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.     

Evaluation of colouring ability of main European elderberry (Sambucus nigra L.) varieties as potential resources of natural food colourants

Profiling and quantitative analysis of anthocyanins in five elderberry (Sambucus nigra L.) varieties, namely ‘Haschberg’, ‘Samocco’, ‘Samyl’, ‘Samident’ and ‘Sampo’, were performed in six different maturity stages from two consecutive years (2012 and 2013) and from two growing areas in Hungary. Cyanidin‐3‐O‐sambubioside‐5‐O‐glucoside, cyanidin‐3‐O‐sambubioside and cyanidin‐3‐O‐glucoside were found and identified by HPLC‐Q/TOF‐MS as major anthocyanins and were quantified by HPLC‐UV/Vis. In optimum maturity stage, ‘Samocco’ showed the highest anthocyanin content with an average of 1237 mg per 100 g dry weight in both growing areas and vintages. The dominant anthocyanin component of Samocco variety was cyanidin‐3‐O‐sambubioside, which is according to literature more stable against technology processing than cyanidin‐3‐O‐glucoside found in the other four investigated elderberry varieties in the highest concentration. ‘Samocco’, if grown under the climatic conditions of the Carpathian basin, might be a promising alternative variety for growing as raw material for natural food colourant processing industry.     

Anthocyanin profiles of major red grape (Vitis vinifera L.) varieties cultivated in Greece and their relationship with in vitro antioxidant characteristics

A range of fourty‐six red grape (Vitis vinifera spp.) samples, originating from six widely cultivated varieties and covering major parts of the Hellenic vineyard, were assayed for their content in six principal anthocyanin pigments. Representative in vitro antioxidant parameters were also determined, including antiradical activity (A_AR), reducing power (P_R) and hydroxyl free radical scavenging activity (SA_HFR). Quantitative determination using high performance liquid chromatography showed that the prevalent pigment was malvidin 3‐O‐glucoside (average content 82.53 mg per 100 g fresh berry weight), followed by its coumarate derivative (29.26 mg per 100 g), paeonidin 3‐O‐glucoside (10.84 mg per 100 g), petunidin 3‐O‐glucoside (7.80 mg per 100 g) cyanidin 3‐O‐glucoside (5.67 mg per 100 g) and delphinidin 3‐O‐glucoside (1.28 mg per 100 g). The richest variety was Syrah, with total average anthocyanin content of 186.02 mg per 100 g, whereas the Hellenic native variety Xinomavro had the lowest average anthocyanin level (38.70 mg per 100 g). The establishment of correlations of individual and total anthocyanin contents with the values from the antioxidant test was accomplished with linear regression. The links of total anthocyanins were significant with all antioxidant parameters (P < 0.001), but more importantly with SA_HFR (R² = 0.740). Malvidin 3‐O‐glucoside content had the higher correlation with SA_HFR compared with all other anthocyanins (R² = 0.698, P < 0.001).     

Extraction and identification of anthocyanin from purple corn (Zea mays L.)

An efficient extraction of anthocyanin from purple corn (Zea mays L.) was investigated in this paper. Tristimulus colourimetry was used to evaluate the process quantitatively and qualitatively. Purple corn anthocyanin was extracted with 1 n HCl–95% ethanol (15:85, v/v) at different extraction temperatures (30–70 °C), times (60–120 min) and solid–liquid ratio (1:20–1:40). The combined effects of extraction conditions on anthocyanin yield and colour attributes were studied using a three‐level three‐factor Box–Behnken design. The results showed that the highest yield of anthocyanin from purple corn (6.02 mg g^?1) were obtained at 70 °C, extraction time 73 min, and solid–liquid ratio 1:25. Three kinds of non‐acylated anthocyanins were detected and characterised as cyanidin‐3‐glucoside, pelargonidin‐3‐glucoside and peonidin‐3‐glucoside by HPLC‐MS.     

LC‐MS identification of anthocyanins in boysenberry extract and anthocyanin metabolites in human urine following dosing

The anthocyanin composition of boysenberry (Rubusloganbaccus × baileyanus Britt) extract was determined by LC‐ESI‐MS. Four anthocyanins were identified, all comprising a cyanidin‐anthocyanidin‐type skeleton. The two major components were identified as the disaccharide cyanidin‐3‐O‐sophoroside and the monosaccharide cyanidin‐3‐O‐glucoside. The two less abundant components were identified as the rutinosides, cyanidin‐3‐O‐2^G‐glucosylrutinoside and cyanidin‐3‐O‐rutinoside, respectively. These same four anthocyanins were also detected in human urine following a dosing study with boysenberry extract indicating that glycosylated anthocyanins can be absorbed from the gut and excreted intact in the urine. Several anthocyanin metabolites were also detected in the urine and were identified by LC‐ESI‐MS as monoglucuronides of peonidin, cyanidin and pelargonidin. The results suggest that anthocyanins consumed as part of a diet are bioavailable and are present as intact or metabolized forms in the body. Copyright © 2004 Society of Chemical Industry     

Anthocyanin content and antioxidant capacity in bran extracts of some Thai black rice varieties

This study investigated both the anthocyanin content and the antioxidant capacity of a set of genetically related glutinous and nonglutinous Thai black rice varieties. The ethanol/water extracts of the brans of these black rice varieties showed relatively potent antioxidant activities compared with those of tocopherol. These antioxidant activities were determined by thiocyanate, H₂O₂‐scavenging chemiluminescence (XYZ), Cu⁺⁺/bathocuproine colorimetry (PAO) and 1,1‐diphenyl‐2‐picrylhydrazyl radical‐scavenging assay. The structural identification and quantification of the black rice anthocyanins performed by high‐performance liquid chromatography coupled with electrospray ionisation and tandem mass spectrometry found cyanidin‐3‐O‐glucoside and peonidin‐3‐O‐glucoside as the major anthocyanins in the ranges of 16.01–34.40 and 2.43–7.36 μg mL^?1, respectively. The comparative study in terms of quantity of these phytochemicals and antioxidant capacity of the black rice bran extracts suggested the contribution of overall phenolic components rather than that of the particular anthocyanin pigments.     

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     

Polyphenol and volatile profiles of pomegranate (Punica granatum L.) fruit extracts and liquors

This work reports on the preparation of new aromatic pomegranate liquors by maceration of pomegranate juice and arils in Arbutus unedo L. distillate. The volatile, anthocyanin and ellagitannin profiles were monitored after each step. Aromatic compounds of pomegranates, such as limonene, 1‐hexenol and trans‐caryophyllene, were detected in trace levels and showed little contribution to the liquor aroma. The main volatiles of the liquors, namely isobutanol, isopentanols, vitispiranes and volatile esters, are given by the fruit distillate. The anthocyanin contents of the pomegranate juice were around 135 mg L^?1 but decreased to about 5% of this value in the final liquors. Anthocyanin diglucoside compounds showed higher stability than their monoglucoside analogs. Punicalagins and punicalins showed contents between 80 and 135 mg L^?1, depending on the used starting pomegranate material. These ellagitannins account for 60% of the total polyphenols. The procedure can be used to prepare aromatic pomegranate liquors with high polyphenol content.     

Adsorption behaviour of some anthocyanins by wheat gluten and its fractions in acidic conditions

Some anthocyanins, both commercial delphinidin‐3‐O‐β‐d ‐glucoside chloride and cyanidin‐3‐O‐β‐d ‐rutinoside chloride (Dp3glu and Cy3rut) and extracted from plants, were adsorbed by gluten or its fractions to carry out a study that can be considered a premise to estimate the potential effect on bioavailability of anthocyanin adsorption. This process was studied by means of adsorption kinetics and isotherms. Among the parameters determining adsorption, the temperature and the pH value were evaluated. The data show that gluten and its fraction have a great adsorption capacity (about 1.0 mg g^?1 of gluten). The results indicate that the structure of the anthocyanins plays an important role in their adsorption by gluten or its fractions; in fact, the adsorption kinetics show that Dp3glu is more adsorbed than Cy3rut. The isotherms of anthocyanin adsorption by gluten indicate the presence of a strong interaction between the two types of molecules. This could be an important finding to obtain functionalised‐based gluten products.     

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.     

Comparison of Polyphenol Profile and Inhibitory Activities Against Oxidation and α‐Glucosidase in Mulberry (Genus Morus) Cultivars from China

Mulberry (genus Morus) is a significant source of polyphenols, which can promote positive effects on human health. China has various mulberry cultivars, however, many Chinese mulberry cultivars have been only minimally studied. To solve this lack of research, 8 mulberry cultivars (Da10, Tang10, Yueshen74, Yuefenshen, Longsang, Ningxia1hao, Taiwanguosang, and Baiyuwang) from 4 regions of China were assessed to determine their polyphenol profiles using HPLC‐MS/MS and then tested for their antioxidant and anti‐α‐glucosidase activities in vitro. A total of 18 nonanthocyanins and 4 anthocyanins were quantified in mulberry cultivars; among these polyphenols, chlorogenic acid, quercetin 3‐O‐rutinoside, and cyanidin 3‐O‐glucoside were confirmed as the major phenolic acid, flavonol derivative, and anthocyanin, respectively. Two types of stilbene compounds, piceid, and piceatannol, were detected for the 1st time in all mulberry cultivars. Moreover, the methanolic extracts of different mulberry cultivars showed disparate antioxidant and α‐glucosidase inhibitory activities, and this discrepancy was mainly attributed to varying the anthocyanin content. Based on our results, Taiwanguosang is proposed to be a good candidate suitable for further process due to its high level of anthocyanins.     

Phenolic Profiles,Antioxidant Activities,and Neuroprotective Properties of Mulberry (Morus atropurpurea Roxb.) Fruit Extracts from Different Ripening Stages

The present work investigated the phenolic profiles (including nonanthocyanin and anthocyanin phenolics), antioxidant activities, and neuroprotective potential of mulberry fruit (MF) (Morus atropurpurea Roxb.) grown in China at different ripening stages. High‐performance liquid chromatography‐tandem mass spectrometry method (HPLC‐MS/MS) was used to identify and quantify the phenolic compounds. The antioxidant capacity, total phenolic content (TPC), total flavonoid content (TFC), and total monomeric anthocyanin content (TAC) were determined using spectrophotometric methods. The neuroprotective effects of MFs at different ripening stages were investigated using Aβ_25‐35‐treated PC12 cells as the cellular model of Alzheimer's disease. Of the 19 phenolic compounds characterized from the MF extracts, the contents of rutin and anthocyanins increased and that of chlorogenic acid decreased significantly with maturity. At the fully ripened stage, MF extracts showed the highest amounts of TPC (11.23 mg gallic acid equivalents/g fresh weight), TFC (15.1 mg rutin equivalents/g fresh weight), and TAC (1177 mg cyanidin 3‐O‐glucoside equivalents/100 g fresh weight). Meanwhile, antioxidant activity of MF extracts at this stage was highest according to ABTS (an IC50 value of 4.11 μg/mL) and DPPH (an IC50 value of 10.08 μg/mL) assays. Cellular assays revealed increased cell viability in cells treated with the ripe MF extracts; compared with the control groups, the ripening fruits also increased the antioxidant enzyme levels in PC12 cells. Together, these results suggest that the antioxidant activities and neuroprotective properties of ripening MFs are related to the contents and types of phenolic compounds that are present in the fruits.     

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.     

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.     

Anthocyanins remain stable during commercial blackcurrant juice processing

Abstract: It remains important to establish the stability of anthocyanins throughout commercial processing in order to maintain the bioactivity of the processed food/s. The present study aimed to assess the recovery and formation of anthocyanins and their free phenolic acid degradation products during the commercial processing of blackcurrant juice concentrate. A bench‐scale processing model was also established to allow for alteration of predefined parameters to identify where commercial processes could be modified to influence anthocyanin yield. No significant loss in anthocyanins was observed throughout the commercial processing of blackcurrants, from whole berry through milling, to pectin hydrolysis and sodium bisulphite addition (P ≥ 0.7). No significant loss in anthocyanins was observed following the subsequent processing of pressed juice, through pasteurization, decantation, filtration, and concentration (P ≥ 0.9). Similarly, the bench‐scale model showed no significant losses in anthocyanin content except during pasteurization (22%± 0.7%, P < 0.001). In the full‐factorial Design of Experiment model analysis, only sodium bisulphite concentration had an impact on anthocyanin recovery, which resulted in an increase (23% to 27%; P < 0.001) in final anthocyanin concentration. No phenolic degradation products (free protocatechuic acid or gallic acid derived from cyanidin and delphinin species, respectively) were identified in any processed sample when compared to authentic analytical standards, analyzed by ultra‐performance liquid chromatography DAD. Practical Application: This article provides crucial data directly applicable to commercial juice processing, such as improving anthocyanin yield and practical considerations for anthocyanin stability and degradation. This aspect is particularly pertinent considering the current commercial interest in anthocyanin‐derived phenolic acids and their health‐related benefits. Further research and development targets in the area of commercial juice product development are identified.     

Chemical analysis and acetylcholinesterase inhibitory effect of anthocyanin-rich red leaf tea (cv. Sunrouge)

BACKGROUND: The purpose of this study was to evaluate the effects of leaf order or crop season on anthocyanins and other chemicals in the anthocyanin‐rich tea cultivar ‘Sunrouge’ (Camellia sinensis x C. taliensis) by using high‐performance liquid chromatography, and to study the effect of ‘Sunrouge’ extract on acetylcholinesterase (AChE) activity in human neuroblastoma SK‐N‐SH cells. RESULTS: The total anthocyanin content was higher in the third (3.09 mg g^?1) than in the second (2.24 mg g^?1) or first crop season (1.79 mg g^?1). The amount of anthocyanins contained in the stem was high (1.61 mg g^?1). In the third crop season, the concentrations of delphinidin‐3‐O‐β‐D ‐(6‐(E)‐p‐coumaroyl)galactopyranoside (DCGa), cyanidin‐3‐O‐β‐D ‐(6‐(E)‐p‐coumaroyl)galactopyranoside, delphinidin‐3‐O‐β‐D ‐galactopyranoside, delphinidin‐3‐O‐β‐D ‐(6‐O‐(Z)‐p‐coumaroyl)galactopyranoside, cyanidin‐3‐O‐β‐D ‐galactoside, and delphinidin‐3‐O‐β‐D ‐glucoside were 1.57 mg g^?1, 0.52 mg g^?1, 0.40 mg g^?1, 0.22 mg g^?1, 0.14 mg g^?1, and 0.11 mg g^?1, respectively. DCGa accounted for about 50% of the anthocyanins present. The suppressive effect of ‘Sunrouge’ water extract on AChE activity in human neuroblastoma SK‐N‐SH cells was the strongest among the three tea cultivars (‘Sunrouge’, ‘Yabukita’ and ‘Benifuuki’). CONCLUSION: These results suggested that ‘Sunrouge’ might protect humans from humans from AChE‐related diseases by suppressing AChE activity. To obtain sufficient amounts of anthocyanins, catechins and/or caffeine for a functional food material, ‘Sunrouge’ from the third crop season should be used. Copyright © 2012 Society of Chemical Industry     

Tissue distribution of anthocyanins in rats fed a blackberry anthocyanin‐enriched diet

Anthocyanins are natural dietary pigments that could be involved in various health effects. The aim of this study was to investigate the distribution of anthocyanins to various organs (bladder, prostate, testes, heart and adipose tissue) in rats fed with a blackberry anthocyanin‐enriched diet for 12 days. Identification and quantification of anthocyanins were carried out by HPLC‐DAD. The urinary excretion of total anthocyanins (native anthocyanins and their metabolites) was low (0.20 ± 0.03%, n = 8). Proportions of anthocyanin derivatives (methylated anthocyanins and glucurono‐conjugated derivatives) differed according to the organ considered. The bladder contained the highest levels of anthocyanins followed by the prostate. Prostate, testes and heart contained native cyanidin 3‐glucoside and a small proportion of cyanidin monoglucuronide. Cyanidin 3‐glucoside and methylated derivatives were present in adipose tissue. Thus, anthocyanin feeding in rats resulted in a wide distribution of anthocyanin derivatives to several organs. Identification of target tissues of anthocyanins may then help to understand the mechanisms of action of anthocyanins in vivo.     

Development of a green two‐dimensional HPLC‐DAD/ESI‐MS method for the determination of anthocyanins from Prunus cerasifera var. atropurpurea leaf and improvement of their stability in energy drinks

This study aimed to develop a green two‐dimensional HPLC‐DAD/ESI‐MS method for analysing anthocyanins from Prunus cerasifera var. atropurpurea leaf and improve their stability in energy drinks by the addition of phenolic acids. Ethanol and tartaric acid solutions were used as mobile phases for one‐dimensional HPLC‐DAD for quantitative analysis of anthocyanins, and the primary anthocyanins were identified as cyanidin‐3‐O‐galactoside, cyanidin‐3‐O‐glucoside and cyanidin‐3‐O‐rutinoside using two‐dimensional HPLC‐MS. Method validation showed that the developed method was accurate, stable and reliable for the analysis of P. cerasifera anthocyanins. The effects of gallic, ferulic and caffeic acid on the stability of cyanidin‐3‐O‐galactoside, cyanidin‐3‐O‐glucoside, cyanidin‐3‐O‐rutinoside and total anthocyanins from P. cerasifera leaf in energy drinks were evaluated, and the degradation of P. cerasifera anthocyanins ideally followed a first‐order model (R² > 0.98). Gallic acid showed stronger protective effects on P. cerasifera anthocyanins in energy drinks, and adding/increasing ferulic and caffeic acids accelerated the degradation reactions.     

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     

Thermodynamic characteristics of copigmentation reaction of acylated anthocyanin isolated from blue flowers of Scutellaria baicalensis Georgi with copigments

Anthocyanin extracts are increasingly used as food colorants. So far, anthocyanins have not been broadly used in foods and beverages, since they are not as stable as synthetic dyes. Copigmentation between anthocyanins and copigments is the main colour‐stabilizing mechanism. The process of copigmentation between isolated acylated anthocyanin and rutin, QSA or baicalin has been observed using UV–vis spectrophotometry. The thermodynamic parameters were correlated to the structure and position of the substituents in the interacting molecules. The acylated anthocyanin was isolated from cultivars of Scutellaria baicalensis Georgi flowers and purified by column chromatography by our own method and has been identified by ¹H‐/¹³C‐NMR spectroscopy and electrospray mass spectrometry as delphinidin‐3‐O‐(6‐O‐malonyl)‐β‐D ‐glucopyranosyl‐5‐O‐β‐D ‐glucopyranoside. Copyright © 2004 Society of Chemical Industry