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…

Non-invasive headspace sorptive extraction for monitoring volatile compounds production by saccharomyces and non-saccharomyces strains throughout alcoholic fermentation

Wine is a solution containing abundant volatile compounds which contribute to their aroma. Many of them are produced by yeast as metabolism by-products. Different yeast strains produce different volatile profiles. The possibility of studying the evolution of volatile compounds during fermentation, using sampling methods that not alter the volume of fermentation media, is of great interest. In spite of this, non-invasive methods to monitoring the evolution of volatile profile during fermentation have been seldom used. The goals of this work were to use by first time the headspace sorptive extraction (HSSE) as non-invasive method to monitor the evolution of volatile profiles throughout alcoholic fermentation and to study the changes on volatile profiles produced by Saccharomyces cerevisiae and Lachancea thermotolerans during fermentation of a must with high sugar content.

Micro-meteorological, compositional and transcriptional study of corvina grape color during ripening

Grape anthocyanin content and composition could affect the quality and the production strategies of red wines. Differences in the pigment composition modify the color properties in terms of hue, extractability and stability. Thus, for the production of a highly qualitative wine such as “Amarone”, variations in the pigment composition are not negligible. The aim of this work was the investigation of the anthocyanin profile changes during ripening in Corvina grapes, the main cultivar for the “Amarone” production. The experiment took place in 2015, in two vineyards located in Valpollicella (Italy).

Petrolomics-derived data interpretation to study acetaldehyde-epicatechin condensation reactions

During red wine ageing or conservation, color and taste change and astringency tends to reduce. These changes result from reactions of flavan-3-ols and/or anthocyanins among which condensation reactions with acetaldehyde are particularly important. The full characterization of these reactions has not been fully achieved because of difficulties in extracting and separating the newly formed compounds directly from wine. Model solutions mimicking food products constitute a simplified medium for their exploration, allowing the detection of the newly formed compounds, their isolation, and their structure elucidation.

Influence of toasting oak wood on ellagitannin structures

Ellagitannins (ETs) have been reported to be the main phenolic compounds found in oak wood. These compounds, belonging to the hydrolysable tannin class of polyphenols, are esters of hexahydroxydiphenic acid (HHDP) and a polyol, usually glucose or quinic acid. They own their name to their capacity to be hydrolysed and liberate ellagic acid and they have an impact on astringency and bitterness sensation, which is strongly dependant on their structure. The toasting phase is particularly crucial in barrels fabrication and influences wood composition.

Impact of industrial-scale serial filtration on macromolecules in red wines

Filtration is a critical step in ensuring the clarity and microbial stability of wine prior to bottling. However the process of filtering potentially reduces red wine quality by removing some of the macromolecules that contribute to the texture of the wine. Commercial red wines, Cabernet Sauvignon (CAS) and Shiraz (SHZ), of two vintages and two grades (premium grade wines from the older vintage: CAS13 and SHZ13; and standard grade wines from a younger vintage: CAS14 and SHZ14) were filtered through industrial-scale commercial filtration units prior to bottling. Samples were taken before and after cross-flow filtration, lenticular filters, 0.65 µm and 0.45 µm pore size nylon membrane filters. The concentration and composition of macromolecules, including tannins and polysaccharides, were measured in all samples as well as particle size distribution and wine colour.