Contribution of Monomeric Anthocyanins to the Color of Young Red Wine: Statistical and Experimental Approaches

Monomeric anthocyanin contributions to young red wine color were investigated using partial least square regression (PLSR) and aqueous alcohol solutions in this study. Results showed that the correlation between the anthocyanin concentration and the solution color fitted in a quadratic regression rather than linear or cubic regression. Malvidin‐3‐O‐glucoside was estimated to show the highest contribution to young red wine color according to its concentration in wine, whereas peonidin‐3‐O‐glucoside in its concentration contributed the least. The PLSR suggested that delphinidin‐3‐O‐glucoside and peonidin‐3‐O‐glucoside under the same concentration resulted in a stronger color of young red wine compared with malvidin‐3‐O‐glucoside. These estimates were further confirmed by their color in aqueous alcohol solutions. These results suggested that delphinidin‐3‐O‐glucoside and peonidin‐3‐O‐glucoside were primary anthocyanins to enhance young red wine color by increasing their concentrations. This study could provide an alternative approach to improve young red wine color by adjusting anthocyanin composition and concentration.     

Anthocyanin composition and extractability in berry skin and wine of Vitis vinifera L. cv. Aglianico

BACKGROUND: The present article reports the anthocyanin content in the berry skin and wine of the Italian red grape cultivar Aglianico (clone VCR11 grafted onto 1103 Paulsen), one of the most ancient vines and famous for its deep‐red colour. Anthocyanins were extracted from frozen berry skin in an acidified methanol solution. The extraction mixtures, monitored for 120 h, were analysed by high‐performance liquid chromatography. RESULTS: The extraction from berry skin of delphinidin, petunidin and malvidin appeared to be a time‐independent process, whereas the concentration of peonidin increased linearly with time. Peonidin‐O‐acetyl‐glucoside was transferred from skin more slowly than petunidin‐O‐acetyl‐glucoside and malvidin‐O‐acetyl‐glucoside. The anthocyanin composition of the resulting wine showed that the total anthocyanin content was about one‐tenth of the corresponding berry skin content. The ratio acetyl/coumaroyl anthocyanins in the wine was sharply higher than the value in berry skin (0.85 and 0.10, respectively), indicating an enrichment of acetyl derivatives in the wine. CONCLUSION: Levels of single anthocyanins in wine were not always correlated with those detected in grapes, as they were affected by winemaking. The high values of some anthocyanins in Aglianico wine could ameliorate its quality, increasing the chromatic properties, aging stability and product acceptance. Copyright © 2011 Society of Chemical Industry     

Effect of ellagitannins,ellagic acid and volatile compounds from oak wood on the (+)‐catechin,procyanidin B1 and malvidin‐3‐glucoside content of model wines

Background and Aims: During ageing in oak barrels, wine undergoes changes because of the release of polyphenols and other molecules from wood. The aim of this study was to evaluate the influence of some oak wood‐derived volatile compounds, ellagic acid and oak wood extracts on the levels of (+)‐catechin, procyanidin B1 and malvidin‐3‐glucoside. Methods and Results: Phenolics and the oak wood derived volatile compounds studied were quantified by HPLC and by GC, respectively. Additionally, the new compounds formed in the solutions were characterised by their spectral properties. Ellagic acid and/or oak wood extracts slowed the decline in the levels of (+)‐catechin and procyanidin B1. In contrast, the decrease in malvidin‐3‐glucoside was more pronounced in the presence of ellagic acid and oak wood chip extracts. Furfural slowed (+)‐catechin degradation, while breakdown of malvidin‐3‐glucoside was slightly more pronounced in the presence of guaiacol, furfural, vanillin and eugenol. (+)‐Catechin, procyanidin B1 and malvidin‐3‐glucoside did not significantly affect the rate of the degradation of ellagitannins during the storage time studied. Finally, new HPLC peaks were detected in the solutions containing (+)‐catechin and ellagic acid, as well as with malvidin‐3‐glucoside with ellagic acid and oak wood extract. Conclusions: Malvidin 3‐glucoside and (+)‐catechin and procyanidin B1 presented distinct behaviours during time in the presence of volatile and non‐volatile compounds from oak wood. Significance of the Study: This work points out the importance of oak wood components in the degradation of anthocyanins and tannins, as well as the reactions that occur during the ageing of red wine.     

Mass spectrometry fragmentation pattern of coloured flavanol‐anthocyanin and anthocyanin‐flavanol derivatives in aged red wines of Rioja

Background and Aims: During wine ageing, a great variety of reactions take place, resulting in an immense variety of products whose structure sometimes remains unknown. The aim of this work is the study of different fragmentation patterns of flavanol‐anthocyanin derivatives formed along the wine ageing; these patterns are useful for elucidating the different structures of these compounds and other new related ones. Methods and Results: Several wines from the Protected Denomination of Origin Rioja have been studied by an analytical method that combines column chromatography and high‐performance liquid chromatography with diode array and mass and tandem mass spectrometric detections. Thirty‐five coloured flavanol‐anthocyanin compounds formed by direct reaction or by acetaldehyde‐mediated condensation have been identified. For direct reaction derivatives, two different fragmentation patterns (one of them not previously reported) have been observed depending on the position of flavanol in the coloured derivative. Several compounds have been identified in aged wines for the first time to the authors' knowledge, like (+)‐gallocatechin‐cyanidin‐3‐glucoside and (+)‐catechin‐cyanidin‐3‐glucoside Conclusions: The developed analytical procedure has allowed the identification of some compounds for the first time, and two different fragmentation patterns have been observed depending on the position of flavanol in the pigment. Significance of the Study: The establishment of different fragmentation patterns allows the structural elucidation of unknown compounds.     

DEGRADATION KINETICS OF ANTHOCYANIN IN ETHANOLIC SOLUTIONS

The objective of this study was to investigate the degradation kinetics of anthocyanin in ethanolic model solutions simulating wine and liqueur in aging or long‐term storage. Malvidin‐3‐glucoside, as the predominant anthocyanin in many cultivars of grape, was chosen to represent anthocyanins. The results from high performance liquid chromatography analysis show that the disappearance of malvidin‐3‐glucoside follows apparent first‐order kinetics, and accelerates with the increase in ethanol concentration. The E_a values were found to be 22.80, 24.45, 24.35 and 22.75 kcal/mole at 0, 10, 30 and 50% ethanol concentrations, respectively. We propose that the decreased stability of anthocyanin at an elevated ethanol concentration is a result of a decreased extent of self‐association in the solution.     

LC–MS analysis of anthocyanins from purple corn cob

Liquid chromatography coupled with diode array spectrophotometry and mass spectrometry detection (LC–DAS–MS) has been applied to the study of the anthocyanin composition of a commercial extract from purple corn cob used as a colourant additive in the food industry. Nine different anthocyanins were isolated using semipreparative HPLC and identified by LC–MS and hydrolytic techniques. Useful information for the identification of compounds was also obtained from their fragmentation patterns (MS–MS spectra). Six of these anthocyanins seem to be present in the original cob, namely cyanidin‐3‐glucoside, pelargonidin‐3‐glucoside, peonidin‐3‐glucoside and their respective malonyl derivatives. The other three are produced during the industrial extraction process and have been identified as the corresponding ethylmalonyl derivatives. © 2002 Society of Chemical Industry     

The distribution of anthocyanins in grape skin extracts of port wine cultivars as determined by high performance liquid chromatography

The distribution of anthocyanins in methanolic skin extracts of 16 grape cultivars used for port wine production and grown at five sites in the Douro Valley in Northern Portugal has been assessed by high performance liquid chromatography. Results are confined to the seven most readily separated and identified anthocyanins and are expressed as percentages of their total (88–99% of the total integrated area). Anthocyanins based on malvidin (Mv) predominated. Of these, Mv 3-glucoside was the major pigment (33–60%), being exceeded by Mv 3-p-coumarylglucoside (2–51%) in only two cultivars; Mv 3-acetylglucoside (1–15%) was consistently the lowest. Peonidin 3-glucoside (1–27%) was prominent in four cultivars, but delphinidin 3-glucoside (1–11%), petunidin 3-glucoside (2–11%) and cyanidin 3-glucoside (trace-6%) were of low proportions throughout. The ratio Mv 3-acetylglucoside/total Mv glucosides appeared characteristic of cultivar, independent of site, and a useful aid to identification of grape cultivars. The coloured pulp of some cultivars contained peonidin 3-glucoside as a major component, present in greater proportions than in the skin; the percentage of Mv 3-p-coumarylglucoside was lower in pulp than in skin. The identities of six of the seven anthocyanins were confirmed by fast atom bombardment mass spectrometry and the structures of the Mv derivatives were determined by nuclear magnetic resonance. The formation of formyl and acetyl anthocyanin artefacts is described.     

On-line characterization of phenolic antioxidants in fruit wines from family myrtaceae by liquid chromatography combined with electrospray ionization tandem mass spectrometry and radical scavenging detection

A screening method based on high-performance liquid chromatography (HPLC) coupled on-line to a radical scavenging detection system and mass spectrometry (MS) was used to identify and characterize antioxidant compounds in two fruit wines from the family of the Myrtaceae, Syzygium cumini and Cleistocalyx nervosum var. paniala. The active compounds were identified by comparison of retention time and mass data with the authentic standards and with the published mass spectra assisted by multi-dimension information from a liquid chromatography combined with electrospray ionization tandem mass spectrometry (LC-ESI-MS/MS) and a radical scavenging detection. Major antioxidants found in S. cumini wine were complicated mixture of hydrolysable tannins and the fruit acids. A trace amount of an anthocyanin, malvidin -3-o-p-coumaroyl glucoside was also found. In C. nervosum var. paniala wine, the active compounds were identified as hydrolysable tannins and their derivative i.e. caffeoylquinic acid, gallic acid, ellagic acid and methoxymethylgallate.     

Characterisation of genuine and derived cranberry proanthocyanidins by LC–ESI-MS

Cranberry proanthocyanidins (PACs) were characterised by HPLC (after thiolysis) and LC–ESI-MS analysis after fractionation by normal-phase chromatography. According to the HPLC retention time and mass spectra of compounds released after depolymerisation reaction, PACs are based on epicatechin and dimer A2 units along with catechin (minor component) and epigallocatechin (trace amounts). Fractionation at semi-preparative scale on normal phase allowed to remove other phenolic compounds than PACs (flavonols, phenolic acids and anthocyanins) and to separate the PACs according to their polymerisation degrees. Six fractions were eluted. PAC concentration, mean degree of polymerisation and percentage of A-type bonds were calculated for these six fractions by HPLC after thiolysis. Whereas the three first fractions contained phenolic acids and flavonols, the three latest fractions were enriched in PACs. Genuine PACs (A and B-types) from DP2 to DP16 were detected by LC–DAD-ESI-MS analysis. Fragmentation on ion trap spectrometer allowed us to determine the position of A-type bonds. Derived PACs were also observed: anthocyanin ethyl-bridged PACs (monomer to tetramer) in the three last fractions, flavonol-ethyl-PACs (monomer and dimer) in the third fraction and pyranoanthocyanin derivatives in the last fraction.     

Effect of sugar acylation on the antioxidant properties of Vitis vinifera red grape malvidin‐3‐glucoside

This work aims at studying the influence of sugar acylation on the antioxidant properties of Vitis vinifera red grape malvidin‐3‐glucoside. The antioxidant properties of malvidin‐3‐glucoside, malvidin‐3‐acetylglucoside, malvidin‐3‐coumaroylglucoside and malvidin‐3‐caffeoylglucoside were measured using different techniques. Their antiradical and reducing properties were determined using the DPPH and FRAP method, respectively. Malvidin‐3‐caffeoylglucoside displayed a DPPH value (20.2 μm Trolox eq.) much higher than malvidin‐3‐glucoside (13.6 μm Trolox eq.), but no significant differences were observed from the FRAP assay. Furthermore, the ability of these compounds to inhibit lipid peroxidation in a liposome membrane system was examined by monitoring oxygen consumption and the formation of conjugated dienes. Both assays allowed concluding that malvidin‐3‐caffeoylglucoside and malvidin‐3‐coumaroylglucoside inhibit lipid peroxidation significantly more than malvidin‐3‐glucoside. Altogether, the results reported herein indicate that acylation of malvidin‐3‐glucoside with phenolic acids like caffeic or coumaric acids, but not acetic acid, increases their overall antioxidant properties.     

Antioxidant and antiproliferative activity of polyphenols in novel high-polyphenol grape lines

Health-beneficial effects of grape and wine consumption have been linked to the presence of various polyphenols including anthocyanins in these products. The anthocyanin levels of red grape varieties can vary significantly and there is an interest in developing grape varieties with high anthocyanin levels. In this study, antioxidant and antiproliferative effects of grape anthocyanins from a group of selected grape lines designated as V 72, V 83 and V 103 developed through traditional breeding of the parent lines Lomanto and Seibel 8357, were investigated. The total anthocyanin levels in the different “Vintinto” lines (V) ranged from 119 mg/100 g fresh weight to 963 mg/100 g fresh weight. HPLC–MS analysis of the anthocyanin fractions of grapes in three selected high-polyphenol lines showed predominantly the glucosides of delphinidin, cyanidin, peonidin, petunidin and malvidin with lesser amounts of acetoyl glucosides and coumaroyl glucosides. Anthocyanin fractionation based on hydrophobicity and subsequent evaluation of antioxidant activities showed varying efficiencies in scavenging superoxide, hydroxyl and 1,1-diphenyl-2-picrylhydrazyl (DPPH) radicals. However, antiproliferative activity of these fractions evaluated using the estrogen receptor positive MCF-7 cells were very similar. High polyphenol grapes and products derived from such grapes may be useful as a concentrated source of dietary polyphenols.     

First accurate profiling of antioxidant anthocyanins and flavonols of Tibouchina urvilleana and Tibouchina mollis edible flowers aided by fractionation with Amberlite XAD-7

A purification and fractionation process of the edible flowers of Tibouchina mollis and Tibouchina urvilleana followed by the first attempt to the anthocyanin and flavonol characterisation and identification by UHPLC-DAD-ESI-MS were developed. T. urvilleana exhibited a higher monomeric anthocyanin content, mainly due to the presence of the 3-O-(6′-p-coumaroyl)-glucoside derivatives of malvidin and petunidin. Quercetin-3-O-hexoside was the major flavonol identified in T. urvilleana, and the lack of myricetin derivatives was also exhibited. The anthocyanin and flavonol profile of T. mollis was more miscellaneous, characterised by the occurrence of cyanidin-3-O-glucoside followed by the 3-O-(6′-p-coumaroyl)-glucoside and 3-O-glucoside derivatives of malvidin and petunidin as anthocyanins, and myricetin, quercetin, and 3-O-hexosides of kaemperol and quercetin as flavonol compounds. Therefore, the anthocyanin and flavonol profile, through a process based on purification and fractionation, could be a useful tool to ensure the authenticity of the Tibouchina. Furthermore, the purification process made the antioxidant activity increase, which is greatly correlated to the reduction capacity.     

Application of a Novel Small-Scale Sample Cleanup Procedure Prior to MALDI-TOF-MS for Rapid Pigment Fingerprinting of Red Wines

This study evaluates the anthocyanin and derived pigment composition of Vitis vinifera red wines of Vranec, Merlot, and Cabernet Sauvignon produced in 2006, 2007, and 2008 vintages from the Tikve? wine region in the Republic of Macedonia. Their profile was established using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS) technique. A total of 22 anthocyanins and derived pigments have been identified in the samples including 10 anthocyanins, 1 ethyl-bridged flavanol–anthocyanin adduct, and 11 pyranoanthocyanins. MALDI-TOF-MS analysis was performed after solid-phase extraction of the wines by using, for the first time, the Zip-Tip® C18 stationary phase, introducing a novel small-scale sample cleanup procedure prior to the rapid MALDI-TOF-MS fingerprinting of wine samples. 2′,4′,6′-Trihydroxyacetophenone (dissolved in acetonitrile/water 1:1, v/v) was used as a matrix. The qualitative screening of anthocyanins and derived pigments with MALDI-TOF-MS confirmed the presence of glucoside, acetylglucoside, and p-coumaroylglucoside derivatives of anthocyanins in the wine samples. Furthermore, pyranoanthocyanins formed by reactions of anthocyanins with pyruvic acid and acetaldehyde, as well as flavanol–pyranoanthocyanins and ethyl-bridged flavan-3-ol-anthocyanin adduct pigments have been detected in the samples.     

Berry anthocyanins: isolation,identification and antioxidant activities

Anthocyanins from bilberry, blackcurrant and cowberry were isolated for antioxidant evaluation. Individual compounds were identified and quantified using HPLC and HPLC/ESI–MS techniques. Antioxidant and radical‐scavenging capacities of the isolates were studied in emulsified methyl linoleate and human low‐density lipoprotein (LDL) in vitro and in the 2,2‐diphenyl‐1‐picrylhydrazyl (DPPH) test. The total anthocyanin contents in the phenolic extracts of bilberry, blackcurrant and cowberry were 6000, 2360 and 680 mg kg^?1 fresh weight respectively. There were four dominant compounds in blackcurrant (glucosides and rutinosides of cyanidin and delphinidin), three in cowberry (monoglycosides of cyanidin) and 15 in bilberry (monoglycosides of cyanidin, delphinidin, malvidin, peonidin and petunidin). Quantification as cyanidin‐3‐glucoside equivalents gave markedly lower results regarding the total anthocyanin concentration and the content of individual delphinidin and malvidin compounds compared with quantification based on corresponding standard compounds. Berry anthocyanins were highly active radical scavengers in the DPPH test and effective antioxidants in emulsion and human LDL. Copyright © 2003 Society of Chemical Industry     

Preparation of novel distinct highly aromatic liquors using fruit distillates

This work describes the preparation of aromatised liquors using deodorised and concentrated fruit distillates. The raw spirits were improved by making a partial deodorisation, using activated charcoal, followed by concentration, using a distiller. The liquors were prepared by a maceration process. The procedure is exemplified using fig distillates to prepare myrtle berry liquors. The acidity, copper, polyphenol and anthocyanin indexes and volatile and anthocyanin profiles were monitored in each preparation step. The concentration process increased the ethanol proof to 75% v/v and decreased the acidity and the copper content. The partial deodorisation decreased the levels of high molecular weight volatiles, while the content of lower molecular weight compounds that contribute to flavour was maintained. Delphinidin‐3‐O‐glucoside, cyanidin‐3‐O‐glucoside, petunidin‐3‐O‐glucoside and malvidin‐3‐O‐glucoside were the major anthocyanins.     

Effect of acetaldehyde and several acids on the formation of vitisin A in model wine anthocyanin and colour evolution

Summary It was found that the reaction between malvidin 3-glucoside and added pyruvic acid (PA), leading to the formation of vitisin A in model wine solutions, was not prevented by the addition of either acetaldehyde (A) or several organic acids. The acylated forms of vitisin A (3-acetylvitisin A and 3- p -coumarylvitisin A) were formed through the interaction of malvidin 3-acetylglucoside and malvidin 3- p -coumarylglucoside. Disappearance of the three main anthocyanins (malvidin 3-glucoside, malvidin 3-acetylglucoside and malvidin 3- p- coumarylglucoside) from the model wine with time followed first order kinetics. Acetaldehyde had the effect of increasing the total amount of these losses but producing smaller amounts of vitisin A. During ageing model solutions developed some browness. The brownest solution was obtained without A and a reduced rate of browning was found in the presence of A. This latter result can be explained by the assumption of a superimposition of a blueing effect upon reactions of A with anthocyanins. In the presence of PA the formation of vitisin A compounds gave an intermediate colour, contributing a reddish hue to the solution. A good correlation (r²= 0.96) between the percentage of vitisin A, of the total anthocyanins and the hue angle was observed. The addition of large amounts of organic acids that are normally found in wine into the model solutions did not lead to the formation of new anthocyanins. The linear loss of PA in all model systems indicates that a first order reaction occurs and 35.35 times more PA than total anthocyanin was lost to form the new compounds.     

Absorption of anthocyanins through intestinal epithelial cells – Putative involvement of GLUT2

Anthocyanins bioavailability is a major issue regarding their biological effects and remains unclear due to few data available on this matter. This work aimed to evaluate the absorption of anthocyanins at the intestine using Caco‐2 cells. Anthocyanin extract, rich in malvidin‐3‐glucoside, was obtained from red grape skins and tested on Caco‐2 cells. The absorption of anthocyanins, in absence or presence of 1% ethanol, was detected by HPLC/DAD/LC‐MS. Our results showed that this transport was significantly increased in the presence of ethanol especially after 60 min of incubation. In addition, cells that were pretreated for 96 h with anthocyanins (200 μg/mL) showed an increase of their own transport (about 50% increase). Expression of glucose transporters sodium‐dependent glucose transporter 1, facilitative glucose transporters 5, and facilitative glucose transporters 2 was assessed by RT‐PCR. It was found that facilitative glucose transporters 2 expression was increased (60%) in Caco‐2 cells pretreated with anthocyanins, by comparison with controls. When the effect of anthocyanin extract on ³H‐2‐deoxy‐D ‐glucose uptake was tested, an inhibitory effect was observed (about 60% decrease). However, the malvidin aglycone was tested and had no effect. In conclusion, anthocyanins could be absorbed through Caco‐2 cells, and can interfere with their own transport and also with glucose intestinal uptake.     

Anthocyanin and colour evolution during maturation of four port wines: effect of pyruvic acid addition

The formation of vitisin A‐type compounds has been studied in four maturing fortified red port wines stored for 29 weeks at 15 °C. The anthocyanin concentrations were determined by high‐pressure liquid chromatography (HPLC), and colour changes were monitored by spectrometric measurements. The losses of anthocyanins followed first‐order reactions, and the concurrent formation of polymeric pigments was demonstrated. Vitisin A‐type compounds were found to be in low concentration in these four naturally maturing fortified wines. The addition of pyruvic acid to the wines led to the formation of large concentrations of vitisin A derivatives. Up to 23 mg litre⁻¹ vitisin A derivatives (vitisin A and its acylated forms acetylvitisin A and p‐coumarylvitisin A) could be determined. Owing to their greater colour expression and greater stability than malvidin 3‐glucoside, these new anthocyanins were shown to play an important role in the colour quality of the wines. An analytical survey of 32 port wines matured for between 2 and 6 years showed that vitisin A‐type compounds were the main, and sometimes the only, anthocyanins present. © 2000 Society of Chemical Industry     

Association Between Modification of Phenolic Profiling and Development of Wine Color during Alcohol Fermentation

To solve the problem of wine color instability in western China, different additives (the maceration enzymes Vinozym G and Ex‐color, yeasts VR5 and Red Star, and commercial tannins) were added during alcoholic fermentation of Syrah (Vitis vinifera L.). The phenolic profile and color characteristics of wine were examined using high performance liquid chromatography mass spectrometry and CIELAB, respectively. The results showed that the combination of the enzyme Ex‐color with the Red Star yeast eased the release of non‐anthocyanins from grape berries into wine, whereas the use of enzyme Vinozym G and VR5 yeast enhanced the concentration of anthocyanins and achieved a higher red hue (a* value) and a lower yellow hue (b* value) in the wine. The addition of commercial tannins greatly promoted the level of gallic acid in the wine and led to a relatively higher concentration of anthocyanins. Partial least‐squares regression analysis was used to find out the major phenolics, which were in close relation with color parameters; principal component analysis was used to evaluate the contribution of different winemaking techniques to wine color. The combination of these 2 analytic methods indicated that Vinozym G and VR5 yeast together with commercial tannins should be an appropriate combination to enhance the stability of wine color during alcohol fermentation, which was related to a significant increase in cyanidin‐3‐O‐(6‐O‐acetyl)‐glucoside, cyanidin‐3‐O‐(6‐O‐coumaryl)‐glucoside, trans‐peonidin‐3‐O‐(6‐O‐coumaryl)‐glucoside, trans‐malvidin‐3‐O‐(6‐O‐coumaryl)‐glucoside, and malvidin‐3‐O‐(6‐O‐acetyl)‐glucoside‐pyruvic acid, all of which played an important role in stabilizing wine color.     

Original article: Anthocyanin profile in Monastrell grapes in six different areas from Denomination of Origen Jumilla during ripening stage

The aim of our research has been to investigate the pattern of accumulation of anthocyanins in the skin of Monastrell variety and to establish if the fingerprint of this cultivar changed in six different areas from Denomination of Origen Jumilla during ripening stage in two consecutive seasons (2007 and 2008). The results show that the anthocyanin profile for Monastrell variety is maintained: it could be observed a higher proportion of non‐acylated anthocyanins, a higher proportion of coumarylated than acetyl derivatives and a higher proportion of trihydroxylated than dihydroxylated anthocyanins. During ripening period, in all zones studied, we observed the same trends: increasing of cyanidin, peonidin and malvidin‐3‐glucoside and decreasing of the other two monoglucosides (delphinidin and petunidin). Slightly quantitative differences were observed for the different zones in the 2 years studied, leading to the conclusion that edaphoclimatic factors also influence the accumulation of anthocyanin compounds.