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…

Ethyl esters interact with the major wine Thaumatin Like Protein VVTL1

The interactions among aromatic compounds and proteins is an important issue for the quality of foods and beverages. In wine, the loss of flavor after vinification is associated to bentonite treatment and this effect can be the result of the removal of aroma compounds which are bound wine proteins. This phenomenon was recently demonstrated for long chain fatty acids and their ethyl esters (1). Since these latter compounds are spectroscopically silent, their association with proteins is not easy to measure.

Prevention of wine oxidation during barrel aging: an innovative method to measure antioxidant

Wine oxidation is a problem that affects the freshness, the aromatic profile, the colour and also the mouthfeel of the wine. It mainly concerns white wines. Oxygen interactions with wine compounds lead to the phenomena cited above that are responsible for the depreciation of these wines. Barrel aging is a crucial step in the wine process because it allows many modifications as wine enrichment, colour stabilization, clarification and also a slow oxygenation of the wine. Effects of the oak barrel have to be known to prevent oxidation of the wine. We have been interested in the main antioxidant compounds released by oak barrels to the wine and we have developed an innovative method to reach directly these antioxidant compounds at the oak stave surface.

Light-struck taste in white wine: enological approach for its prevention

Light-struck taste is a defect prevalent in white wines bottled in clear glass light-exposed for a considerable amount of time leading to a loss of color and appearance of sulfur-like odors. The reaction involves riboflavin (RF), a highly photosensitive compound that undergoes to intermolecular photoreduction by the uptake of two electron equivalents from an external donor, the methionine. The reaction includes different steps forming methional which is extremely unstable and decomposes to methane thiol and acrolein. The reaction of two molecules of methane thiol yields dimethyl disulfide. Methane thiol is highly volatile, has a low perception threshold (2 to 10 µg/L in wine) and confers aroma-like rotten eggs or cabbage.

The moment of preharvest elicitor application influence its final effect on winegrapes quality

Phenolic compounds are secondary metabolites of grapes. Plants produce a wide variety of this type of metabolites through diverse biosynthesis pathways and their production is sometimes a response to external stimuli, either environmental or biotic stresses. Some of them may act as chemical defenses against pathogens or herbivores and their synthesis is increased when the attack exists. However, it is remarkable that the synthesis of these interesting compounds can be activated even when the stimulus is not present, with the use of elicitors. These are substances that when applied exogenously trigger the biosynthetic pathways conducting to the synthesis of these defense compounds.

Effect of intra‐vineyard ripeness variation on the efficiency of commercial enzymes on berry cell wall deconstruction under winemaking conditions

Intra-vineyard variation grape berry ripening occurs within bunches, between bunches on the same vine and between vines. Although it is assumed that such variation also occurs at the grape berry cell wall level, no study to data has investigated in any depth. Here we have used a intra-vineyard panel design to investigate pooled bunches from six vines (per panel) in the context of a winemaking scenario. The dissected vineyard was harvested by separate panels, where each panel was then subjected to a standard winemaking procedure with or without the addition of three different enzyme preparations for maceration.