Macrowine 2021
IVES 9 IVES Conference Series 9 Supramolecular approaches to the study of the astringency elicited by wine phenolic compounds

Supramolecular approaches to the study of the astringency elicited by wine phenolic compounds

Abstract

The objective of this study is to review the scientific evidences and to advance into the knowledge of the molecular mechanisms of astringency. Astringency has been described as the drying, roughing and puckering sensation perceived when some food and beverages are tasted (1). The main, but possibly not the only, mechanism for the astringency is the precipitation of salivary proteins (2,3). Between phenolic compounds found in red wines, flavan-3-ols are the group usually related to the development of this sensation. Other compounds, phenolic or not, like anthocyanins, polysaccharides and mannoproteins could act modifying or modulating astringency perception by hindering the interaction between flavanols and salivary proteins either because of their interaction with the flavanols or because of their interaction with the salivary proteins. Furthermore, the possible existence of synergism on astringency between phenolic substances (4) has recently arisen. Salivary proteins have been grouped in six main classes: histatins, statherin, cystatins, and proline-rich proteins (acidic, basic and glycosylated) (5). The possible existence of selective interactions between different types of wine phenolic compounds and different salivary protein classes could be responsible for the observed synergisms. To obtain further insights into the interactions between these compounds and salivary proteins that could explain the synergistic effect observed, we have studied the interactions between flavanols and salivary proteins by quenching of fluorescence and HPLC-DAD. Quenching constants calculated and chromatographic profiles obtained could partially explain the synergisms observed in the sensory evaluation of wine phenolic compounds. Furthermore, the effect of the presence of other molecular species, in particular anthocyanins, in the interactions between flavanols and salivary proteins has also been studied. Results obtained confirm the existence of interactions between anthocyanins and salivary proteins which could hinder the interaction between flavanols and salivary proteins, affecting the perceived astringency.

References 1. Gawel, R.; Iland, P. G.; Francis, I. L. Food Quality and Preference 2001, 12, 83-94. 2. de Freitas, V.; Mateus, N. Current Organic Chemistry 2012, 16, 724-746. 3. Scollary, G. R.; Pasti, G.; Kallay, M.; Blackman, J.; Clark, A. C. Trends in Food Science & Technology 2012, 27, 25-36. 4. Ferrer-Gallego, R.; Henández-Hierro, J.M.; Rivas-Gonzalo, J.C.; Escribano-Bailón, M.T. Food Research International 2014, 62, 1100-1107 (). 5. Humphrey, S. P.; Williamson, R. T. Journal of Prosthetic Dentistry 2001, 85, 162-169. Acknowledgement Thanks are due to Spanish MINECO for financial support (AGL2014-58486-C2-1-R)

Publication date: May 17, 2024

Issue: Macrowine 2016

Type: Poster

Authors

Teresa Escribano-Bailon*, Alba Ramos-Pineda, Cristina Alcalde-Eon, Ignacio García Estévez, Julian Rivas-Gonzalo, Monserrat Dueñas

*University of Salamanca

Contact the author

Tags

IVES Conference Series | Macrowine | Macrowine 2016

Citation

Related articles…

Grape byproducts as source of resveratrol oligomers for the development of antifungal extracts

Grape canes are a non-recycled byproduct of wine industry (1-5 tons per hectare per year) containing valuable phytochemicals of medicine and agronomical interest. Resveratrol and wine polyphenols are known to exert a plethora of health-promoting effects including antioxidant capacity, cardioprotection, anticancer activity, anti-inflammatory effects, and estrogenic/antiestrogenic properties (Guerrero et al. 2009). Additionally, resveratrol is a major phytoalexin produced by plants in response to various stresses and promotes disease resistance (Chang et al. 2011). Our project aims to develop polyphenol-rich grape cane extracts to fight phytopathogenic or clinically relevant fungi. We initiate the project with the development of analytical methods to analyze resveratrol mono- and oligomers (dimers, trimers and tetramers) from grape canes and we evaluate their potential activity against clinically relevant opportunistic fungal pathogens (Houillé et al. 2014).

Anti/prooxidant activity of wine polyphenols in reactions of adrenaline auto-oxidation

Adrenaline (epinephrine) belongs to catecholamine class. It is a neurotransmitter and both a hormone which is released by the sympathetic nervous system and adrenal medulla in response to a range of stresses in order to regulate blood pressure, cardiac stimulation, relaxation of smooth muscles and other physiological processes. Adrenaline exhibits an effective antioxidant capacity (1). However, adrenalin is capable to auto-oxidation and in this case it generates toxic reactive oxygen intermediates and adrenochrome. Under in vitro conditions, auto-oxidation of adrenaline occurs in an alkaline medium (2).

Accumulation of polyphenols in Barbera and Nebbiolo leaves during the vegetative season

Grapevine berries produce thousands of secondary metabolites of diverse chemical nature that have been largely detailed in the past due to their importance for defining wine quality. The wide Vitis vinifera diversity, resulting in thousands of different varieties well detailed in many studies regarding berries, is still not investigated in vegetative organs, leaves in particular. Deepening knowledge related to this aspect could be of great interest for many reasons (for example the possibility of using leaf extract for pharmaceutical, cosmetic and nutrition purposes) but, above all, for understanding the susceptibility of different grapevine varieties to pathogens.

Oak wood seasoning: impact on oak wood chemical composition and sensory quality of wine

Oak wood selection and maturation are essential steps in the course of barrel fabrication. Given the existence of many factors involved in the choice of raw material and in natural seasoning of oak wood, it is very difficult to determine the real impact of seasoning and selection factors on oak wood composition. A sampling was done to study the evolution of oak wood chemical composition during four seasoning steps: non matured, 12 months, 18 months and 24 months. For this sampling, three selection factors were taken into account: age, grain type and the Polyphenolic Index measured by Oakscan®. Besides extractables
(~10%), three polymers constitute the main part of oak wood: cellulose, hemicelluloses and lignins.

Impact of sulfur compounds to the antioxidant stability of white wines

The chemical mechanisms involved in oxidation/reduction potential of wine during winemaking and aging are affecting its color, aroma and taste. Chemical oxidation is one of the major causes of development of off-flavors during ageing1. Thus, the chemical changes in wine during storage should be controlled to ensure the sensory quality of the product and avoid consumer rejection that will compromise the economic value of the product. The 1-hydroxyethyl radical has been recognized as the key radical intermediate in the oxidative reactions in wine2. Based on the kinetic study of POBN-1-hydroxyethyl spin adduct formation in wines initiated via the Fenton reaction, a novel tool was recently developed in our laboratory to quantify the resistance of wines against oxidation3.