Macrowine 2021
IVES 9 IVES Conference Series 9 Anti/prooxidant activity of wine polyphenols in reactions of adrenaline auto-oxidation

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

Abstract

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). The capacity of inhibition of adrenaline auto-oxidation for 38 wine polyphenols, ascorbic acid and Trolox was studied. Stock solutions of compounds in ethanol were prepared. Reaction mixtures containing 20 μL of sample, 20 µL of adrenaline solution (1mM, dissolve in distilled water) and 300 µl carbonate buffer (0.2 M, pH 10.55) were incubated at 36.6°C during 10 min. The absorbance of the resulting solution was measured at 347 nm using a BGM FLUOstar Omega plate reader. Absorbencies of samples in carbonate buffer (blank sample) and adrenaline in carbonate buffer under the same conditions were determined. Adrenaline auto-oxidation inhibition capacity (in %) was calculated as [(A-AE)/A] × 100, where A – absorbance of adrenalin in carbonate buffer, AE – difference between absorbance of the reaction mixture and absorbance of blank sample. In case when A < AE it was considered that the sample has pro-oxidant capacity. Various phenolic acids reacted quite differently. Chlorogenic acid had only a pro-oxidant action in the reactions of adrenalin auto-oxidation. Gallic acid showed the most antioxidant capacity (55.1%, in molar ratio 1:0.5, adrenaline/compound) among other tested phenolic acids. Ascorbic acid and Trolox inhibited the auto-oxidation of adrenaline to 51.4% and 8.99% respectively. Epigallocatechin and kaempferol have the most of inhibitory capacity (78.7% and 75.1%, respectively, at a molar ratio 1:0.5, adrenaline/compound) among other flavonoids aglycons. Adrenaline auto-oxidation inhibition capacity increased in the glycosylation of flavonoids. For example, the antioxidant activity of quercetin was 11.7% and rutin was 42.8%. with a molar ratio 1:1 for both. The results have shown that the antioxidant capacity decreased and prooxydant activity increased when reducing the number of hydroxy groups and increasing the amount of methyl groups in the structure of polyphenol.

References 1. Gülçin, İ. (2009) Antioxidant activity of L-adrenaline: A structure–activity insight. Chemico-Biological Interactions, 179, P. 71–80. 2. Sirota, T. V. (2011) A Novel Approach to Study the Reaction of Adrenaline Autooxidation: a Possibility for Polarographic Determination of Superoxide Dismutase Activity and Antioxidant Properties of Various Preparations. Biochemistry (Moscow) Suppl. Series B. Vol. 5 (3), P. 253–259.

Publication date: May 17, 2024

Issue: Macrowine 2016

Type: Poster

Authors

Natallia Kolbas*, Michael Jourdes, Pierre-Louis Teissedre

*UMR 1219 OEnologie

Contact the author

Tags

IVES Conference Series | Macrowine | Macrowine 2016

Citation

Related articles…

Characterization of free and glycosidically bound simple phenols in hybrid grape varieties using liquid chromatography coupled to high resolution mass (q-orbitrap)

Vitis vinifera is one of the most diffused grapevines over the word and it is the raw material for high quality wines production. The availability of more resistant interspecific hybrid vine varieties, developed from crosses between Vitis vinifera and other Vitis species, has generating much interest, also due to the low environmental effect of production. However, hybrid grape wine composition and varietal differences between interspecific hybrids are not well defined. Different studies revealed that wine consumption has health effects due to its high content of antioxidants, as phenolic compounds. In particular, simple phenols are appreciated not only for their physiological health benefits, including antioxidant, anti-inflammatory and cardioprotective effects, but also because they affect wines organoleptic profile and have a significant role in defining their nutritional characteristics.

Impact of non-fruity compounds on red wines fruity aromatic expression: the role of higher alcohols

A part, at least, of the fruity aroma of red wines is the consequence of perceptive interactions between various aromatic compounds, particularly ethyl esters and acetates, which may contribute to the perception of fruity aromas, specifically thanks to synergistic effects.1,2 The question of the indirect impact of non-fruity compounds on this particular aromatic expression has not yet been widely investigated. Among these compounds higher alcohols (HA) represent the main group, from a quantitative standpoint, of volatiles in many alcoholic beverages. Moreover, some bibliographic data suggested their contribution to the aromatic complexity by either increasing or masking flavors of wine, depending of their concentrations.

Crown procyanidin: a new procyanidin sub-family with unusual cyclic skeleton in wine

Condensed tannins (also called proanthocyanidins) are a widely distributed throughout in plants kingdom and are one of the most important classes of secondary metabolites, in addition, they are part of the human diet. In wine, they are extracted during the winemaking process from grape skins and seeds. These compounds play an important role in red wine organoleptic characteristics such as color, bitterness and astringency. Condensed tannins in red wine are oligomers and polymers of flavan-3-ols unit such as catechin, epicatechin, epigallocatechin and epicatechin-3-O-gallate. The monomeric units can be linked among them with direct interflavanoid linkage or mediated by aldehydes.

Fining-Derived Allergens in Wine: from Detection to Quantification

Since 2012, EU Commission approved compulsory labeling of wines treated with allergenic additives or processing aids “if their presence can be detected in the final product” (EU Commission Implementing Regulation No. 579/2012 of 29 June 2012). The list of potential allergens to be indicated on wine labels comprises sulphur dioxide and milk- and egg- derived fining agents, including hen egg lysozyme, which is usually added in wines as preservative. In some non-EU countries, the list includes gluten, tree nuts and fish gelatins. With the exception of lysozyme, all these fining proteins were long thought to be totally removed by subsequent winemaking processings (e.g. bentonite addition).

Directed Evolution of Oenococcus oeni: optimising yeast-bacteria interactions for improved malolactic fermentation

Malolactic fermentation (MLF) is a secondary step in the vinification process and it follows alcoholic fermentation (AF) which is predominantly carried out by Saccharomyces cerevisiae. These two processes result in the degradation of metabolites to produce secondary metabolites which also contribute to the final wine flavour and quality. AF results in the production of ethanol and carbon dioxide from sugars and MLF stems from the degradation of L-malic acid (a dicarboxylic acid) to L-lactic acid (a monocarboxylic acid). The latter process results in a smoother texture as the acidity of the wine is reduced by the process, it also adds to the flavour complexity of the wine.