Macrowine 2021
IVES 9 IVES Conference Series 9 Characterization of various groups of pyranoanthocyanins in Merlot red wine

Characterization of various groups of pyranoanthocyanins in Merlot red wine

Abstract

In red wines, anthocyanins evolve during the wine-making process and ageing. They react with other compounds (such as vinylphenols, acetaldehyde, pyruvic acid…) to form a stable family of compounds called pyranoanthocyanins. Furthermore, the oxidation process can modify the anthocyanic profile of a red wine. It is also interesting to evaluate the occurrence of the different subclasses of pyranoanthocyanins and to characterize their chemical properties. The first objective of this study is to evaluate the occurrence of the different groups of pyranoanthocyanins in an oxidised Merlot wine by a centrifugal partition chromatography strategy. The second goal is to evaluate their relative impact in red wines from Bordeaux region by measuring their concentrations. Centrifugal partition chromatography (CPC), as the key purification technique, is commonly used in phytochemistry to separate natural substances. Based on the partition of compounds in a non-miscible liquid-liquid system, it provides many advantages. On one hand, the fractionation is applied on a significant quantity of product, in a short period of time, and thus leads to high purification yield. On the other hand, the selectivity of the solvent system provides efficiency for separating molecules from each other. The red wine used in this study was an oxidized sample from Merlot. It was also fractionated with a gradient elution solvent system. Each obtained fraction from CPC was submitted to HPLC-ESI in order to group the same UV and visible profiles. The pigments were also distributed in 8 blocks and the wash fraction, which were finally analysed with a UHPLC-ESI/Q-ToF strategy. Attention was first focused on blocks 1 and 2. The study of their anthocyanic profile by UHPLC-ESI/Q-ToF revealed the occurrence of various adducts depending on the polarity. Some pyranomalvidin-3-O-coumaroylglucoside adducts, and pyranomalvidin3-O-glucoside with a procyanidin dimer were detected in block 1, and pyranomalvidin-3-O-glucoside-4-vinyl(epi)catechin or acetylglucoside-4-vinyl(epi)catechin were found in block 2. HPLC at the preparative scale allowed separating and collecting each pigment in order to determine and validate their molecular structure by nuclear magnetic resonance (NMR). With the aim to complete this study, further investigation will determine the chemical properties of these molecules. Finally, a first evaluation of their concentrations in a few red wines from Bordeaux region
(oxidized or not) will determine a kinetic pattern of the pigments and their relative importance as markers of wine ageing. Furthermore, CPC which is used in this study is an appropriate anthocyanin fractionation and purification technique at the preparative scale towards the complexity of the red wine sample.

Publication date: May 17, 2024

Issue: Macrowine 2016

Type: Poster

Authors

Pierre-Louis Teissedre*, Cindy Quaglieri, Michael Jourdes, Pierre Waffo-Téguo, Tristan Richard

*ISVV- Université de Bordeaux

Contact the author

Tags

IVES Conference Series | Macrowine | Macrowine 2016

Citation

Related articles…

An excessive leaf-fruit ratio reduces the yeast assimilable nitrogen in the must

Yeast assimilable nitrogen (YAN) in the grape must is a key variable for wine quality as a source of aroma precursors. In a situation of YAN deficiency, a foliar urea application upon the vine at veraison enhances YAN concentration and facilitates must fermentation. In 2013, Agroscope investigated the impact of leaf-fruit ratio on the nitrogen (N) assimilation and partitioning in grapevine Vitis vinifera cv. Chasselas following foliar-urea application with the aim of improving its efficiency on the YAN concentration.

Capture depletion of grapevine DNA: an approach to advance the study of microbial community in wine

The use of next-generation sequencing (NGS) has helped understand microbial genetics in oenology. Current studies mainly focus on barcoded amplicon NGS but not shotgun sequencing, which is useful for functional analyses. Since the high percentage of grapevine DNA conceals the microbial DNA in must, the majority of sequencing data is wasted in bioinformatic analyses. Here we present capture depletion of grapevine whole genome DNA.

Identification of green, aggressive and hard character of wines by a chemo-sensory directed methodology

With climate change, it is progressively more often to obtain grapes with an acceptable content in sugars or acids but with immature tannins described as green, aggressive or hard (noted as GAH onwards). During winemaking, the oenologist has to make decisions related to the elaboration of such grapes based mainly on empirical experience, given the lack of objective criteria to this concern. An increase in the chemical and sensory knowledge of immature tannins would allow managing this GAH character of grapes with the maximum possible efficiency during winemaking processes. The present work aims at isolating and identifying the group of compounds responsible for the GAH character present in wines.

Oxygen consumption by diferent oenological tanins in a model wine solution

INTRODUCTION: Oenological tannins are widely used in winemaking to improve some characteristics of wines [1] being the antioxidant properties probably one of the main reasons [2]. However, commercial tannins have different botanical sources and chemical composition [3] which probably determines different antioxidant potential. There are some few references about the antioxidant properties of commercial tannins [4] but none of them have really measured the direct oxygen consumption by them. The aim of this work was to measure the kinetics of oxygen consumption by different commercial tannins in order to determine their real capacities to protect wine against oxygen. MATERIAL AND METHODS: 4 different commercial tannins were used: T1: condensed tannin from grape seeds, T2: gallotannin from chinese gallnuts, T3: ellagitannin from oak and T4: tannin from quebracho containing condensed tannins and ellagitannins.

Technological possibilities of grape marc cell walls as wine fining agent. Effect on wine phenolic composition

Fining is a technique that is used to remove unwanted wine components that affect clarification, astringency, color, bitterness, and aroma. Fining involves the addition of adsorptive or reactive material in order to reduce or eliminate the presence of certain less desirable wine components and to ensure that a wine remains in a particular stable state for a given period of time Recently concerns have been raised about the addition of animal proteins, such as gelatin, to wine due to the disease known as bovine spongiform encephalopathy (Mad Cow disease). Although the origin of gelatins has been moved to porcine, winemakers are asking for substitute products with properties and application protocols similar to the traditional animal-derived ones, making the use of plant-derived proteins in fining a practically viable possibility. As a consequence, various fining agents derived from plants have been proposed, including proteins from cereals, legumes, and potato.