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First evidence of epicatechin vanillate in grape seed and red wine.
Food Chem. 2018 Sep 01; 259:304-310.FC

Abstract

Flavan-3-ols are units incorporating condensed tannin, which are widely present in grape and wine. They play a considerable role in wine sensory perception such as astringency, bitterness and mouth-feel. In grape and wine, the flavan-3-ols reported to date are (epi)catechin, (epi)gallocatechin, (epi)gallocatechin gallate and (epi)catechin glycoside. This study now shows the presence of a new flavan-3-ol epicatechin vanillate in grape seed and red wine. A putative unknown flavan-3-ol derived from grape seed was targeted by LC-HRMS/MS. Fractionation and purification by centrifugal partition chromatography and Prep HPLC allowed us to obtain the pure new flavan-3-ol. NMR and HRMS data revealed this compound to be epicatechin-3-O-vanillate. Quantification analysis results showed that epicatechin vanillate present in grape seed and red wine in the μg/g dry seed and the μg/L concentration range, respectively.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Ma W
Univ. de Bordeaux, Unité de recherche OENOLOGIE, EA 4577, USC 1366 INRA, ISVV, 33882 Villenave d'Ornon cedex, France; School of Wine, Ningxia University, Yinchuan, Ningxia 750021, PR China.
Waffo-Téguo P
Univ. de Bordeaux, Unité de recherche OENOLOGIE, EA 4577, USC 1366 INRA, ISVV, 33882 Villenave d'Ornon cedex, France.
Jourdes M
Univ. de Bordeaux, Unité de recherche OENOLOGIE, EA 4577, USC 1366 INRA, ISVV, 33882 Villenave d'Ornon cedex, France.
Li H
College of Enology, Northwest A & F University, Yangling, Shaanxi 712100, PR China.
Teissedre PL
Univ. de Bordeaux, Unité de recherche OENOLOGIE, EA 4577, USC 1366 INRA, ISVV, 33882 Villenave d'Ornon cedex, France. Electronic address: pierre-louis.teissedre@u-bordeaux.fr.

MeSH

CatechinChromatography, High Pressure LiquidFlavonoidsHumansLiquid-Liquid ExtractionMagnetic Resonance SpectroscopyPlant ExtractsSeedsTandem Mass SpectrometryVanillic AcidVitisWine

Pub Type(s)

Journal Article

Language

eng

PubMed ID

29680058

Citation

Ma, Wen, et al. "First Evidence of Epicatechin Vanillate in Grape Seed and Red Wine." Food Chemistry, vol. 259, 2018, pp. 304-310.
Ma W, Waffo-Téguo P, Jourdes M, et al. First evidence of epicatechin vanillate in grape seed and red wine. Food Chem. 2018;259:304-310.
Ma, W., Waffo-Téguo, P., Jourdes, M., Li, H., & Teissedre, P. L. (2018). First evidence of epicatechin vanillate in grape seed and red wine. Food Chemistry, 259, 304-310. https://doi.org/10.1016/j.foodchem.2018.03.134
Ma W, et al. First Evidence of Epicatechin Vanillate in Grape Seed and Red Wine. Food Chem. 2018 Sep 1;259:304-310. PubMed PMID: 29680058.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - First evidence of epicatechin vanillate in grape seed and red wine. AU - Ma,Wen, AU - Waffo-Téguo,Pierre, AU - Jourdes,Michäel, AU - Li,Hua, AU - Teissedre,Pierre-Louis, Y1 - 2018/03/30/ PY - 2017/12/08/received PY - 2018/03/24/revised PY - 2018/03/29/accepted PY - 2018/4/23/entrez PY - 2018/4/24/pubmed PY - 2018/10/3/medline KW - Condensed tannin KW - Epicatechin vanillate KW - Flavanol KW - Grape KW - Wine SP - 304 EP - 310 JF - Food chemistry JO - Food Chem VL - 259 N2 - Flavan-3-ols are units incorporating condensed tannin, which are widely present in grape and wine. They play a considerable role in wine sensory perception such as astringency, bitterness and mouth-feel. In grape and wine, the flavan-3-ols reported to date are (epi)catechin, (epi)gallocatechin, (epi)gallocatechin gallate and (epi)catechin glycoside. This study now shows the presence of a new flavan-3-ol epicatechin vanillate in grape seed and red wine. A putative unknown flavan-3-ol derived from grape seed was targeted by LC-HRMS/MS. Fractionation and purification by centrifugal partition chromatography and Prep HPLC allowed us to obtain the pure new flavan-3-ol. NMR and HRMS data revealed this compound to be epicatechin-3-O-vanillate. Quantification analysis results showed that epicatechin vanillate present in grape seed and red wine in the μg/g dry seed and the μg/L concentration range, respectively. SN - 1873-7072 UR - https://www.unboundmedicine.com/medline/citation/29680058/First_evidence_of_epicatechin_vanillate_in_grape_seed_and_red_wine_ DB - PRIME DP - Unbound Medicine ER -