chemical structural elucidation and quantification of these conjugates present in the human body are key to identify potential bioactive components. However, this is still a tedious task due to their relative low abundance in a complex background of other high-abundant metabolites and the many possible isomeric forms. Therefore, we aimed to systematically identify these conjugates by using a combination of pre-concentration and separation by solid phase extraction (SPE) followed by LC-FTMSn and 1D 1H NMR. The combination of LC-FTMSn and HPLC-TOF-MS-SPE-NMR resulted in the efficient identification and quantification of low abundant polyphenol metabolites down to micromolar concentrations and thus opens up new perspectives for in depth studying of the bioavailability and the possible mode of action of flavonoids like flavan-3-ols and their gut-microbial break-down products circulating in the human body.

M3 - Chapter

SN - 9781849736343

SP - 177

EP - 182

BT - Magnetic Resonance in Food Science

A2 - Duynhoven, J.

A2 - Belton, P.S.

A2 - Webb, G.A.

A2 - As, H.

PB - CBSG/NMC

ER -

van der Hooft JJJ, de Vos CH, Bino RJ, Mihaleva VV, Ridder LO, de Roo N et al. The Large Scale Identification and Quantification of Conjugates of Intact and Gut Microbial Bioconversion Products of Polyphenols. In Duynhoven J, Belton PS, Webb GA, As H, editors, Magnetic Resonance in Food Science. CBSG/NMC. 2013. p. 177-182