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…

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.

Merging fast sensory profiling with non-targeted GC-MS analysis for multifactorial experimental wine making

Wine aroma is influenced by several viticultural and oenological factors. In this study we used experimental wine making in a full factorial design to determine the impact of grapevine age, must turbidity, and yeast strain on the aroma of Vitis vinifera L. cv. Riesling wines. A recently developed, non-targeted SPME-GC-MS fingerprinting approach for wine volatiles was used. This approach includes the segmentation and mathematical transformation of chromatograms in combination with Parallel Factor Analysis (PARAFAC) and subsequent deconvolution of important chromatogram segments.

Characterization of Glycosidically Bound Aroma Compounds of País cv. grapes of different Chilean zones

País grape has been estimated to arrive to Chile almost 500 years ago, being the first strain grown in this country. Traditionally, this grape has been used to mix with other varieties, to produce poor quality wines, but today is beginning to be used in the production of high quality wines. However, very little is known about the chemical characteristics of this variety. The aroma is one of the most important quality attributes of wine. Volatile compounds of this beverage may come from the grape (varietal aromas), from the fermentation process, from the ageing. The aromatic compounds are found in the grape in two forms: as free volatile compounds and as non-volatile compounds. The last ones, are aroma precursors present mainly as glycoconjugates formed by a sugar and an aglycone…

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.

Sensory definition of green aroma concept in red French wines. Evidence for the contribution of novel volatile markers

The aromatic complexity of a wine results from the perception of the association of volatile molecules and each aroma can be categorized into different families. The “green” aromas family in red wines has retained our attention by its close link with the fruity perception. In that study, the “green” olfactory concept of red wines was considered through a strategy combining both sensory analysis and hyphenated chromatographic techniques including HPLC and MDGC (Multidimensional Gas Chromatography). The aromatic space of this concept was specified by lexical generation through a free association task on 22 selected wines by a panel of wine experts. Then, 70 French red wines were scored on the basis of the intensity of their “green” and “fruity” attributes.