Next Article in Journal
Wine Traceability with Rare Earth Elements
Next Article in Special Issue
Phenolic Compounds in Fruit Beverages
Previous Article in Journal
Novel Beverages of Yerba-Mate and Soy: Bioactive Compounds and Functional Properties
Previous Article in Special Issue
Recent Advances and Applications of Pulsed Electric Fields (PEF) to Improve Polyphenol Extraction and Color Release during Red Winemaking
 
 
Search for Articles:
Title / Keyword
Author / Affiliation / Email
Journal
Article Type
 
 
Advanced Search
 
Section
Special Issue
Volume
Issue
Number
Page
 
Journals
Beverages
Volume 4
Issue 1
10.3390/beverages4010022
beverages-logo
Submit to this Journal Review for this Journal Edit a Special Issue
► Article Menu

Article Menu

share Share announcement Help format_quote Cite question_answer Discuss in SciProfiles thumb_up
...
Endorse textsms
...
Comment
first_page
settings
Order Article Reprints
Font Type:
Arial Georgia Verdana
Font Size:
Aa Aa Aa
Line Spacing:
Column Width:
Background:
Review

Phenolic Compounds and Antioxidant Activity in Grape Juices: A Chemical and Sensory View

by
Fernanda Cosme
1,*,
Teresa Pinto
2 and
Alice Vilela
1
1
Chemistry Research Centre (CQ-VR), Department of Biology and Environment, School of Life Sciences and Environment, University of Trás-os-Montes and Alto Douro, Edifício de Enologia, Apartado 1013, 5001-801 Vila Real, Portugal
2
Centre for the Research and Technology of Agro-Environmental and Biological Sciences (CITAB), Department of Biology and Environment, School of Life Sciences and Environment, University of Trás-os-Montes and Alto Douro, 5000-801 Vila Real, Portugal
*
Author to whom correspondence should be addressed.
Beverages 2018, 4(1), 22; https://doi.org/10.3390/beverages4010022
Received: 13 December 2017 / Revised: 20 January 2018 / Accepted: 1 March 2018 / Published: 6 March 2018
(This article belongs to the Special Issue Phenolic Compounds in Fruit Beverages)
Browse Figures
Versions Notes

Abstract

:
The search for food products that promote health has grown over the years. Phenolic compounds present in grapes and in their derivatives, such as grape juices, represent today a broad area of research, given the benefits that they have on the human health. Grape juice can be produced from any grape variety once it has attained appropriate maturity. However, only in traditional wine producing regions, grape juices are produced from Vitis vinifera grape varieties. For example, Brazilian grape juices are essentially produced from Vitis labrusca grape varieties, known as American or hybrid, as they preserve their characteristics such as the natural flavour after pasteurisation. Grapes are one of the richest sources of phenolic compounds among fruits. Therefore, grape juices have been broadly studied due to their composition in phenolic compounds and their potential beneficial effects on human health, specifically the ability to prevent various diseases associated with oxidative stress, including cancers, cardiovascular and neurodegenerative diseases. Therefore, this review will address grape juices phenolic composition, with a special focus on the potential beneficial effects on human health and on the grape juice sensory impact.

1. General Introduction

Grape juice is a clear or cloudy liquid extracted from the grapes using different technological processes, being the main techniques employed “Hot press” (HP), “Cold press” (CP) and “Hot Break” (HB). It is a non-fermented, non-alcoholic drink, with characteristic colour (red, white, rose), aroma (characteristic of the grape variety that gave rise to the juice) and taste [1]. Grapes are one of the earliest fruits used in the human diet and grape juices have become an economical alternative for grape producing regions [2]. Grape juice can be produced from any grape variety once it has attained appropriate maturity. In traditional wine producing regions, grape juices are produced from Vitis vinifera grape varieties, while, in Brazil, the grape juices are essentially produced from Vitis labrusca grape varieties that present as the main feature the preservation of the natural flavour after pasteurisation. Most Vitis vinifera grape varieties have an unpleasant taste after the heat treatment, while the American grape varieties keep in the juice the characteristic aroma of the natural grape [3]. Due to consumers’ preferences for aroma, colour and flavour, grape juice is mainly made from American cultivars of Vitis labrusca species. However, cultivars of Vitis vinifera species, although being preferentially used for the wine production, are also used for the juice production [4], especially the ‘Cabernet Sauvignon’ cultivar [5]. Grape juices have been broadly studied due to their composition in phenolic compounds and their potential beneficial effects on human health, specifically the ability to prevent various diseases associated with oxidative stress, including cancers, cardiovascular and neurodegenerative diseases [6,7,8,9]. Grape juices have a high level of phenolic compounds responsible for functional properties; however, the phenolic compounds present in grape juice may also contribute to defining sensory characteristics of this product. A market survey in USA, in 2007, revealed that sixty percent of consumers who purchased functional beverages chose them in part for the presence of antioxidants [10].

2. Grape Juice Production and Phenolic Composition

Grape juice world production is estimated to be between 11 and 12 million hectolitres, where the main producing and consuming countries of this beverage are the United States of America, Brazil and Spain [11]. In many European countries, grape juice is produced from Vitis vinifera grape varieties [12]. However, in the United States, the main cultivars used for juice production are mainly Concord and Muscadine (Vitis rotundifolia) cultivars [13,14]. Juices from Brazil are produced from American and hybrid grape varieties, the Vitis labrusca cultivars “Isabel”, “Bordô” and “Concord” being the base for Brazilian grape juices [15]. Among the grape varieties of Vitis labrusca, the Concord variety is the most used for the production of grape juice, due to its quality of producing a very aromatic juice with good nutritional properties and being well accepted by the consumers [16]. The “Isabel Precoce” (Vitis labrusca) originating from a spontaneous somatic mutation of the “Isabel” cultivar presents good productivity, early maturation and the same characteristics of the original cultivar [17,18]. On the other hand, hybrid cultivars “BRS Cora” and “BRS Violeta” are used for colour improvement in juices deficient in this sensory attribute, where it is recommended to mix in a proportion of 15 to 20% of the juice formulation [19,20].
Different processing technologies are available at an industrial scale for grape juice production, the main techniques being the “Hot press” (HP), “Cold press” (CP) and “Hot Break” (HB) processes [13,21]. These processes have undergone continuous improvements to increase the quality and yield of the grape juice production. In the HP process, grapes are destemmed, crushed and heated to temperatures ranging from 60 to 62 °C to facilitate the extraction of the substances inside the grape cells (Figure 1). Pectinase enzymes are added to degrade pectins and facilitate juice separation. The heated grapes are deposited in stainless steel tanks equipped with internal stirring to facilitate the extraction of the compounds contained in the grape skins, a stage known as maceration. Maceration time ranges from 30 to 90 min, depending on the grape variety, agitation intensity, temperature and colour intensity desired [22]. The difference between the “Hot press” and the “Cold press” processes are small, the main difference being the performance of the maceration at room temperature and the addition of sulphur dioxide (SO2) after grape crushing to inhibit the action of oxidative enzymes and undesirable microorganisms. Enzymatic preparations based on pectinases are also added in order to degrade the grape skin structures and facilitate the release of phenolic compounds in the juice. Lastly, in the “Hot Break” juice processing, the grapes are crushed and heated at temperatures higher than 75 °C, usually between 77 °C and 82 °C, for a short time to deactivate the polyphenoloxidases, and then cooled to 60 °C to add pectinase enzyme [1,14]. To enhance the juice phenolic and aromatic composition, maceration during juice extraction is performed [14]. In addition, heating of the crushed grape has the main objective to facilitate the release of the juice and anthocyanins responsible for the juice colour. After grape pressing, the cloudy juice is subjected to clarification treatments to remove the suspended solids, usually with the use of rotary vacuum filter or industrial centrifuges, following stabilisation, pasteurisation at 85 °C for three minutes and hot bottling [13,21].
From these technological processes, the continuous hot-pressing process is the most adopted technique worldwide since the cold press process extracts a very low juice yield (~18%) [22,23]. It is also important to consider, in the choice of the grape juice processing technology, the efficient extraction of phenolic compounds from skins, since these compounds are of extreme importance to guarantee a high quality level of the final product, namely its colour and antioxidant capacity but also juice astringency and bitterness [24]. Therefore, the extraction process is essential for the red grape juices’ chemical composition and sensory attributes.
In the grape berries, the phenolic compounds are distributed in the different parts of the fruit, as shown in Figure 2. Consequently, the phenolic compounds present in grape juice are mainly those ones extracted from the grape skins and, to a lesser extent, those extracted from the grape seeds [21]. Pastrana-Bonilla et al. [25] found a total concentration of phenolic compounds of about 2178.8, 374.6 and 23.8 mg/g GAE (gallic acid equivalent) in skin, seed and pulp, respectively. Grape skins are the main source of grape phenolic compounds changing their content with grape variety, soil composition, climate, geographic origin, cultivation practices or exposure to diseases, such as fungal infections and reactions occurring during storage [1,26,27,28]. The total phenolic compounds content in grapes juices (400 to 3000 mg/L) depends on the grape variety, grape maturity, geographical origin and soil type, sunlight exposure, and many other factors [29], besides the grape juice processing technology, such as grape juice extraction, contact time between juice and the grape solid parts (skins and seeds), pressing, thermal and enzymatic treatments. Addition of sulphur dioxide and tartaric acid also interferes with the quantity and the nature of the phenolic compounds present in grape juice [30]. The thermal treatment of intact or crushed grapes enhances the release of phenol compounds, as a consequence of both the increase mass transfer [31] and the higher solubility of cell components [32]. Normally, the temperatures used in the extraction process are not lower than 60 °C [33,34] for different times according to the processing technology. As referred by Celotti and Rebecca [35], the combinations of time/temperature influenced in a different way the extraction yield of the phenolic compounds, according to the molecular type; therefore, at 55 °C, tannin extraction is favoured over red pigment extraction, but, at 63 °C, the maximum extraction of anthocyanins (red pigments) happens after 20 min. Given the importance of anthocyanin extraction during grape juice production, the adequate combination of skin contact time and temperature treatment during maceration is essential to achieving grape juice consumer’s acceptable chromatic characteristics as well as antioxidant activity.
Total phenolic compounds according to their chemical structure are classified into flavonoid and non-flavonoid compounds.
Flavonoids are found mainly in grape seeds and skins. Proanthocyanidins in grapes are present mainly in the berry skin and seed. Grape seed proanthocyanidins comprise only (+)-catechin, (−)-epicatechin and procyanidins (Figure 3) [36], whereas grape skin proanthocyanidins comprise both prodelphinidins and procyanidins [37,38]. Procyanidins are dimers resulting from the union of monomeric units of flavanols [(+)-catechin, (−)-epicatechin] by C4–C8 (procyanidin B1 to B4) or C4–C6 (procyanidin B5 to B8) interflavane linkage. Among grape varieties, there are differences in procyanidins concentrations, but their profile remains unchanged among grape varieties; procyanidin B1 is usually more abundant in the skin while B2 is more abundant in seeds [39]. Prodelphinidins are only present in grape skin and their monomers are [(+)-catechin, (−)-epicatechin, (+)-gallocatechin and (−)-epigallocatechin units] (Figure 3). Proanthocyanidins (procyanidins and prodelphinidins) are the major phenolic compounds in grape seed and skins [39], about 60–70% of total polyphenols are stored in grape seeds [40,41,42]. According to several published works [43,44], on average and on the basis of fresh weight, the concentrations of proanthocyanidins are as follows: total monomers ((+)-catechin and (−)-epicatechin), 2–12 mg/g in seeds and 0.1–0.7 mg/g in skins; total oligomers, 19–43 mg/g in seeds and 0.8–3.5 mg/g in skins and total polymers, 45–78 mg/g in seeds and 2–21 mg/g in skins.
In grape skins, it is important to notice that each grape species and variety has its unique set of anthocyanins. Vitis vinifera grape varieties have only one molecule of glucose at the carbon 3 position forming the 3-O-monoglycoside anthocyanins. The glucose part of the anthocyanins can both be unsubstituted or acylated as esters of acetic acid, p-coumaric acid, or caffeic acid, Figure 4 (Mazza, 1995). In the species Vitis labrusca, Vitis riparia and Vitis rupestrise hybrids, the glucose molecule appears in positions 3 and 5 of the carbon, forming the 3,5-O-diglucoside anthocyanins, this being an important factor in the differentiation of grapes [45,46]. Grape anthocyanins are flavonoids, and the monomeric anthocyanins are six in total: cyanidin, peonidin, pelargonidin, delphinidin, petunidin and malvidin, the latter being the main found in red grape juices [47]. Anthocyanins are the phenolic compounds responsible for the red colour of grape juices [48,49]. Anthocyanin biosynthesis is influenced by several factors such as climatic conditions, temperature, light and cultural practices [38]. The total anthocyanin content in the grape skins from nine grape varieties studied by Jin et al. [50] ranged from 1500 to 30,000 mg malvidin equivalents/kg dry weight of grape skin. However, the grape juice anthocyanins concentration depends on the factors related to the raw material, but the processing technology also exerts a significant influence on the anthocyanin concentration of the grape juice, where the use of heat treatments is fundamental for a greater extraction of the anthocyanins from the grape skins [51].
Thus, anthocyanins are the main phenolic compounds in red grapes juices, while flavan-3-ols are more abundant in white grape juices [52,53].
The flavonols present in the grapes are mainly represented by kaempferol, quercetin and myricetin, and by simple O-methylated forms such as isoramnetin [54]. Phenolic acids are divided into benzoic and cinnamic acids. In grapes, phenolic acids are mainly hydroxycinnamic acids found in the skins and pulps, in the form of tartaric esters [45]. The most important benzoic acid are vanillic, syringic and salicylic acids, which appear to be bound to the cell walls and, in particular, gallic acid, which is in the form of the ester of flavanols. Other benzoic acids that are present in lesser amounts are the protocatechic and p-hydroxybenzoic acids. The most important cinnamic acids are ferrulic, p-coumaric and caffeic acids [45]. Grapes also contain C6–C3–C6 stilbenes, such as trans-resveratrol, cis-resveratrol, and trans-resveratrol glucoside [47]. Since the 1990s, resveratrol has been extensively studied in grapes and their derivatives because of its bioactive activities, such as antioxidant, anti-inflammatory, antimicrobial, anticancer, antiaging, cardioprotective effects and inhibition of platelet aggregation [55,56]. Grape juice is considered a good source of resveratrol; however, the concentration of resveratrol in grapes and consequently in the grape juices depend on the climatic conditions, grape variety and grape growing conditions as well as on the juice processing method used. According to Sautter et al. [57], the concentration of trans-resveratrol in grape juice ranged from 0.19 to 0.90 mg/L.

3. Biological Activity of Phenolic Compounds Present in Grape Juices

Phenolic compounds are secondary metabolites, primarily located in the epidermal layer of grape berry skin and seeds and are known as important bioactive compounds, as well as major contributors of the biological activities in products derived from grapes, such as grape juice. Therefore, the evaluation of the beneficial chemical compounds and bioactivity of commercial grape juices is essential to consumer’s knowledge in order to provide information about their possible health benefits and bioactivity. Many of these benefits are linked to the antioxidant compounds found in grape juice, such as flavonoids (anthocyanins, proanthocyanidins), phenolic acids and resveratrol among others [5,58]. Therefore, grape juice is consumed not only due to its appreciated sensory characteristics but also because it is a cheap source of phenolic compounds that exert beneficial health effects when consumed [59,60,61], as shown in Table 1.
The antioxidant activity of the phenolic compounds depends on their structure, particularly on the number and position of the hydroxyl groups and the nature of the substitutions on the aromatic rings [62]. Quercetin is considered to be one of the phenolic compounds with the highest antioxidant activity. Among the different flavonols, it is possible to establish the following decreasing order of antioxidant activity, quercetin, myricetin and kaempferol, which differ concerning their hydroxyl substitution pattern on the B ring. It is noted that the presence of the third hydroxyl group on aromatic B ring, at the C-5’ position, did not result in antioxidant capacity of myricetin higher than quercetin. Catechin, which presented the same number of hydroxyl groups in the molecule as quercetin, presented significantly lower antioxidant activity. This is due to the fact that the structure of catechin does not have unsaturated bonds at the C2–C3 position in conjunction with the oxo (−C=O) on C ring, which comparatively gives quercetin a higher antioxidant activity. With the addition of a hydroxyl group on the catechin molecule B ring, this compound is called epigallocatechin and, with this new structure, there is an increase in the antioxidant activity, but not equivalent to quercetin [63]. In general, aglycones are more potent antioxidants than their corresponding glycosides [64]. In relation to the phenolic acids, it is possible to observe that hydroxycinnamic acids are more effective antioxidants than hydroxybenzoic acids. This is due to the conjugation through the double bonds of the ring to the −CH=CH-COOH of the cinnamic acid structure, which enhances the ability to stabilize free radicals. However, it must be emphasised that gallic acid has more antioxidant activity than catechin, which has five hydroxyl groups in its structure [63].
Grapes are one of the richest sources of polyphenols among fruits [25], being rich in a wide range of phenolic compounds, many of them renowned for their therapeutic or health promoting properties [65,66]. The bioactive compounds from grapes juices mainly include simple phenolic, flavonoids (anthocyanins, flavanols, flavonols), stilbenes (resveratrol) and phenolic acids, shown to have benefits related to human health by conferring the ability to sequester reactive oxygen species (ROS), such as hydroxyl radical and singlet oxygen [67]. Several clinical studies on grapes and their derivatives have demonstrated these properties, including protection against cardiovascular diseases [68,69], atherosclerosis [70], hypertension [71], cancer [72], diabetes [73] and neurological problems [74]. The mechanism of action has been attributed to antioxidant activity [75], lipid regulation [76,77], anti-inflammatory effects [78], anti-cancer, antimicrobial, antiviral, cardio protective, neuroprotective, and hepatoprotective activities [1,40,41,48,79,80,81,82,83].
In general, grapes produced under organic farming system are increasing around the world, since they are perceived by the public as safer, and healthier, than those produced by conventional agriculture, as they do not use chemical pesticides and fertilizers for growing. These grapes are more susceptible to the action of phytopathogens, inducing the syntheses of higher amounts of phenolic compounds as protection and defence [84]. Dani et al. [59] observed that the choice of agricultural practice (organic versus conventional) resulted in different amounts of resveratrol, anthocyanins, and tannins in grape juices. This difference is due to the fact that no pesticides are used in organic vineyards and by the fact that usually they have a longer ripening period than conventional vineyards, and as flavonoids are formed during this period, it is believed that organic vineyards yield grapes with a higher phenolic content [85,86].

4. Sensory Characteristics of Grape Juices

During grape juice processing, heat treatments can adversely impact grape juice flavour [87]. Other physical treatments, applied to grape juices, can also interfere with their sensory quality. According to Treptow et al. [88], the storage period and irradiation promoted few physicochemical changes in juices from ‘Niagara Branca’ and ‘Trebbiano’ grapes, whereas, sensorially, irradiation reduced the intensity of flavour and colour attributes for both cultivars. While in juices made from white grapes, UV-C irradiation does not improve juice quality, in juices from red grapes UV-C irradiation influenced the physicochemical parameters of ‘Isabel’ cultivar. Good results were obtained with dosages of 2 kJ m−2 (improved of aroma and colour intensities). According to these authors [88], UV-C irradiation can keep the juices microbiologically stable, without spoiling their sensory quality.
Grape juices are known to have high concentration of phenolic compounds that contribute to define sensory characteristics of grape juice [89], namely their colour, taste and flavour.
Colour is the most important attribute used, along with other variables, as an indicator of the grape juice quality observed by the consumers. This characteristic is directly dependent on the juice phenolic composition, namely on the anthocyanins present in the grape skin. Anthocyanins participate in many reactions that promote changes in grape juice colour, mainly through copigmentation and formation of polymeric pigments [90]. Hue and colour intensity can provide information with respect to possible defects or quality of the raw material [91]. The colour of grape juices can vary according to the origin and region of the grapes, juice processing technology [92] and physical and chemical characteristics of pigments (anthocyanins) that are present in the juice [93]. Concentrating a grape-juice, by reverse osmosis, may lead to an increase in total acidity, colour intensity, anthocyanin and phenolic compounds, proportional to the volumetric concentration factor. The increase in soluble solids may be associated with browning of the concentrated juice [91]. Moreover, and according to Gurak et al. [91], as a consequence of the buffer characteristics of fruit juices, the stability of anthocyanins was favoured by the low pH, lack of vitamin C and high concentration of sugar and the pH of the concentrated juice, compared to single-strength juice. In a work performed by Meullenet et al. [94], to compare the use of an internal density plot method to the external response surface approach by optimizing the formulation of muscadine grape juices, the authors found that a red juice appearance is, on average, preferable by consumers to white juices.
Huckleberry and co-workers [95] studied 14 traditional wine grapes grown in Arkansas, aiming to find their suitability for varietal grape juice. Chemical and sensory analyses were performed. The preferred treatments for white grape juices were the immediate pressing treatment of Niagara and Aurore and the 24-h skin contact treatment of Niagara, Verdelet and Vidal. A trained sensory panel ranked the flavour of Verdelet and Aurore as high as the Niagara. In general, a non-heat treatment was ranked highest for flavour of the red juices, with the exception of Gewürztraminer (a pink juice when heated), while white grape varieties were closely ranked for colour (Vidal and Chardonnay grape juices were ranked lowest after storage). For red and pink juices, heat treatments were ranked higher than non-heat treatments in terms of colour attribute [95].
Grape juice consists of 81 to 86% of water and a high concentration of sugars (glucose and fructose). It may also present high acidity due to the existence of tartaric, malic and citric acids. These acids guarantee a low pH value, assuring the equilibrium between sour and sweet tastes [91]. Among the bioactive compounds present, phenolic compounds are of great importance because their characteristics are directly or indirectly related to the juice quality and affect its colour and astringency [96].
Meullenet et al. [94] in Muscadine grape juices found that the attribute “Musty” was also correlated with the perception of Muscadine flavour. Juices perceived as having a general “grape flavour” were also found to be high in metallics. Green/unripe flavour was associated with sour and astringent juices. Products perceived as high in sweetness were also high in floral and apple/pear flavours.
A typically sour grape juice is made from unripe grapes. They can be processed into two products: verjuice and sour grape sauce. In the “Middle Ages”, verjuice was widely used all over Western Europe. The verjuice (“verjus” or “agraz”) is obtained by pressing unripe grapes, while sour grape sauce is derived from verjuice that undergoes an additional concentration step followed by salting [97]. In Tuscany (Italy), there is a similar product called, “agresto” [98]. In Iran and Turkey, it is called “abe ghureh” (Persian) and “koruk suyu” (Turkish), respectively [99]. In Iran, it is used in salad dressings and digestive drinks [100]. Recently, unripe grape juice has been used as an alternative to vinegar or lemon juice [97,100]. Unripe grape juice can also be used as a food preservative due to its high organic acid content [101] and high concentration of phenolic compounds [102].
Unripe grape juice is characterised by high acidity, low sugar content and a sour/tart taste. It also presents a high content of phenolic compounds, the latter of which have an astringent character [103]. The concentration of most polyphenolic compounds in general, and astringent tannins in particular, reaches a maximum of around 45 days after flowering [45], a time approximately corresponding to the harvest date for producing unripe grape juice.
In the sensory evaluation of verjuice done by Matos et al. [104], the most frequently used descriptors perceived for taste were “acid” (74.19%), “astringent” (51.61%), “salty” (35.48%) and “sweet” (25.80%), while the most common aroma terms were “herbaceous” (50.00%), “cooked apple” (43.55%), “pear” (29.03%), “floral” (29.03%) and “green apple” (25.81%) (Figure 5).

5. Conclusions

The unique combination of grape phenolic compounds, including flavonoids (anthocyanins, proanthocyanins), and stilbenes, makes grape, and grape juices, a promising source for the development of novel nutraceutical products.
The grape juices’ high concentration of phenolic compounds contributes to defining their sensory characteristics in terms of colour, taste and flavour.
In the last few years, there has been a wide range of food additives and nutritional products originating from grapes, distributed in the worldwide market; however, we must retain that the consumers search not only the nutraceutical products characteristics, but also their palatability.

Conflicts of Interest

The authors declare no conflict of interest.

References

  1. Rizzon, L.A.; Meneguzzo, J. Suco de Uva, 1st ed.; Embrapa Technological Information: Brasília, Brazil, 2007. [Google Scholar]
  2. Ali, K.; Maltese, F.; Choi, Y.; Verpoorte, R. Metabolic constituents of grapevine and grape-derived products. Phytochem. Rev. 2010, 9, 357–378. [Google Scholar] [CrossRef] [PubMed]
  3. Rizzon, L.A.; Manfroi, V.; Meneguzo, J. Elaboração de Suco de uva na Propriedade Vitícola; Embrapa-CNPUV: Bento Gonçalves, Brazil, 1998; pp. 1–24. [Google Scholar]
  4. Camargo, U.A.; Maia, J.D.G.; Ritschel, P.S. Novas Cultivares Brasileiras de Uva; Embrapa Uva e Vinho: Bento Gonçalves, Brazil, 2010; 64p. [Google Scholar]
  5. Dutra, M.C.P.; Lima, M.S.; Barros, A.P.A.; Mascarenhas, R.J.; Lafisca, A. Influência da variedade de uvas nas características analíticas e aceitação sensorial do suco artesanal. Rev. Bras. Prod. Agroind. 2014, 16, 265–272. [Google Scholar] [CrossRef]
  6. Soundararajan, R.; Wishart, A.D.; Rupasinghe, H.P.V.; Arcellana-Panlilio, M.; Nelson, C.M.; Mayne, M.; Robertson, G.S. Quercetin-3-glucoside protects neuroblastoma (SH-SY5Y) cells in vitro against oxidative damage by inducing SREBP-2 mediated cholesterol biosynthesis. J. Biol. Chem. 2008, 283, 2231–2245. [Google Scholar] [CrossRef] [PubMed]
  7. Gollücke, A.P.B.; Catharino, R.R.; Souza, J.C.; Eberlin, M.N.; Tavares, D.Q. Evolution of major phenolic components and radical scavenging activity of grape juices through concentration process and storage. Food Chem. 2009, 112, 868–873. [Google Scholar] [CrossRef]
  8. Fraga, C.G.; Galleano, M.; Verstraeten, S.V.; Oteiza, P.I. Basic biochemical mechanisms behind the health benefits of polyphenols. Mol. Asp. Med. 2010, 31, 435–445. [Google Scholar] [CrossRef] [PubMed]
  9. Yamagata, K.; Tagami, M.; Yamori, Y. Dietary polyphenols regulate endothelial function and prevent cardiovascular disease. Nutrition 2015, 31, 28–37. [Google Scholar] [CrossRef] [PubMed]
  10. Mintel. Functional Beverages-US August; Market Research Report; Mintel International Group Ltd.: Chicago, IL, USA, 2007. [Google Scholar]
  11. OIV—Organisation Internationale de la Vigne et du Vin. Vine and Wine Outlook; OIV: Paris, France, 2012; ISBN 979-10-91799-56-0. [Google Scholar]
  12. Soyer, Y.; Koca, N.; Karadeniz, F. Organic acid profile of Turkish white grapes and grape juices. J. Food Compos. Anal. 2003, 16, 629–636. [Google Scholar] [CrossRef]
  13. Morris, J.R. Factors influencing grape juice quality. Hort Technol. 1998, 8, 471–478. [Google Scholar]
  14. Iyer, M.M.; Sacks, G.L.; Padilla-Zakour, O.I. Impact of harvesting and processing conditions on green leaf volatile development and phenolics in concord grape juice. J. Food Sci. 2010, 75, 297–304. [Google Scholar] [CrossRef] [PubMed]
  15. Rizzon, L.A.; Miele, A. Características analíticas e discriminação de suco, néctar e bebida de uva comerciais brasileiros. Ciênc Tecnol Aliment. 2012, 32, 93–97. [Google Scholar] [CrossRef]
  16. Stalmach, A.; Edwards, C.A.; Wightman, J.D.; Crozier, A. Identification of (Poly)phenolic Compounds in Concord Grape Juice and Their Metabolites in Human Plasma and Urine after Juice Consumption. J. Agric. Food Chem. 2011, 59, 9512–9522. [Google Scholar] [CrossRef] [PubMed]
  17. Ribeiro, T.P.; Lima, M.A.C.; Alves, R.E. Maturação e qualidade de uvas para suco em condições tropicais, nos primeiros ciclos de produção. Pesq. Agrop. Bras. 2012, 47, 1057–1065. [Google Scholar] [CrossRef]
  18. Camargo, U.A. ‘Isabel Precoce’: Alternativa Para a Vitivinicultura Brasileira. In Comunicado Técnico N° 54; Embrapa Uva e Vinho: Bento Gonçalves, Brazil, 2004. [Google Scholar]
  19. Camargo, U.A.; Maia, J.D.G. “BRS Cora” nova cultivar de uva para suco, adaptada a climas tropicais. In Comunicado Técnico N° 53; Embrapa Uva e Vinho: Bento Gonçalves, Brazil, 2004. [Google Scholar]
  20. Camargo, U.A.; Maia, J.D.G.; Nachtigal, J.C. “BRS Violeta” nova cultivar de uva para suco e vinho de mesa. In Comunicado Técnico N° 63; Embrapa Uva e Vinho: Bento Gonçalves, Brazil, 2005. [Google Scholar]
  21. Morris, J.R.; Striegler, K.R. Processing Fruits: Science and Technology, 2nd ed.; CRC Press: Boca Raton, FL, USA, 2005. [Google Scholar]
  22. Lima, M.S.; Dutra, M.C.P.; Toaldo, I.M.; Corrêa, L.C.; Pereira, G.L.; Oliveira, D.; Bordignon-Luiz, M.T.; Ninowd, J.L. Phenolic compounds, organic acids and antioxidant activity of grape juices produced in industrial scale by different processes of maceration. Food Chem. 2015, 188, 384–392. [Google Scholar] [CrossRef] [PubMed]
  23. Monrad, J.K.; Suárez, M.; Motilva, M.J.; King, J.W.; Srinivas, K.; Howard, L.R. Extraction of anthocyanins and flavan-3-ols from red grape pomace continuously by coupling hot water extraction with a modified expeller. Food Res. Int. 2014, 65, 77–87. [Google Scholar] [CrossRef]
  24. Kelebek, H.; Canbas, A.; Selli, S. Effects of different maceration times and pectolytic enzyme addition on the anthocyanin composition of Vitis vinifera cv. Kalecik karasi wines. J. Food Process. Preserv. 2009, 33, 296–311. [Google Scholar] [CrossRef]
  25. Pastrana-Bonilla, E.; Akoh, C.C.; Sellappan, S.; Krewer, G. Phenolic content and antioxidant capacity of Muscadine grapes. J. Agric. Food Chem. 2003, 51, 5497–5503. [Google Scholar] [CrossRef] [PubMed]
  26. Bruno, G.; Sparapano, L. Effects of three esca-associated fungi on Vitis vinifera L. Changes in the chemical and biological profile of xylem sap from diseased cv. Sangiovese vines. Physiol. Mol. Plant Pathol. 2007, 71, 210–229. [Google Scholar] [CrossRef]
  27. Rombaldi, C.V.; Bergamasqui, M.; Lucchetta, L.; Zanuzo, M.; Silva, J.A. Vineyard yield and grape quality in two different cultivation systems. Rev. Bras. Frutic. 2004, 26, 89–91. [Google Scholar] [CrossRef]
  28. Frankel, E.N.; Bosanek, C.A.; Meyer, A.S.; Silliman, K.; Kirk, L.L. Commercial grape Juices inhibit the in vitro oxidation of human low density lipoproteins. J. Agric. Food Chem. 1998, 46, 834–838. [Google Scholar] [CrossRef]
  29. Garrido, J.; Borges, F. Wine and grape polyphenols—A chemical perspective. Food Res. Int. 2013, 54, 1844–1858. [Google Scholar] [CrossRef]
  30. Shahidi, F.; Naczk, M. Phenolic compounds in fruits and vegetables. In Phenolics in Food and Nutraceuticals; CRC Press: New York, NY, USA, 2004; pp. 144–151. [Google Scholar]
  31. Corrales, M.; García, A.F.; Butz, P.; Tauscher, B. Extraction of anthocyanins from grape skins assisted by high hydrostatic pressure. J. Food Eng. 2009, 90, 415–421. [Google Scholar] [CrossRef]
  32. El Darra, N.E.; Grimi, N.; Maroun, R.G.; Louka, N.; Vorobiev, E. Pulsed electric field, ultrasound, and thermal pretreatments for better phenolic extraction during red fermentation. Eur. Food Res. Technol. 2013, 236, 47–56. [Google Scholar] [CrossRef]
  33. El Darra, N.E.; Grimi, N.; Vorobiev, E.; Louka, N.; Maroun, R. Extraction of polyphenols from red grape pomace assisted by pulsed ohmic heating. Food Bioprocess Technol. 2013, 6, 1281–1289. [Google Scholar] [CrossRef]
  34. Sacchi, K.L.; Bisson, L.F.; Adams, D.O. A review of the effect of winemaking techniques on phenolic extraction in red wines. Am. J. Enol. Vitic. 2005, 56, 197–206. [Google Scholar]
  35. Celotti, E.; Rebecca, S. Recenti esperienze di termomacerazione delle uve rosse. Industrie delle Bevande 1998, 155, 245–255. [Google Scholar]
  36. Prieur, C.; Rigaud, J.; Cheynier, V.; Moutounet, M. Oligomeric and polymeric procyanidins from grape seeds. Phytochemistry 1994, 3, 781–784. [Google Scholar] [CrossRef]
  37. Souquet, J.M.; Cheynier, V.; Brossaud, F.; Moutounet, M. Polymeric proanthocyanidins from grape skins. Phytochemistry 1996, 43, 509–512. [Google Scholar] [CrossRef]
  38. He, F.; Mu, L.; Yan, G.L.; Liang, N.N.; Pan, Q.H.; Wang, J.; Reeves, M.J.; Duan, C.Q. Biosynthesis of Anthocyanins and Their Regulation in Colored Grapes. Molecules 2010, 15, 9057–9091. [Google Scholar] [CrossRef] [PubMed]
  39. Fuleki, T.; Ricardo-Da-Silva, J.M. Effects of cultivar and processing method on the contents of catechins and procyanidins in grape juice. J. Agric. Food Chem. 2003, 51, 640–646. [Google Scholar] [CrossRef] [PubMed]
  40. Shrikhande, A.J. Wine by-products with health benefits. Food Res. Int. 2000, 33, 469–474. [Google Scholar] [CrossRef]
  41. Wroblewski, K.; Muhandiram, R.; Chakrabartty, A.; Bennick, A. The molecular interaction of human salivary histatins with polyphenolic compounds. Eur. J. Biochem. 2001, 268, 4384–4397. [Google Scholar] [CrossRef] [PubMed]
  42. Auger, C.; Teissedre, P.L.; Gerain, P.; Lequeux, N.; Bornet, A.; Serisier, S.; Besançon, P.; Caporiccio, B.; Cristol, J.P.; Rouanet, J.M. Dietary wine phenolics catechin, quercetin, and resveratrol efficiently protect hypercholesterolemic hamsters against aortic fatty streak accumulation. J. Agric. Food Chem. 2005, 53, 2015–2021. [Google Scholar] [CrossRef] [PubMed]
  43. Jordão, A.M.; Ricardo-da-Silva, J.M.; Laureano, O. Evolution of catechins and oligomeric procyanidins during grape maturation of Castelão Francês and Touriga Francesa. Am. J. Enol. Vitic. 2001, 52, 230–234. [Google Scholar]
  44. Sun, B.S.; Ricardo-da-Silva, J.M.; Spranger, M.I. Quantification of catechins and proanthocyanidins in several Portuguese grapevine varieties and red wines. Ciência Téc Vitiv 2001, 16, 23–34. [Google Scholar]
  45. Ribéreau-Gayon, P.; Dubourdieu, D.; Donèche, B.; Lonvaud, A. Trattato di Enologia: Microbiologia del vino e Vinificazioni, 2nd ed.; Edagricole: Bologna, Italy, 2005. [Google Scholar]
  46. Rubilar, M.; Pinelo, M.; Shene, C.; Sineiro, J.; Nunez, M.J. Separation and HPLC-MS identification of phenolic antioxidants from agricultural residues: Almond hulls and grape pomace. J. Agric. Food Chem. 2007, 55, 10101–10109. [Google Scholar] [CrossRef] [PubMed]
  47. Jackson, R.S. Wine Science Principle and Applications, 3rd ed.; Academic Press: Burlington, VT, USA, 2008. [Google Scholar]
  48. Dopico-Garcia, M.S.; Fique, A.; Guerra, L.; Afonso, J.M.; Pereira, O.; Valentao, P.; Andrade, P.B.; Seabra, R.M. Principal components of phenolics to characterize red Vinho Verde grapes: Anthocyanins or non-coloured compounds? Talanta 2008, 75, 1190–1202. [Google Scholar] [CrossRef] [PubMed]
  49. Vilela, A.; Cosme, F. Drink Red: Phenolic Composition of Red Fruit Juices and Their Sensorial Acceptance. Beverages 2016, 2, 29. [Google Scholar] [CrossRef]
  50. Jin, Z.M.; He, J.J.; Bi, H.Q.; Cui, X.Y.; Duan, C.Q. Phenolic Compound Profiles in Berry Skins from Nine Red Wine Grape Cultivars in Northwest China. Molecules 2009, 14, 4922–4935. [Google Scholar] [CrossRef] [PubMed]
  51. Cabrera, S.G.; Jang, J.I.H.; Kim, S.T.; Lee, Y.R.; Lee, H.J.; Chung, H.S.; Moon, K.D. Effects of processing time and temperature on the quality components of Campbell grape juice. J. Food Process. Preserv. 2009, 33, 347–360. [Google Scholar] [CrossRef]
  52. Bagchi, D.; Bagchi, M.; Stohs, S.J.; Das, D.K.; Ray, C.A.; Kuszynski, S.S.; Joshi, H.G. Free radicals and grape seed proanthocyanidin extract: Importance in human health and disease prevention. Toxicology 2000, 148, 187–197. [Google Scholar] [CrossRef]
  53. Cantos, E.; Espin, J.C.; Tomas-Barberan, F.A. Varietal differences among the polyphenol profiles of seven table grape cultivars studied by LC-DAD-MS-MS. J. Agric. Food Chem. 2002, 50, 5691–5696. [Google Scholar] [CrossRef] [PubMed]
  54. Makris, D.P.; Kallithrakab, S.; Kefalasa, K. Flavonols in grapes, grape products and wines: Burden, profile and influential parameters. J. Food Compos. Anal. 2006, 19, 396–404. [Google Scholar] [CrossRef]
  55. Pace-Asciak, C.R.; Rounova, O.; Hahn, S.E.; Diamandis, E.P.; Goldberg, D.M. Wines and grape juices as modulators of platelet aggregation in healthy human subject. Clin. Chim. Acta 1996, 246, 163–182. [Google Scholar] [CrossRef]
  56. Daglia, M. Polyphenols as antimicrobial agents. Curr. Opin. Biotechnol. 2012, 23, 1–8. [Google Scholar] [CrossRef] [PubMed]
  57. Sautter, C.K.; Denardin, S.; Alves, A.O.; Mallmann, C.A.; Penna, N.G.; Hecktheuer, L.H. Determinação de resveratrol em sucos de uva no Brasil. Ciênc. Tecnol. Aliment. 2005, 25, 437–442. [Google Scholar] [CrossRef]
  58. Capanoglu, E.; Vos, R.C.H.; Hall, R.D.; Boyacioglu, D.; Beekwilder, J. Changes in polyphenol content during production of grape juice concentrate. Food Chem. 2013, 139, 521–526. [Google Scholar] [CrossRef] [PubMed]
  59. Dani, C.; Oliboni, L.S.; Vanderlinde, R.; Bonatto, D.; Salvador, M.; Henriques, J.A.P. Phenolic content and antioxidant activities of white and purple juices manufactured with organically- or conventionally-produced grapes. Food Chem. Toxicol. 2007, 45, 2574–2580. [Google Scholar] [CrossRef] [PubMed]
  60. Lima, M.S.; Silani, I.S.V.; Toaldo, I.M.; Corrêa, L.C.; Biasoto, A.C.T.; Pereira, G.E.; Bordignon-Luiz, M.T.; Ninow, J.L. Phenolic compounds, organic acids and antioxidant activity of grape juices produced from new Brazilian varieties planted in the Northeast Region of Brazil. Food Chem. 2014, 161, 94–103. [Google Scholar] [CrossRef] [PubMed]
  61. Toaldo, I.M.; Cruz, F.A.; Alves, T.L.; Gois, J.S.; Borges, D.L.G.; Cunha, H.P.; Silva, E.L.; Bordignon-Luiz, M.T. Bioactive potential of Vitis labrusca L. grape juices from the Southern Region of Brazil: Phenolic and elemental composition and effect on lipid peroxidation in healthy subjects. Food Chem. 2015, 173, 527–535. [Google Scholar] [CrossRef] [PubMed]
  62. Balasundram, N.; Sundram, K.; Samman, S. Phenolic compounds in plants and agri-industrial by-products: Antioxidant activity, occurrence, and potential uses. Food Chem. 2006, 99, 191–203. [Google Scholar] [CrossRef]
  63. Rice-Evans, C.A.; Miller, N.J.; Paganga, G. Structure-antioxidant activity relationships of flavonoids and phenolic acids. Free Radic. Biol. Med. 1996, 20, 933–956. [Google Scholar] [CrossRef]
  64. Hidalgo, M.; Sanchez-Moreno, C.; Pascual-Teresa, S. Flavonoid-flavonoid interaction and its effect on their antioxidant activity. Food Chem. 2010, 121, 691–696. [Google Scholar] [CrossRef]
  65. Georgiev, V.; Ananga, A.; Tsolova, V. Recent Advances and Uses of Grape Flavonoids as Nutraceuticals. Nutrients 2014, 6, 391–415. [Google Scholar] [CrossRef] [PubMed]
  66. Wada, M.; Kido, H.; Ohyama, K.; Ichibangas, T.; Kishikaw, N.; Ohba, Y.; Nakashima, M.N.; Kurod, N.; Nakashima, K. Chemiluminescent screening of quenching effects of natural colorants against reactive oxygen species: Evaluation of grape seed, monascus, gardenia and red radish extracts as multi-functional food additives. Food Chem. 2007, 101, 980–986. [Google Scholar] [CrossRef]
  67. Marinova, E.M.; Yanishlieva, N.V. Antioxidant activity and mechanism of action of some phenolic acids at ambient and high temperatures. Food Chem. 2003, 81, 189–197. [Google Scholar] [CrossRef]
  68. Coimbra, S.R.; Lage, S.H.; Brandizzi, L.; Yoshida, V.; da Luz, P.L. The action of red wine and purple grape juice on vascular reactivity is independent of plasma lipids in hypercholesterolemic patients. Braz. J. Med. Biol. Res. 2005, 38, 1339–1347. [Google Scholar] [CrossRef] [PubMed]
  69. Dohadwala, M.M.; Vita, J.A. Grapes and Cardiovascular Disease. J. Nutr. 2009, 139, 1788–1793. [Google Scholar] [CrossRef] [PubMed]
  70. Aviram, M.; Fuhrman, B. Wine flavonoids protect against LDL oxidation and atherosclerosis. Alcohol and Wine in Health and Disease. Ann. N. Y. Acad. Sci. 2002, 957, 146–161. [Google Scholar] [CrossRef] [PubMed]
  71. Mudnic, I.; Modun, D.; Rastija, V.; Vukovic, J.; Brizic, I.; Katalinic, V.; Kozina, B.; Medic-Saric, M.; Boban, M. Antioxidative and vasodilatory effects of phenolic acids in wine. Food Chem. 2010, 119, 1205–1210. [Google Scholar] [CrossRef]
  72. Jang, M.; Cai, L.; Udeani, G.O.; Slowing, K.V.; Thomas, C.F.; Beecher, C.W.W.; Fong, H.H.S.; Farnsworth, N.R.; Kinghorn, A.D.; Mehta, R.G.; et al. Cancer Chemopreventive Activity of Resveratrol, a Natural Product Derived from Grapes. Science 1997, 275, 218–220. [Google Scholar] [CrossRef] [PubMed]
  73. Zunino, S. Type 2 Diabetes and Glycemic Response to Grapes or Grape Products. J. Nutr. 2009, 139, 1794–1800. [Google Scholar] [CrossRef] [PubMed]
  74. Joseph, J.A.; Shukitt-Hale, B.; Willis, L.M. Grape Juice, Berries, and Walnuts Affect Brain Aging and Behavior. J. Nutr. 2009, 139, 1813–1817. [Google Scholar] [CrossRef] [PubMed]
  75. Modun, D.; Music, I.; Vukovic, J.; Brizic, I.; Katalinic, V.; Obad, A.; Palada, I.; Dujic, Z.; Boban, M. The increase in human plasma antioxidant capacity after red wine consumption is due to both plasma urate and wine polyphenols. Atherosclerosis 2008, 197, 250–256. [Google Scholar] [CrossRef] [PubMed]
  76. Ursini, F.; Sevanian, A. Wine Polyphenols and Optimal Nutrition. Ann. N. Y. Acad. Sci. 2002, 957, 200–209. [Google Scholar] [CrossRef] [PubMed]
  77. Dávalos, A.; Fernández-Hernando, C.; Cerrato, F.; Martínez-Botas, J.; Gómez-Coronado, D.; Gómez-Cordovés, C.; Lasunción, M.A. Red Grape Juice Polyphenols Alter Cholesterol Homeostasis and Increase LDL-Receptor Activity in Human Cells In Vitro. J. Nutr. 2006, 136, 1766–1773. [Google Scholar] [CrossRef] [PubMed]
  78. Castilla, P.; Echarri, R.; Davalos, A.; Cerrato, F.; Ortega, H.; Teruel, J.L.; Lucas, M.F.; Gomez-Coronado, D.; Ortuno, J.; Lasuncion, M.A. Concentrated red grape juice exerts antioxidant, hypolipidemic, and anti-inflammatory effects in both hemodialysis patients and healthy subjects. Am. J. Clin. Nutr. 2006, 84, 252–262. [Google Scholar] [CrossRef] [PubMed]
  79. Hernandez-Jimenez, A.; Gomez-Plaza, E.; Martinez-Cutillas, A.; Kennedy, J.A. Grape skin and seed proanthocyanidins from Monastrell x Syrah grapes. J. Agric. Food Chem. 2009, 57, 10798–10803. [Google Scholar] [CrossRef] [PubMed]
  80. Novaka, I.; Janeiroa, P.; Serugab, M.; Oliveira-Brett, A.M. Ultrasound extracted flavonoids from four varieties of Portuguese red grape skins determined by reverse-phase high-performance liquid chromatography with electrochemical detection. Anal. Chim. Acta 2008, 630, 107–115. [Google Scholar] [CrossRef] [PubMed]
  81. Spáčil, Z.; Nováková, L.; Solich, P.; Spacil, Z.; Novakova, L.; Solich, P. Analysis of phenolic compounds by high performance liquid chromatography and ultra performance liquid chromatography. Talanta 2008, 76, 189–199. [Google Scholar] [CrossRef] [PubMed]
  82. Natividade, M.M.P.; Corrêa, L.C.; Souza, S.V.C.; Pereira, G.E.; Lima, L.C.O. Simultaneous analysis of 25 phenolic compounds in grape juice for HPLC: Method validation and characterization of São Francisco Valley samples. Microchem. J. 2013, 110, 665–674. [Google Scholar] [CrossRef]
  83. Xia, E.-Q.; Deng, G.-F.; Guo, Y.-J.; Li, H.-B. Biological Activities of Polyphenols from Grapes. Int. J. Mol. Sci. 2010, 11, 622–646. [Google Scholar] [CrossRef] [PubMed]
  84. Soleas, G.J.; Diamandis, E.P.; Goldberg, D.M. Resveratrol: A molecule whose time has come? And gone? Clin. Biochem. 1997, 30, 91–113. [Google Scholar] [CrossRef]
  85. Carbonaro, M.; Mattera, M.; Nicoli, S.; Bergamo, P.; Capelloni, M. Modulation of antioxidant compounds in organic vs. conventional fruit (peach, Prunus persica L.; and pear, Pyrus commumis L.). J. Agric. Food Chem. 2002, 50, 5458–5462. [Google Scholar] [CrossRef] [PubMed]
  86. Grinder-Pederson, L.; Rasmussen, S.E.; Bugel, S.; Jørgensen, L.V.; Dragsted, L.O.; Gundersen, V.; Sandström, B. Effect of diets based on foods from conventional versus organic production on intake and excretion o flavonoids and markers of antioxidative defense in humans. J. Agric. Food Chem. 2003, 51, 5671–5676. [Google Scholar] [CrossRef] [PubMed]
  87. Leblanc, M.R.; Johnson, C.E.; Wilson, P.W. Influence of pressing method on juice stilbene content in Muscadine and Bunch grapes. J. Food Sci. 2008, 73, 58–62. [Google Scholar] [CrossRef] [PubMed]
  88. Treptow, T.C.; Franco, F.W.; Mascarin, L.G.; Hecktheuer, L.H.R.; Sautter, C.K. Physicochemical Composition and Sensory Analysis of Whole Juice Extracted from Grapes Irradiated with Ultraviolet C. Rev. Bras. Frutic. 2017, 39, e579. [Google Scholar] [CrossRef]
  89. Mattivi, F.; Guzzon, R.; Vrhovsek, U.; Stefanini, M.; Velasco, R. Metabolite profiling of grape: Flavonols and anthocyanins. J. Agric. Food Chem. 2006, 54, 7692–7702. [Google Scholar] [CrossRef] [PubMed]
  90. Burin, V.M.; Falcão, L.D.; Gonzaga, L.V.; Fett, R.; Rosier, J.P.; Bordignon-Luiz, M.-T. Colour, phenolic content and antioxidant activity of grape juice. Food Sci. Technol. 2010, 30, 1027–1032. [Google Scholar] [CrossRef]
  91. Gurak, P.D.; Cabral, L.M.C.; Rocha-Leão, M.H.M.; Matta, V.M.; Freitas, S.P. Quality evaluation of grape juice concentrated by reverse osmosis. J. Food Eng. 2010, 96, 421–426. [Google Scholar] [CrossRef]
  92. Downey, M.O.; Krstic, M.K.; Dokoozlian, N.K. Cultural practice and environment impacts on the flavonoid composition of grapes and wine—A review of recent research. Am. J. Enol. Vitic. 2006, 57, 257–268. [Google Scholar]
  93. Bautista-Ortín, A.B.; Fernández-Fernández, J.I.; López-Roca, J.M.; Gómez-Plaza, M. The effects of enological practices in anthocyanins, phenolic compounds and wine colour and their dependence on grape characteristics. J. Food Compos. Anal. 2007, 546–552. [Google Scholar] [CrossRef]
  94. Meullenet, J.-F.; Lovely, C.; Threlfall, R.; Morris, J.R.; Striegler, R.K. An ideal point density plot method for determining an optimal sensory profile for Muscadine grape juice. Food Qual. Preference 2008, 19, 210–219. [Google Scholar] [CrossRef]
  95. Huckleberry, J.M.; Morris, J.R.; James, C.; Marx, D.; Rathburn, I.M. Evaluation of Wine Grapes for Suitability in Juice Production. J. Food Qual. 1990, 13, 71–84. [Google Scholar] [CrossRef]
  96. Girard, B.; Mazza, G. Produtos Funcionales derivados de lãs uvas y de los cítricos. Cap 5. In Alimentos Funcionales: Aspectos Bioquímicos e de Procesado; Mazza, G., Acribia, S.A., Eds.; Acribia: Zaragoza, Spain, 1998; pp. 141–182. [Google Scholar]
  97. Öncül, N.; Karabiyikli, S. Factors affecting the quality attributes of unripe grape functional food products. J. Food Biochem. 2015, 39, 689–695. [Google Scholar] [CrossRef]
  98. Simone, G.V.; Montevecchi, G.; Masino, F.; Matrella, V.; Imazio, S.A.; Antonelli, A.; Bignami, C. Ampelographic and chemical characterization of Reggio Emilia and Modena (northern Italy) grapes for two traditional seasonings: ‘Saba’ and ‘agresto’. J. Sci. Food Agric. 2013, 93, 3502–3511. [Google Scholar] [CrossRef] [PubMed]
  99. Alipour, M.; Davoudi, P.; Davoudi, Z. Effects of unripe grape juice (verjuice) on plasma lipid profile, blood pressure, malondialdehyde and total antioxidant capacity in normal, hyperlipidemic and hyperlipidemic with hypertensive human volunteers. J. Med. Plants Res. 2012, 6, 5677–5683. [Google Scholar] [CrossRef]
  100. Setorki, M.; Asgary, S.; Eidi, A.; Rohani, A.H. Effects of acute verjuice consumption with a high-cholesterol diet on some biochemical risk factors of atherosclerosis in rabbits. Med. Sci. Monit. 2010, 16, 124–130. [Google Scholar]
  101. Öncül, N.; Karabiyikli, S. Survival of foodborne pathogens in unripe grape products. LWT Food Sci. Technol. 2016, 74, 168–175. [Google Scholar] [CrossRef]
  102. Karabiyikli, Ş.; Öncül, N. Inhibitory effect of unripe grape products on foodborne pathogens. J. Food Process. Preserv. 2016, 40, 1459–1465. [Google Scholar] [CrossRef]
  103. Soares, S.; Vitorino, R.; Osório, H.; Fernandes, A.; Venâncio, A.; Mateus, N.; Freitas, V. Reactivity of human salivary proteins families toward food polyphenols. J. Agric. Food Chem. 2011, 59, 5535–5547. [Google Scholar] [CrossRef] [PubMed]
  104. Matos, A.D.; Curioni, A.; Bakalinsky, A.T.; Marangon, M.; Pasini, G.; Vincenzi, S. Chemical and sensory analysis of verjuice: An acidic food ingredient obtained from unripe grape berries. Innov. Food Sci. Emerg. Technol. 2017, 44, 9–14. [Google Scholar] [CrossRef]
  105. Taste of Beirut. Sour Grapes to Make Verjuice or Husrum. Available online: http://www.tasteofbeirut.com/sour-grapes-to-make-verjuice-or-husrum/ (accessed on 12 December 2017).
Beverages 04 00022 g001 550
Figure 1. Simplified grape juice flow diagram of hot pressing.
Figure 1. Simplified grape juice flow diagram of hot pressing.
Beverages 04 00022 g001
Beverages 04 00022 g002 550
Figure 2. Schematic structure of a ripe grape berry and phenolic pattern biosynthesis distribution between several organs and tissues (indicated by arrows).
Figure 2. Schematic structure of a ripe grape berry and phenolic pattern biosynthesis distribution between several organs and tissues (indicated by arrows).
Beverages 04 00022 g002
Beverages 04 00022 g003a 550Beverages 04 00022 g003b 550
Figure 3. Monomeric flavanols and procyanidins structures found in grapes.
Figure 3. Monomeric flavanols and procyanidins structures found in grapes.
Beverages 04 00022 g003aBeverages 04 00022 g003b
Beverages 04 00022 g004 550
Figure 4. Anthocyanins structure found in Vitis vinifera (A) and in Vitis labrusca (B) red grape varieties.
Figure 4. Anthocyanins structure found in Vitis vinifera (A) and in Vitis labrusca (B) red grape varieties.
Beverages 04 00022 g004
Beverages 04 00022 g005 550
Figure 5. To make verjuice, sour grapes, very small and very sour, are used (A); a grape vinegar is made in Lebanon with sour grapes (B) in order to have something acidic to add to salads and stuffed vegetables. This vinegar is called “husrum” or verjuice. The grapes are crushed and the juice collected; the sour juice is salted and simmer over medium heat, skimming the foam until it disappears. After cooling, it is poured into a glass or clay bottle, adding a thin layer of olive oil on top to prevent microbial contamination and oxidation. The traditional recipe retrieved from: [105]
Figure 5. To make verjuice, sour grapes, very small and very sour, are used (A); a grape vinegar is made in Lebanon with sour grapes (B) in order to have something acidic to add to salads and stuffed vegetables. This vinegar is called “husrum” or verjuice. The grapes are crushed and the juice collected; the sour juice is salted and simmer over medium heat, skimming the foam until it disappears. After cooling, it is poured into a glass or clay bottle, adding a thin layer of olive oil on top to prevent microbial contamination and oxidation. The traditional recipe retrieved from: [105]
Beverages 04 00022 g005
Table
Table 1. Phenolic compounds (mg/L) from grape juice obtained in different conditions of maceration, from different grape varieties and from organic and conventional grape production [22,60,61].
Table 1. Phenolic compounds (mg/L) from grape juice obtained in different conditions of maceration, from different grape varieties and from organic and conventional grape production [22,60,61].
Phenolic CompoundsTemperature/EnzymeGrape VarietyGrape Production
50 °C/3.0 g60 °C/3.0 gIsabel PrecoceBRS CoraBRS VioletaOrganicConventional
(+)-Catechin9.9 ± 0.511.2 ± 3.44.7 ± 0.112.4 ± 0.319.8 ± 0.4500.52 ± 12.3379.89 ± 30.19
(−)-Epicatechin0.8 ± 0.71.7 ± 0.31.0 ± 1.01.4 ± 0.50.6 ± 0.153.48 ± 19.7814.40 ± 0.77
(−)-Epicatechin gallate2.2 ± 1.20.8 ± 0.11.6 ± 0.11.2 ± 0.01.9 ± 0.2--
(−)-Epigallocatechin gallate2.1 ± 0.51.8 ± 0.3--.--
(−)-Epigallocatechin--0.9 ± 0.14.7 ± 0.46.2 ± 0.1--
Procyanidin A22.6 ± 0.23.0 ± 0.22.8 ± 0.22.9 ± 0.23.6 ± 0.1--
Procyanidin B134.4 ± 2.436.8 ± 0.847.1 ± 0.137.2 ± 0.644.2 ± 0.3--
Procyanidin B213.1 ± 3.116.1 ± 2.514.3 ± 0.116.3 ± 0.717.5 ± 0.5--
trans-Resveratrol0.90 ± 0.30.90 ± 0.4---3.73 ± 0.192.24 ± 0.07
Malvidin 3,5-diglucoside5.2 ± 1.06.4 ± 0.11.8 ± 0.00.7 ± 0.011.7 ± 0.0721.26 ± 20.99189.43 ± 1.29
Malvidin 3-glucoside8.1 ± 3.611.2 ± 0.50.9 ± 0.1-1.6 ± 0.223.91 ± 2.5947.42 ± 0.73
Cyanidin-3,5-diglucoside4.8 ± 1.05.6 ± 1.0-11.8 ± 0.138.0 ± 0.6785.53 ± 39.56152.02 ± 6.98
Cyanidin 3-glucoside5.2 ± 3.28.0 ± 0.33.0 ± 0.01.4 ± 0.132.7 ± 0.521.72 ± 4.177.17 ± 0.59
Delphinidin 3-glucoside3.3 ± 2.86.0 ± 1.2-11.7 ± 0.273.7 ± 1.217.79 ± 1.0112.15 ± 0.09
Peonidin 3-glucoside2.2 ± 1.03.0 ± 0.10.2 ± 0.10.3 ± 0.10.2 ± 0.02.45 ± 0.6610.84 ± 0.11
Pelargonidin 3-glucoside2.4 ± 1.43.6 ± 0.4-6.7 ± 0.16.7 ± 0.1--
Gallic acid2.3 ± 0.42.8 ± 0.51.8 ± 0.113.6 ± 0.110.5 ± 0.816.96 ± 0.3911.51 ± 0.10
Caffeic acid15.7 ± 1.017.2 ± 1.68.6 ± 0.135.8 ± 0.528.9 ± 0.429.95 ± 1.5714.08 ± 0.17
Cinnamic acid1.2 ± 0.72.0 ± 0.20.5 ± 0.00.6 ± 0.21.9 ± 0.1--
Chlorogenic acid2.3 ± 0.12.5 ± 0.34.1 ± 0.18.3 ± 0.321.3 ± 0.6--
p-Coumaric acid1.4 ± 0.01.7 ± 0.12.6 ± 0.14.5 ± 0.49.0 ± 0.111.23 ± 0.1610.73 ± 0.51
Kaempferol0.9 ± 0.21.2 ± 0.2---2.67 ± 0.023.01 ± 0.67
Myricetin0.2 ± 0.10.3 ± 0.1---7.99 ± 0.996.98 ± 0.90
Isorhamnetin1.2 ± 0.61.6 ± 0.2-----
Rutin1.5 ± 0.11.8 ± 0.3---.-
Quercetin0.10 ± 0.000.17 ± 0.06---3.91 ± 0.084.27 ± 0.54
DPPH (TE mmol/L)-----54.19 ± 0.2440.76 ± 0.71
ABTS (TE mmol/L)-----51.90 ± 0.3331.09 ± 0.17
DPPH—2,2-diphenyl-1-picrylhydrazyl; ABTS—2,2′-Azino-bis (3-ethylbenzothiazoline-6-sulfonic acid).

Share and Cite

MDPI and ACS Style

Cosme, F.; Pinto, T.; Vilela, A. Phenolic Compounds and Antioxidant Activity in Grape Juices: A Chemical and Sensory View. Beverages 2018, 4, 22. https://doi.org/10.3390/beverages4010022

AMA Style

Cosme F, Pinto T, Vilela A. Phenolic Compounds and Antioxidant Activity in Grape Juices: A Chemical and Sensory View. Beverages. 2018; 4(1):22. https://doi.org/10.3390/beverages4010022

Chicago/Turabian Style

Cosme, Fernanda, Teresa Pinto, and Alice Vilela. 2018. "Phenolic Compounds and Antioxidant Activity in Grape Juices: A Chemical and Sensory View" Beverages 4, no. 1: 22. https://doi.org/10.3390/beverages4010022

Note that from the first issue of 2016, this journal uses article numbers instead of page numbers. See further details here.

Article Metrics

Back to TopTop