Oak extract application to grapevines as a plant biostimulant to increase wine polyphenols

Oak extract is a mixture of compounds including phenolics (volatiles and non volatiles), which could act as plant biostimulant if they are able to modulate plant physiological response. It is known that it can modify grape volatile composition after the application over grapevines, impacting on wine aroma, but no studies have been carried out on phenolic composition. So, the aim of this work was to evaluate the phenolic composition of wines elaborated from Monastrell grapevines treated with a commercial oak extract in order to study its biostimulant activity. Several families of polyphenols were studied, including phenolic acids, stilbenes, flavanols, flavonols and anthocyanins, which were analyzed by HPLC-DAD-MS. Results showed oak extract could be considered like an important biostimulant of grape polyphenols, since it affected grape composition, producing less alcoholic and acid wines with higher colour intensity, lower shade and so a more stable colour and higher content of polyphenols such as gallic acid, hydroxycynnamoyltartaric acids, acylated anthocyanins, flavanols and stilbenes.     

Comparing the effects of exogenous abscisic acid on the phenolic composition of Yan 73 and Cabernet Sauvignon (Vitis vinifera L.) wines

Phenolic compounds from red wines exert a strong influence on wine quality. Abscisic acid (ABA) is essential for the physiological and biochemical function of plants, but few investigators have thoroughly researched its effects on phenolic compounds in dyer grape varieties. The effects of exogenous ABA treatment on the phenolic composition and individual anthocyanin and non-anthocyanin phenolic contents of Yan 73 and Cabernet Sauvignon wines from the ABA-treated grapes, including anthocyanins, flavan-3-ols, flavonols, phenolic acids, and stilbenes were compared. The phenolic compounds in the Yan 73 wine were different from those in the Cabernet Sauvignon wine. The phenolic content (anthocyanins and non-anthocyanins) of the Yan 73 wine was significantly higher than that of the Cabernet Sauvignon wine. The concentrations of the individual phenolic compounds were enhanced by the ABA treatment for the two different wine varieties. The effects on the compositions varied, a similar trend was observed for the ratios of Cy-derivative and Dp-derivative pigments from the two wine varieties, and all non-acylated pigments were enhanced. The stilbene content was enhanced, the ratios of flavan-3-ol dimers and dimer-glucosides were reduced, and the effects on the composition of other compounds varied between the two grape varieties.     

利用多酚/蛋白互作模型研究多酚对葡萄酒涩感的影响

研究不同红葡萄酒中不同聚合度的酚类物质与蛋白质相互作用的差异性,找出影响涩感的关键成分,为葡萄酒酿造工艺的改良及葡萄品种的选育提供理论依据。以不同品种的红葡萄酒为材料,利用C18固相萃取柱将葡萄酒的酚类物质分离为单体酚、低聚物、高聚物三部分,测定其总酚、总黄烷醇含量,采用SDS-PAGE及荧光光谱法研究不同酚类物质与蛋白质的相互作用。测得红葡萄酒的总酚和总黄烷醇含量存在显著差异,红葡萄酒中不同组分的总酚和总黄烷醇含量表现为:单体酚低聚物高聚物。SDS-PAGE及荧光光谱实验的结果显示高聚物对蛋白质的影响较强,单体酚与低聚物则因酒而异。葡萄酒中不同聚合度的成分对涩感的影响不同。因此,在葡萄品种选择和葡萄酒酿造工艺改良的过程中可以根据目标而进行酚类物质的控制,特别是高聚物的调控。     

A survey of phenolic compounds in Spanish wines of different geographical origin

 The phenolic composition of red and white wines from four Spanish Appellations of Origin (official classification of Spanish wines) was investigated. Different hydroxybenzoic and hydroxycinnamic acids, catechins, procyanidins, alcohols, stilbenes and flavonols were identified. Additionally, the ketone 2,3-dihydroxy-1-guaiacylpropan-1-one was identified for the first time in red wines aged in oak barrels. The concentration of most of the phenolic compounds quantified was higher in red wines than in white wines, as would be expected from the different methods of vinification and the grape varieties used. These differences could also contribute to differences in the antioxidant ability of these wines. The multivariate analysis applied to the phenolic compounds quantified allowed the relationships among these compounds to be examined and the origin of the wines to be distinguished. Received: 31 May 1999 / Revised version: 16 August 1999     

Phenolic profile of Sercial and Tinta Negra Vitis vinifera L. grape skins by HPLC–DAD–ESI-MS: Novel phenolic compounds in Vitis vinifera L. grape

This study represents the first phytochemical research of phenolic components of Sercial and Tinta Negra Vitis vinifera L. The phenolic profiles of Sercial and Tinta Negra V. vinifera L. grape skins (white and red varieties, respectively) were established using high performance liquid chromatography–diode array detection–electrospray ionisation tandem mass spectrometry (HPLC–DAD–ESI-MSⁿ), at different ripening stages (véraison and maturity). A total of 40 phenolic compounds were identified, which included 3 hydroxybenzoic acids, 8 hydroxycinnamic acids, 4 flavanols, 5 flavanones, 8 flavonols, 4 stilbenes, and 8 anthocyanins. For the white variety, in both ripening stages, hydroxycinnamic acids and flavonols were the main phenolic classes, representing about 80% of the phenolic composition. For red variety, at véraison, hydroxycinnamic acids and flavonols were also the predominant classes (71%), but at maturity, anthocyanins represented 84% of the phenolic composition. As far as we know, 10 compounds were reported for the first time in V. vinifera L. grapes, namely protocatechuic acid-glucoside, p-hydroxybenzoyl glucoside, caftaric acid vanilloyl pentoside, p-coumaric acid-erythroside, naringenin hexose derivate, eriodictyol-glucoside, taxifolin-pentoside, quercetin-glucuronide-glucoside, malylated kaempferol-glucoside, and resveratrol dimer. These novel V. vinifera L. grape components were identified based on their MSⁿ fragmentation profile. This data represents valuable information that may be useful to oenological management and to valorise these varieties as sources of bioactive compounds.     

Phenolics from Winemaking By‐Products Better Decrease VLDL‐Cholesterol and Triacylglycerol Levels than Those of Red Wine in Wistar Rats

Winemaking by‐products account for more than 30% of the grape production, but this inexpensive feedstock has not yet been fully exploited. Accordingly, we evaluated the potential biological activity of winemaking by‐products produced with Syrah grapes in comparison with those of the wine produced using the same grape cultivar. Winemaking by‐products showed higher contents of total anthocyanins, flavonols, stilbenes, and flavanols than red wine as evaluated by HPLC‐DAD‐FD (on a dry weight basis). In contrast, red wine was a better source of phenolic acids. However, the contribution of phenolic acids was minor for both samples. Furthermore, equivalent concentration of winemaking by‐products (100 mg/kg/d) showed greater biological activity by than that of red wine by decreasing the levels of VLDL‐cholesterol and triacylglycerols in Wistar rats. Therefore, this study supports the use of winemaking by‐products as an economical source of bioactive phenolics with potential use in the food and nutraceutical industries.     

Comparison and Chemometric Analysis of the Phenolic Compounds and Organic Acids Composition of Chinese Wines

Characteristics of 106 wines from 5 major grape varieties and 3 typical geographic regions in China were investigated by means of profiling of organic acids and phenolic compounds analysis. An ultra‐performance liquid chromatography method was developed and thus, large number of samples could be determined in a quick and reliable way. The results showed that different origins and varieties were characteristic of various profiles of organic acid and phenolic compounds. In order to investigate possible correlation between organic acids and phenolic compounds content and grape variety and/or geographical origin, analysis of variance and linear discriminant analysis (LDA) were conducted. A satisfactory LDA result for red wines according to geographic origin was obtained, in which the correct classification was 100% and the leave‐one‐out validation accuracy was 90%. The corresponding results of white wines were 91% and 86%, respectively. When LDA was processed, according to grape varieties, the proportionality of successfully classified wines was 96%, while the leave‐one‐out validation accuracy was 94%. The organic acids and phenolic compounds profiles were useful in the classification of Chinese wines according to grape variety and geographic origin.     

玛纳斯产区四个酿酒葡萄品种酒质特征的初步研究

2018年对酿酒葡萄品种比诺塔吉、多姿桃、司特本和马贝克进行小规模发酵实验,并检测其发酵过程中的温度、比重和基本理化指标变化。并利用高效液相色谱-质谱联用（HPLC-MS）和顶空固相微萃取-气相质谱联用（HS-SPME-GC-MS）方法检测葡萄酒中的酚类物质和香气物质。结果表明,马贝克酚酸类（64.65 mg/L）和黄酮醇类（82.50 mg/L）物质含量最高,非花色苷酚类物质轮廓丰富;多姿桃各酚类物质含量较为均衡;比诺塔吉黄烷醇类物质含量（189.54 mg/L）最高;司特本的花色苷总量（87.04 mg/L）远低于其他三个品种。多姿桃的花香、果香、焦糖香及烘烤香最丰富,但化学味最重;马贝克花香果香和焦糖香优于司特本,但植物味要重于其余三个品种;司特本的烘烤香仅次于多姿桃;比诺塔吉的花香和焦糖香表现最差。综合来看,马贝克和多姿桃适于玛纳斯产区风土下干红葡萄酒的酿造。     

产地与品种对葡萄酒中酚类物质含量的影响

选取同一产地(天水)3 个葡萄品种：“西拉(Shiraz)”、“蛇龙珠 (Carbernet Gernischet)”、“赤霞珠(Cabernet Sauvignon)”所酿制的新鲜干红葡萄酒以及5 个不同产地(天水、和硕、玛纳斯、延庆和怀来)赤霞珠葡萄酒,采用高效液相色谱(HPLC)法分析葡萄酒中11 种酚酸、5 种黄烷-3- 醇、10 种黄酮醇和2 种黄酮的含量。结果表明：同一产地不同品种和同一品种不同产地间的葡萄酒中酚类物质的含量都存在显著差异。其中,赤霞珠葡萄酒是3 个葡萄品种中酚类物质含量最高的品种;在5 个不同产地中,延庆赤霞珠葡萄酒中酚酸含量最高,黄烷-3- 醇含量最高的为和硕赤霞珠葡萄酒,而怀来赤霞珠葡萄酒中所含黄酮醇含量最高。     

Effect of the modifier (Graciano vs. Cabernet Sauvignon) on blends of Tempranillo wine during ageing in the bottle. I. Anthocyanins, pyranoanthocyanins and non-anthocyanin phenolics

The effect of Graciano (GRA) (Spanish valuable variety of limited production) vs. Cabernet Sauvignon (CS) (world wide known French variety) wines on the anthocyanin, pyranoanthocyanin and non-anthocyanin phenolic composition of wines from Tempranillo (TEM-base wine) (largely cultivated Spanish variety) was studied in wine blends prepared with 25% and 10% (v/v) of each modifier after 4, 6, 9, 16.5 and 23 months of ageing in the bottle. Blending mainly resulted in a higher concentration of peonidin anthocyanins for the TEM-GRA blends, of acetyl-glucoside anthocyanins and anthocyanin-pyruvic acid adducts for the TEM-CS blends, and of flavanols for the blends with both GRA and CS varieties, giving rise to wines with a more balanced anthocyanin/flavanol ratio. Blending also enhanced the changes expected to occur in the phenolic compounds during ageing in the bottle. Particularly, anthocyanins and flavanols in the blends disappeared faster than in the base wine, and this was more pronounced for the 75:25 than for the 90:10 blends. These effects were similar for both modifier wines, independent of the specific changes produced in the anthocyanin profile of the base wine, but coincided with the similar optimization of the anthocyanin/flavanol ratio provided by both Graciano and Cabernet Sauvignon wines.     

Polyphenolic composition of Spanish red wines made from Spanish Vitis vinifera L. red grape varieties in danger of extinction

Phenolic composition, chromatic characteristics, and antioxidant activity of young wines made from three minority red grape varieties (Moravia Dulce, Rojal and Tortosí) cultivated in the Spanish region of Castilla-La Mancha were studied over two vintages. Phenolic contents were affected by both grape variety and vintage, whereas phenolic profiles were mainly affected by grape cultivar, thus allowing their differentiation The anthocyanin profiles of Moravia Dulce and Tortosí wines were dominated by malvidin 3-glucoside, whereas peonidin 3-glucoside was in Rojal wines. The flavonol profile of Rojal and, in a lesser extent, Tortosí wines were dominated by B-ring di-substituted flavonols (mainly quercetin-type flavonols). In contrast, B-ring tri-substituted flavonols (mainly myricetin-type) predominated in Moravia Dulce wines. All studied wines had high quantities of total resveratrol, especially Rojal and Moravia Dulce wines, although they mainly occurred as cis-isomers. Rojal wines always appeared as the most different single-cultivar wines in all parameters in this study, being characterized by the lowest content of almost all families of phenolic compounds. With regard to the colour characteristics, all the studied wines had normal values to be considered young red wines except for Rojal wines, which should be considered as rosé wines. Finally, all wines showed remarkable antioxidant activity, closely connected with their phenolic content. The results suggest that Moravia Dulce and Tortosí grape cultivars could be appropriate raw materials for the elaboration of quality young red wines, whereas Rojal grapes could be for rosé wines.     

5 个调色葡萄品种酚类物质轮廓分析

对调色葡萄品种‘烟73’、‘烟74’、‘Kolor’、‘Tintorera’和‘Dornfelder’成熟期果实和小规模发酵的葡萄酒进行基本理化指标和酚类物质分析。结果表明,‘Kolor’和‘烟73’果实花色苷含量较高,均超过4?000?mg/kg（以果实鲜质量计）;‘Tintorera’和‘烟73’果实黄酮醇含量较低,分别为43.99?mg/kg和59.6?mg/kg（以果实鲜质量计）;‘Dornfelder’果皮黄烷醇含量最低。在5?个调色葡萄酿造的葡萄酒中,‘烟73’的花色苷质量浓度最高（1?827.87?mg/L）;‘Tintorera’葡萄酒中黄酮醇（19.87?mg/L）、黄烷醇（35.34?mg/L）和酚酸（43.77?mg/L）质量浓度都低于其他品种。对果实花色苷含量进行主成分分析,能将大部分品种很好地区分。在此基础上构建正交偏最小二乘判别分析模型,能将各品种的果皮和果肉很好地区分,筛选出的差异物质大多为F3’5’H羟基取代花色苷。利用葡萄果实和葡萄酒中共同的酚类物质构建Pearson相关系数模型,结果显示,有70.37%的物质具有较强的相关性。本研究针对调色葡萄的酚类物质轮廓进行分析,能为干红葡萄酒以颜色和辅色为目的的调配提供基础。     

Impact of Processing Parameters on the Phenolic Profile of Wines Produced from Hybrid Red Grapes Maréchal Foch,Corot noir,and Marquette

Phenolic extraction in hybrid and interspecific wine grape cultivars is poorly understood, especially in terms of the impact of fermentation and enological conditions on condensed tannins and anthocyanins. Following fractionation via solid‐phase extraction and high‐performance liquid chromatography, phenolic profiles of must and wine from red hybrid grape cultivars Maréchal Foch, Corot noir, and Marquette were examined to assess the impact of enzyme and tannin addition, cold soak, and hot press during vinification. Across cultivars, hot press treatments resulted in the greatest extraction of condensed tannin, anthocyanin, and other monomeric phenolic compounds in musts, and treatments that increased skin contact time or cellular degradation during fermentation produced higher concentrations of tannins, anthocyanins, and flavonols. However, these increases were transient, evincing incomplete carryover into finished wines. Depending on initial must extraction, diglucoside forms of anthocyanins were either selectively extracted or selectively retained throughout fermentation when compared to their monoglucoside counterparts. Typical of hybrid grapes, tannin concentrations across cultivars were low, even under hot press conditions. For condensed tannins and anthocyanins, a cultivar‐specific, stable‐state concentration and phenolic profile emerged regardless of fermentation conditions. Due to the high levels of diglucoside anthocyanins and low levels of condensed tannins, it is expected that the color development and profile in these wines produced from hybrid grape cultivars will be dictated by the monomeric anthocyanins and their potential role in copigmentation processes involving other monomeric phenolic species, as opposed to the formation of polymeric color pigments.     

Multivariate statistical approaches for wine classification based on low molecular weight phenolic compounds

Background and Aims: Phenolic compounds influence colour, flavour and astringency of wines. Technology and grape variety are the main factor affecting the phenolic content of wines. Different multivariate statistical approaches were used to investigate the relationships between the profile of phenolic compounds and grape variety and also the impact of malolactic fermentation (MLF). Methods and Results: A reversed phase liquid chromatography/diode array detection method was used for the analysis of major non‐flavonoid phenolic compounds in wines from Trincadeira, Aragonez, Cabernet Sauvignon, Alfrocheiro, Casteão and Touriga Nacional varieties before and after MLF. The impact of MLF and grape variety on phenolic profile was evaluated by principal component analysis (PCA), variation partitioning analysis (VPA) and artificial neural network (ANN). PCA explained 86.5% of the total variance among samples. ANN showed a significant clustering of samples according to grape variety and confirmed that MLF has a minor effect on wine phenolic profile. VPA enabled more information to be extracted from the data by identifying explanatory variables responsible for variability among samples. Conclusions: Compared with PCA and ANN, VPA provides more information concerning the variability on the sample system. Also, grape varieties have a more effective impact on wine low molecular weight phenolic compounds than MLF. Significance of the Study: Each one of the three multivariate statistical approaches showed ways of analysing large chemistry experimental datasets. VPA is a step forward in data analysis, providing more solid and complete assessment of sample system variability, not possible by PCA and ANN.     

Evolution of polyphenols in red wines from Vitis vinifera L. during aging in the bottle

The evolution of non-anthocyanin phenolic compounds (as measured by high-performance liquid chromatography) in young red wines from Vitis vinifera L. cv Tempranillo, Graciano and Cabernet Sauvignon (vintage 2000) from Navarra (Spain) was studied during 26 months of aging in the bottle. Hydroxybenzoic acids and derivatives (gallic, protocatechuic, vanillic and syringic acids, and methyl and ethyl gallates), hydroxycinnamic acids and derivatives (trans-caftaric, cutaric, caffeic and p-coumaric acids, and hexose esters of trans-p-coumaric acid), stilbenes (trans- and cis-resveratrol-3-O-glucosides, and trans- and cis-resveratrol), phenolic alcohols and other related compounds (tyrosol and tryptophol), flavanols [procyanidins B1 and B2, (+)-catechin and (–)-epicatechin] and flavonols (myricetin-3-O-glucoside, quercetin-3-O-galactoside and quercetin-3-O-glucuronide, kaempherol-3-O-glucoside, myricetin and quercetin) presented different evolution patterns during aging, in some cases also being different depending on the grape variety studied. The changes that occurred during aging in the bottle were the decrease of the concentration of trans-caftaric and cutaric acids accompanied by an increase of trans-caffeic acid and, especially of trans-p-coumaric acid. The greater increase of trans-p-coumaric acid was also associated with the disappearance of p-coumaroyl-acylated anthocyanins that occurs during aging in the bottle. Flavanols registered a major decrease, with the disappearance rate being greater for the dimeric procyanidins than for the monomeric flavanols, and the order of the disappearance rate by variety was as follows: Tempranillo相似文献   

High hydrostatic pressure treatment: An artificial accelerating aging method which did not change the region and variety non-colored phenolic characteristic of red wine

The effect of high hydrostatic pressure (HHP) treatment on the region and variety non-colored phenolic characteristics of red wine was investigated in this study. After HHP treatment, many changes occurred in the non-colored phenolic compounds in red wines. Changes in total phenolic acids and the contents of eleven phenolic acids among different regions and varieties varied and showed an overall upward trend, while chlorogenic acid decreased in several wines. The total flavan-3-ols and five flavan-3-ols largely decreased among the different regions and different varieties, while EGC slightly increased. In addition, HHP treatment did not change the grape variety and grape geographic origin discrimination based on phenolic acids and flavan-3-ols, which suggests that HHP treatment had no effect on the region and variety of non-colored phenolic characteristics of red wine. These results could expedite the use of HHP processing in the wine industry.Industrial relevanceHHP is an important technology which could simulate the traditional aging process in wine industry and could shorten a lot of time and save great economic costs. However, no HHP-treated wine has been introduced in the market throughout the world so far. This is due, in large part, to the lack of correlation studies. In this study, we proved that HHP didn't change grape variety and grape geographic origin phenolic characteristics, hence it could be used in geographic indication wines and varietal wines. With these results, we hope HHP technology could be successfully used in wine industry as early as possible.     

EFFECTS OF DIFFERENT MACERATION TIMES AND PECTOLYTIC ENZYME ADDITION ON THE ANTHOCYANIN COMPOSITION OF VITIS VINIFERA CV. KALECIK KARASI WINES

Kalecik karasi is an important red grape cultivar for winemaking in Turkey. The effect of three different maceration times (3, 6 and 12 days) and addition of pectolytic enzyme (2 and 4 g/hL) on the anthocyanin and chemical composition of Kalecik karasi wines were studied. High performance liquid chromatography-mass spectrometry coupled with diode array detection was used for analysis. Fourteen anthocyanin compounds were detected in wines. Major anthocyanins in all wines are malvidin-3-glucoside and its acylated esters. The results showed that increasing maceration time, especially with addition of enzymes, gives significant increases in anthocyanin contents. Moreover, the wines treated with enzymes had higher values in total phenolics, tannins, and color intensity than the control wines.

PRACTICAL APPLICATIONS

Anthocyanins are the most important polyphenols in red grapes and red wines with potential health benefits. Therefore, the first analysis of the anthocyanins contents of wine obtained from important turkish cv. Kalecik karasi using liquid-chromatography-mass spectrometry and the influence of different maceration times and addition of pectolytic enzyme on these important phenolic compounds are of interest for scientific literature, the wine industry as well as for the wine consumer.     

Studies on the copigmentation between anthocyanins and flavan-3-ols and their influence in the colour expression of red wine

With the aim of evaluating the importance of the copigmentation process between anthocyanins and flavanols on the colour expression of red wine, assays were carried out in wine model systems with mixtures of compounds obtained from two Vitis vinifera grape varieties (Graciano and Tempranillo). Spectrophotometric and chromatic analyses were performed to evaluate the magnitude of the copigmentation and the modifications induced in the colour of the solutions. Measurement of the changes in the anthocyanin hydration constant (K_h) was also used to determine the strength of the copigmentation process. All the flavanols assayed induced significant changes in the colour, perceptible to the human eye, of the wine-like anthocyanin solutions at concentrations similar to those that can exist in red wines. The percentage contribution of the copigmentation with flavanols to the colour of the anthocyanin solutions was found to range from 2% to 20%. The extent of this effect was related not only to the concentration of flavanols but also to the qualitative composition of the flavanol preparations, as influenced by the part of the grape (either skin or seed) and the variety considered. Divergences were found between the evaluation of the copigmentation based on chromatic parameters in the CIELAB colour space and that based on the measurement at visible λ_max, as the latter does not consider the integral colour changes produced in the visible spectrum. The results obtained confirmed the importance of the qualitative phenolic composition, determined in the wine by the type of grape and winemaking practices, to the production of an effective copigmentation process.     

Phenolic composition of South American red wines classified according to their antioxidant activity,retail price and sensory quality

In this study, 73 South American red wines (Vitis vinifera) from 5 varietals were classified based on sensory quality, retail price and antioxidant activity and characterised in relation to their phenolic composition. ORAC and DPPH assays were assessed to determine the antioxidant activity, and sensory analysis was conducted by seven professional tasters using the Wine & Spirits Education Trust’s structured scales. The use of multivariate statistical techniques allowed the identification of wines with the best combination of sensory characteristics, price and antioxidant activity. The most favourable varieties were Malbec, Cabernet Sauvignon, and Syrah produced in Chile and Argentina. Conversely, Pinot Noir wines displayed the lowest sensory characteristics and antioxidant activity. These results suggest that the volatile compounds may be the main substances responsible for differentiating red wines on the basis of sensory evaluation.     

葡萄浆果中的主要多酚化合物及影响因素

本文综述了葡萄浆果中的酚酸类、黄酮醇类、黄烷醇娄、黄烷酮醇娄、花色苷娄等主要多酚化合物。葡萄中阶类物质的种类和含量随内在因素如不同种、品种以及果实的不同部位而有差异。同时外界因素如光照、温度和栽培措施等也对其产生明显影响。