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…

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.

Towards multi-purpose valorisation of polyphenols from grape pomace: Pressurized liquid extraction coupled to purification by membrane processes

Grape by-products (including skins, seeds, stems and vine shoots) are rich in health promoting polyphenols. Their extraction from winery waste and their following purification are of special interest to produce extracts with high added value compounds. Meanwhile, the growing concern over environmental problems associated with economic constraints, require the development of environmentally sustainable extraction technologies. The extraction using semi-continuous subcritical water, as a natural solvent at high temperature and high pressure a technology is promising “green” technology that is environmentally friendly, energy efficient and improve the extraction process in plant tissues.

DNA and type of grain: which factor does better explain sensory differences of sessile and pedunculate oaks?

Sessile oak and pedunculate oak have shown several differences of interest for enological purposes. Tannic and aromatic composition among sessile oak or pedonculate oak has been well studied. Sessile oak is generally more aromatic than pedunculated, while the later is more tannic. This scientific point of view is rarely applied to classify oak in cooperages. Most coopers use the type of grain to distinguish wide and thin grain.

Removal of Fumonisin B1 and B2 from red wine using polymeric substances

The Ability of PVPP (Polyvinylpolypyrrolidone), PVP-DEGMA-TAIC (copolimerization of N-vinyl-2-pyrrolidinone with ethylene glycol dimethacrylate and triallyl isocyanurate) and PAEGDMA
(poly(acrylamide-co-ethylene glycol dimethacrylate)) polymers was tested as removal agents for Fumonisin B1 (FB1) and Fumonisin B2 (FB2) from model solutions and red wine. The polymers removal capacity was checked at three different resident times (2, 8 and 24 hours of contact time between the polymer and the sample), showing no differences in the percentage of FB1 and FB2 removal. Then, different polymer concentrations (1, 5 and 10 mg mL-1) were tested in model solution with and without phenolics (i.e. gallic acid and 4-methylcatechol).

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.