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…

The commercial yeast strain as a significant source of variance for tyrosol and hydroxytyrosol in white wine

Tyrosol (TYR) and hydroxytyrosol (HYT) are bioactive phenols present in olive oil and wine, basic elements of the Mediterranean diet. TYR is reported in the literature for its interesting antioxidant, cardioprotective and anti-inflammatory properties. In wine, its concentration can reach values as high as about 40 mg/L
[Pour Nikfardjam et al. 2007] but, more frequently, this phenol – derived from yeast metabolism of tyrosine during fermentation – is present at lower levels, generally higher in red wines compared to whites. HYT was measured for the first time by Di Tommaso et al. [1998] in Italian wines – with maximum values of 4.20 mg/L and 1.92 mg/L for red and white wines, respectively – while definitely lower concentrations have been found later in Greek samples.

Ellagitannins and flavano-ellagitannins: concentration ranges in different areas and sensory evaluation

C-Glucosidic ellagitannins, which are the main polyphenolic compounds in oak heartwood, are extracted by wine during aging in oak barrels. Although such maturing of alcoholic beverages in oak barrels is a multi-centennial practice, very little is known on the impact of these ellagitannins on the organoleptic properties of red wine. The objectives of the present investigation were (i) to isolate oak ellagitannins and to hemisynthesize some made-in-wine flavano-ellagitannins, such as acutissimin A; (ii) to analyse their concentration ranges depending on the cultivar area and (iii) to evaluate their sensory impact on the basis of their human threshold concentrations and dose/response relationships in different types of solutions.

Effect of supplementation with inactive yeast during alcoholic fermentation in base wine for sparkling

INTRODUCTION: Foam stability of sparkling wines is significantly favored by the presence of surface active agents such as proteins and polysaccharides [1]. For that reason, the renowned sparkling wines are aged after the second fermentation in contact with the lees for several months (even years). Thereby wines are enriched in these macromolecules due to yeast autolysis. Since this practice is slow and costly, winemakers are seeking for alternative procedures to increase their concentration in base wines. In that sense, the supplementation with inactive yeast during alcoholic fermentation has been proposed [2]. The aim of this study was to determine whether this new strategy is really useful for enriching base wines in macromolecules and for improving foam properties of the base wines.

Analysis of peptide fraction from white wines

Among nitrogen compounds included in white wines, the peptide fraction is certainly the least studied, however this fraction is quantitatively the most important (Feuillat, 1974). Existing studies concern the fraction below 1 kDa and only for white and sparkling wines (Bartolomé et al, 1997, Desportes et al 2000). In this report, we have developed methods to isolate peptides from reference white wines. Then, we have applied this methodology with bitter wine to answer a research question: is there a relation between peptides and the bitterness of white wine as for some cheese for example (Furtado, 1984)?

Screening sensory-directed methodology for the selection of non-saccharomyces wine yeasts based on perceived aroma quality

The present work contributes by developing a rapid sensory-directed methodology for the screening and selection of high quality wines with different sensory profiles Therefore, Verdejo and Tempranillo musts were fermented with 50 different yeasts each under controlled laboratory conditions. Resulting samples were firstly categorized according to five levels of quality by a panel of wine professionals (Sáenz-Navajas, Ballester et al. 2013). Higher quality samples were described by flash profiling by a semi-trained panel
(Valentin, Chollet et al. 2012) and most distinctive samples were screened by gas chromatography-olfactometry (GC-O) (López, Aznar et al. 2002).