Red Cabbage Juice-Mediated Gut Microbiota Modulation Improves Intestinal Epithelial Homeostasis and Ameliorates Colitis.

Gut microbiota plays a crucial role in inflammatory bowel diseases (IBD) and can potentially prevent IBD through microbial-derived metabolites, making it a promising therapeutic avenue. Recent evidence suggests that despite an unclear underlying mechanism, red cabbage juice (RCJ) alleviates Dextran Sodium Sulfate (DSS)-induced colitis in mice. Thus, the study aims to unravel the molecular mechanism by which RCJ modulates the gut microbiota to alleviate DSS-induced colitis in mice. Using C57BL/6J mice, we evaluated RCJ's protective role in DSS-induced colitis through two cycles of 3% DSS. Mice were daily gavaged with PBS or RCJ until the endpoint, and gut microbiota composition was analyzed via shotgun metagenomics. RCJ treatment significantly improved body weight (p ≤ 0.001), survival in mice (p < 0.001) and reduced disease activity index (DAI) scores. Further, RCJ improved colonic barrier integrity by enhancing the expression of protective colonic mucins (p < 0.001) and tight junction proteins (p ≤ 0.01) in RCJ + DSS-treated mice compared to the DSS group. Shotgun metagenomic analysis revealed an enrichment of short-chain fatty acids (SCFAs)-producing bacteria (p < 0.05), leading to increased Peroxisome Proliferator-Activated Receptor Gamma (PPAR-γ) activation (p ≤ 0.001). This, in turn, resulted in repression of the nuclear factor κB (NFκB) signaling pathway, causing decreased production of inflammatory cytokines and chemokines. Our study demonstrates colitis remission in a DSS-induced mouse model, showcasing RCJ as a potential modulator for gut microbiota and metabolites, with promising implications for IBD prevention and treatment.

Effects of Saignée and Bentonite Treatment on Phenolic Compounds of Marquette Red Wines.

To improve the phenolic extraction and color stability of red wine made from cold-hardy grapes, two winemaking practices, saignée and bentonite, were applied separately and in combination on Marquette grapes at crushing. The effects of these winemaking strategies on Marquette wine's basic chemical properties, monomeric and polymeric phenolic compounds were studied, as well as the development of color characteristics from crushing to 5 months of aging. The saignée (9% juice run-off) treatment showed little impact on the phenolic content of the finished wine, but showed an increase in color intensity. A hue shift towards an orange-yellow tone was observed in the bentonite-treated wines, which was associated with a loss of monomeric anthocyanins. The combination of saignée and bentonite showed less impact on removing anthocyanins and wine color, and increased phenolics content, therefore improving the extraction of non-anthocyanins monomeric phenolics. Although this combination treatment led to the highest concentration of tannin content after pressing, this difference between the control and other treatments disappeared over time. These results suggested that the interactions between tannins and other wine compounds still occur after removing proteins in Marquette wines.

Tannin Content in Vitis Species Red Wines Quantified Using Three Analytical Methods.

Tannin content in red wines is positively correlated with astringency perception and wine grade; however, tannin quantification is one of the main challenges. In this study, tannin content was quantified using three analytical methods in commercial red wines from Vitis vinifera and interspecific cold-hardy hybrids including Marquette, Frontenac, and Petite pearl cultivars. Protein (PP) and methylcellulose precipitation (MCP) methods were compared to a HPLC-DAD method, which is based on the interaction between tannins and a hydrophobic surface (RPC). Frontenac wines were the poorest in tannins and Cabernet sauvignon wines were the richest regardless of the method used. In cold-hardy red wines, the tannin content was higher in Marquette with high alcohol content, which suggested that the tannins were extracted from seeds rather than skins. The high limit of quantification of the PP method and the presence of anthocyanin di-glucosides in cold-hardy wines were parameters suggesting that protein and methylcellulose precipitation methods were neither suitable nor reliable for the quantification of tannins in cold-hardy red wines. The tannin content quantified by RPC was positively correlated to tannin quantified by MCP, suggesting that the RPC method would be relevant for the quantification of tannins in red wines.

Chemistry and Reactivity of Tannins in Vitis spp.: A Review.

Tannins are a group of polyphenols found in fruits, leaves, trees, etc., well known in the leather industry and in apples, persimmons and grapes, because of their capacity to interact with other polyphenols or other components either from the food product or from saliva. Prior to being able to interact with other compounds, tannins have to be extracted from the food matrix, which depends on their chemistry, as well as the chemical structure of other components, such as cell wall material and proteins. Vitis vinifera grapes are commonly grown around the world and are used in winemaking, providing good quality wines with different levels of tannins responsible for the final wine's astringency. Many studies have focused on tannins extractability and retention with cell wall material, and the reactivity of tannins with proteins in Vitis vinifera grapes and wine, but there are very few reports for other Vitis species. However, depending on the environmental characteristics of certain regions, Vitis hybrid grapes are grown and used to produce wines more and more. This review focuses on the comparison of the chemistry of tannins, and their reactivity with other macromolecules in Vitis species.

Tannin and Iron-Reactive Phenolics Content in Red Cold-Hardy Hybrid Grape Tissues throughout Development and Ripening.

Phenolic compounds, especially tannins, are important for red wine quality. Wines made from cold-hardy hybrid grape cultivars have much lower tannin concentrations than wines from Vitis vinifera grape cultivars. This study assessed the phenolics content of berry tissues of three red cold-hardy hybrid cultivars in comparison to V. vinifera cv. 'Pinot noir' throughout development and ripening. Basic chemical properties, iron-reactive phenolics content, and tannin content were evaluated in the juice, skins, and seeds of Vitis spp. cvs. 'Crimson Pearl', 'Marquette', and 'Petite Pearl' and 'Pinot noir' at six time points from one week post-fruit set to harvest in 2021 and 2022. 'Crimson Pearl' displayed similar iron-reactive phenolics and tannin contents in juice, skins (22.6-25.4 mg/g dry skin and 8.0-12.2 mg/g dry skin, respectively), and seeds (12.8-29.8 mg/g dry seed and 4.2-22.0 mg/g dry seed, respectively) as 'Petite Pearl' and 'Marquette' at harvest in 2022. The hybrid cultivars showed a similar trend of phenolic accumulation as 'Pinot noir' but resulted in overall lower content in skins and seeds. Despite differences in developmental trends, the three hybrid grape cultivars displayed similar phenolic content at harvest ripeness. This is the first study examining the phenolic content of 'Crimson Pearl' and 'Petite Pearl' throughout berry development and ripening. This study provides important information for the wine industry to make informed decisions on making wine with these cultivars.

Influence of Grape Flesh on the Retention and Composition of Polyphenols from Skins and Seeds.

This study examined the impact of grape flesh polysaccharide, protein, and amino acid contents on polyphenol retention from skins and seeds in Pinot noir (Vitis vinifera) and cold-hardy interspecific cultivars Marquette and Frontenac (Vitis spp.). After isolating grape tissues (skin, seed, and flesh), they were soaked either individually or combined with other tissues in a wine-like solution for up to 7 days. Findings revealed that flesh significantly reduces the concentration of condensed tannin, and mono- and diglucoside forms of anthocyanins in the supernatants, due to its rich content in polysaccharides and proteins. Frontenac skin and flesh tissues were the main sources of soluble proteins, amino acids, and soluble polysaccharides. Surprisingly, Marquette exhibited a higher retention of skin tannin than Pinot noir, likely due to its smaller tannin molecular mass, and a potential competitive effect with anthocyanins for the binding sites of flesh.

Interactions between pectic compounds and procyanidins are influenced by methylation degree and chain length.

The interactions between procyanidins and pectic compounds are of importance in food chemistry. Procyanidins with low (9) and high (30) average degrees of polymerization (DP9 and DP30) were extracted from two cider apple varieties. Commercial apple and citrus pectins, as well as three pectin subfractions (homogalacturonans, partially methylated homogalacturonans with degree of methylation 30 and 70) at 30 mM galacturonic acid equivalent, were titrated with the two procyanidin fractions (at 30 mM (-)-epicatechin equivalent) by isothermal titration calorimetry and UV-vis spectrophotometry. Slightly stronger affinities were recorded between commercial apple or citrus pectins and procyanidins of DP30 (Ka = 1460 and 1225 M(-1) respectively, expressed per monomer units) compared to procyanidins of DP9 (Ka = 1240 and 1085 M(-1), respectively), but stoichiometry and absorbance maxima differed between apple and citrus pectins. It was proposed that methylated homogalacturonans interacted with procyanidins DP30 mainly through hydrophobic interactions. The stronger association was obtained with the longer procyanidin molecules interacting with highly methylated pectins.

Effect of infrared drying on chemical and microbial properties of Cold-Hardy grape pomace (Edelweiss and Marquette).

This study aims to add value to a common wine industry waste by preserving bioactive compounds in cold-hardy grape pomace (GP) and preventing any microbial growth under the proper drying conditions. Effects of infrared (IR) and hot air (HA) drying on the microbial and physicochemical properties such as color, phenolic compounds, and antioxidant activity of white (Edelweiss) and red (Marquette) GP were studied. The IR heating rapidly reduced the moisture content of GP from 55% wet basis (w.b.) to less than 10%, which resulted in a drying time reduction of 71.9% to 80.2% compared to HA drying. There were no significant differences in color parameters among the IR- and HA-dried pomaces (p > .05). The phenolic content of 'Edelweiss' pomace was not significantly affected by both IR and HA drying, whereas the phenolic content of 'Marquette' pomace was substantially reduced from 274 mg/g dry extract in raw pomace to 127 mg/g dry extract after HA drying and to 141.9 mg/g dry extract after IR drying. Overall, the microbial load on the fresh pomace samples was dramatically reduced by IR heating, with a reduction of more than 99.9% when the pomaces were dried using IR at a temperature higher than 130°C. However, this high temperature of IR led to a significant reduction of DPPH antiradical scavenge activity for 'Edelweiss' pomace (p < .05). This study shows that using the IR approach, cold-hardy 'Edelweiss' and 'Marquette' grape pomaces can be efficiently dried with the antioxidant activity maintained, which could be used in a variety of food products as a functional ingredient.

Red cabbage juice-mediated gut microbiota modulation improves intestinal epithelial homeostasis and ameliorates colitis.

Gut microbiota plays a crucial role in inflammatory bowel disease (IBD) and has therapeutic benefits. Thus, targeting the gut microbiota is a promising therapeutic approach for IBD treatment. We recently found that red cabbage juice (RCJ) ameliorates dextran sulfate sodium (DSS)-induced colitis in mice. However, the underlying mechanisms remain unknown. The current study investigated the modulation of gut microbiota in response to treatment with RCJ to ameliorate the DSS colitis. The initial results demonstrated that mice treated with DSS + RCJ showed increased body weight and decreased diarrhea and blood in feces compared to the DSS alone group. RCJ ameliorated colitis by regulating the intestinal barrier function by reducing the number of apoptotic cells, improving colonic protective mucin, and increasing tight junction protein in RCJ + DSS groups compared to the DSS group. Short-gun metagenomic analysis revealed significant enrichment of short-chain fatty acid (SCFAs)-producing bacteria (Butyrivibrio, Ruminococcaceae, Acetatifactor muris, Rosburia Sp. CAG:303 , Dorea Sp. 5-2) increased PPAR-© activation, leading to repression of the nuclear factor κB (NFκB) signaling pathway, thus decreasing the production of crucial inflammatory cytokines and chemokines in the RCJ + DSS groups compared to the DSS group. Pathway abundance analysis showed an increased abundance of the SCFA pathway, reduced histidine degradation ( Bacteroides sartorii, and Bacteroides caecimuris ), and LCFA production in the RCJ+DSS treated group, suggesting the promotion of good colonic health. Furthermore, increased T-reg (FOXP3+) cells in the colon were due to SCFAs produced by the gut microbiota, which was corroborated by an increase in IL-10, a vital anti-inflammatory cytokine. Thus, our study provides the first evidence that RCJ ameliorates colonic inflammation by modulating the gut microbiota.

Optimization of the ultrasound-assisted extraction of polyphenols from Aronia and grapes.

The extraction of phenolics and tannins from cold-hardy grapes is not maximized with the current methods, which lead to unbalanced wines. This study aims to investigate high-power sonication to improve polyphenolic content in cold-hardy grape juice in comparison with chokeberry juice. Three solid to solvent ratios and times were applied on chokeberry and 'Marquette' grape berries using 50% ethanol or 13% acidified ethanol and compared to a conventional extraction technique. Iron-reactive phenolic compounds, tannins content, and color were analyzed during the extractions using UV-Visible spectrophotometry, and anthocyanin content was analyzed using HPLC-DAD. At the 1:2 solid to solvent ratio, the color intensity, phenolics, and tannins content were improved using the ultrasound-assisted extraction on chokeberries. However, the tannin content of 'Marquette' berries remained the same with both techniques and solvents, suggesting that the plant cell wall structure may have a strong impact on the retention of tannins from cold-hardy grapes.

Red Wine Dryness Perception Related to Physicochemistry.

The responsibility of condensed tannins in the astringency sensation is well-known, even though the physical mechanism is unclear. The aims of the study are to go deeper into the relationships between the tannin structure and red wine dryness as well as evaluate the influence of the wine matrix and tannin concentration on the interaction with proteins and dryness perception. Condensed tannins were extracted from two red wines (cv. Cabernet Sauvignon and Pinot Noir) and added back to them and to a model wine at 0.5 g/L, prior to chemical characterization of their composition by reversed-phase high-performance liquid chromatography as well as their viscosity. The physical consequences of interactions between mucin, poly-l-proline, saliva, and wines were evaluated by turbidimetry. Descriptive analysis and time-intensity evaluations of dryness were carried out by a trained panel on all wines and model solutions. The mean degree of polymerization of Cabernet Sauvignon wine with or without tannins added was higher than that of Pinot Noir wine conditions. The turbidity of saliva and poly-l-proline with tannins added to Cabernet Sauvignon was higher than of tannins added to Pinot Noir wine. Cabernet Sauvignon wines were perceived dryer than Pinot Noir by panelists, and the dryness intensity of Cabernet Sauvignon wine conditions last longer than that of Pinot Noir or model wine conditions. The dryness of red wines was related to larger tannins, higher tannin concentration, and a greater turbidity with saliva. The dryness was not affected by the addition of tannins into wine probably as a result of the aroma/taste suppression effects and the presence of other components.

Multimethod Approach for Extensive Characterization of Gallnut Tannin Extracts.

Gallotannins extracted from gallnuts are commonly added to wine to improve its properties. They consist of mixtures of galloylester derivatives of glucose. However, their composition and properties are not well-established. In this study, methods based on liquid chromatography coupled to ultraviolet-visible detection and mass spectrometry, size-exclusion chromatography, and one-dimensional (31P) and two-dimensional (1H diffusion ordered spectroscopy, 31P total correlated spectroscopy, and 1H/13C heteronuclear single-quantum correlation and heteronuclear multiple-bond correlation) nuclear magnetic resonance spectroscopies have been implemented for extensive chemical characterization of three commercial gallnut tannin extracts. Differences in the proportions of the different constituents (gallic, digallic, and trigallic acids and galloylglucose derivatives) and in the structure and molecular weight distributions of gallotannins were demonstrated between the three extracts, with chains containing 8.5, 12.2, and 12.4 galloyl groups on average for TAN A, TAN B1, and TAN B2, respectively. The antioxidant capacities of the extracts, evaluated using the 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) method, were similar and related mostly to their total tannin content, with only a limited impact of the tannin composition.

Friction forces of saliva and red wine on hydrophobic and hydrophilic surfaces.

The physical aspect of human oral astringency perception - the mouthfeel - of red wine has not been quantitatively studied in depth. In this study, the interfacial friction/lubrication properties of saliva (mucin from bovine submaxillary glands or human saliva) with red wines (cv. Cabernet sauvignon and Pinot noir) were measured with a surface force apparatus (SFA). In SFA measurements sliding occurs between smooth, undamaged surfaces with a well-defined contact area and film thickness. The surfaces were either hard, hydrophilic mica or soft, hydrophobic PDMS-coated mica which mimic in-mouth conditions. Saliva was a better lubricant than mucin with the soft, hydrophobic surfaces. In addition, saliva's lubricity was 2.5 times better on the soft hydrophobic surfaces than hard hydrophilic surfaces. The addition of red wine with saliva further decreased friction and improved lubrication. Surprisingly, the coefficient of friction measured for red wine with saliva as the lubricant was higher for Pinot noir than Cabernet sauvignon wine. The aggregation and precipitation of salivary proteins by tannins is well known. The lower friction of high tannin Cabernet sauvignon compared to lower tannin Pinot noir was attributed to exclusion of these aggregates and depletion of more polymeric and protein material from the interfacial sliding region.

Pear ripeness and tissue type impact procyanidin-cell wall interactions.

Procyanidins and cell walls were extracted from pear at ripe and overripe stages in order to investigate the impact of ripening stage on their association. Procyanidin composition and structure remained stable at the overripe stage. Mid Infrared Spectroscopy (MIR) discriminated cell wall-procyanidin complex from initial purified cell wall material (CWM). Interactions between procyanidins and CWM isolated from the whole flesh (FL), parenchyma cells (PC), stone cells (ST) and skin (SK) at ripe and overripe stage were characterized using UV-Vis spectrometry using Langmuir isotherm formulation and Isothermal Titration Microcalorimetry (ITC). The affinity between procyanidins and CWM decreased as follows: PC > FL > ST > SK. The proportion of bound procyanidins increased at the overripe stage for all CWM and the maximal saturation level was obtained for overripe FL and ST. ITC indicated that associations between pear cell walls and procyanidins involved hydrogen bonds and mainly hydrophobic interactions for overripe PC.

Oxygen exposure during red wine fermentation modifies tannin reactivity with poly-l-proline.

Red wines injected with nitrogen or oxygen during fermentation were used to identify the effect of gas exposure on tannin structure and reactivity with poly-l-proline. Tannin was purified from wine after fermentation and after three years of bottle storage. Tannin from nitrogen-treated wine had a lower percentage of galloylation and were less pigmented than tannin from oxygen-exposed wine. Self-aggregation of tannin was measured by nanoparticle tracking analysis and a larger particle size was observed for the oxidized treatment. The interaction of tannin and poly-l-proline was measured by isothermal titration calorimetry, and involved more hydrogen bonding than hydrophobic interactions in the case of nitrogen-treated wine tannin. Conversely, oxidized tannin was more hydrophobic and the association with poly-l-proline was entropy-driven due to a change of solvation. The results show meaningful changes in the structure and reactivity of tannin as a result of oxygen exposure during fermentation, which may impact astringency perception.

Condensed Tannin Reacts with SO2 during Wine Aging, Yielding Flavan-3-ol Sulfonates.

Numerous monomeric and oligomeric flavanol sulfonation products were observed in 10 wines. Levels of 0.85-20.06 and 0-14.72 mg/L were quantified for two monomeric sulfonated flavan-3-ols and, surprisingly, were generally higher than the well-known native flavan-3-ol monomers. Increasing SO2 levels during wine aging increased the sulfonate-modified flavan-3-ol monomers and dimers along with higher concentrations of native monomers. The results indicate that >10% of SO2 is reacting with the C-4 carbocation, formed from acid cleavage of the interflavan bond, perhaps by a bimolecular SN2-type reaction, and as a reducing agent. In addition, the high SO2 wine had the lowest protein-binding tannin levels, tannin activity, and mean degree of polymerization (mDP), and acidic SO2 treatment of condensed tannin abolishes protein binding. Thus, SO2 changes tannin composition during wine aging, and the substantial formation of sulfonate-modified flavan-3-ols may provide an additional explanation for the reduction in astringency of aged red wines.

Red Wine Tannin Structure-Activity Relationships during Fermentation and Maceration.

The correlation between tannin structure and corresponding activity was investigated by measuring the thermodynamics of interaction between tannins isolated from commercial red wine fermentations and a polystyrene divinylbenzene HPLC column. Must and/or wine samples were collected throughout fermentation/maceration from five Napa Valley wineries. By varying winery, fruit source, maceration time, and cap management practice, it was considered that a reasonably large variation in commercially relevant tannin structure would result. Tannins were isolated from samples collected using low pressure chromatography and were then characterized by gel permeation chromatography and acid-catalyzed cleavage in the presence of excess phloroglucinol (phloroglucinolysis). Corresponding tannin activity was determined using HPLC by measuring the thermodynamics of interaction between isolated tannin and a polystyrene divinylbenzene HPLC column. This measurement approach was designed to determine the ability of tannins to hydrophobically interact with a hydrophobic surface. The results of this study indicate that tannin activity is primarily driven by molecular size. Compositionally, tannin activity was positively associated with seed tannins and negatively associated with skin and pigmented tannins. Although measured indirectly, the extent of tannin oxidation as determined by phloroglucinolysis conversion yield suggests that tannin oxidation at this stage of production reduces tannin activity. Based upon maceration time, this study indicates that observed increases in perceived astringency quality, if related to tannin chemistry, are driven by tannin molecular mass as opposed to pigmented tannin formation or oxidation. Overall, the results of this study give new insight into tannin structure-activity relationships which dominate during extraction.

Understanding the Relationship between Red Wine Matrix, Tannin Activity, and Sensory Properties.

One major red wine mouthfeel characteristic, astringency, is derived from grape-extracted tannins and is considered to be a result of interaction with salivary proteins and the oral mucosa. To improve our understanding of the role that the enthalpy of interaction of tannin with a hydrophobic surface (tannin activity) has in astringency perception, a chromatographic method was used to determine the tannin concentration and activity of 34 Cabernet Sauvignon wines, as well as sensory analysis done on 13 of those wines. In addition, astringency-relevant matrix parameters (pH, titratable acidity, ethanol, glucose, and fructose) were measured across all wines. Tannin activity was not significantly correlated with any matrix variables, and the perception of drying and grippy was not correlated with tannin concentration and activity. However, ethanol content was well related to mouthfeel attributes and appeared to drive perceived drying. Although fructose and glucose content were well correlated, they did not drive the perception of sweetness, which is explained by the well-known mixture suppression effect.

Yield and composition of pectin extracted from Tunisian pomegranate peel.

A central composite design was employed to determine the influence of extraction conditions on production yield and chemical composition of pectin from pomegranate peels. Response surface methodology (RSM) was used to quantify the integral effect of the three processing parameters (extraction duration, temperature and pH) on yield. A second-order polynomial model was developed for predicting the yield of pomegranate peels pectin based on the composite design. Yields ranged from 6.4 to 11.0±0.2%. Optimal temperature, duration and pH value of the extraction were 86°C, 80min and 1.7, respectively. The uronic acid and the total neutral sugar content of the extracted pectins ranged from 377 to 755mg/g and from 161 to 326mg/g, respectively. Moreover, the degree of methylation varied with the extraction conditions and the extracted pectins were low methylated. On high pressure size exclusion chromatography (HPSEC), the elution pattern of the acid-extracted pectins showed that severe conditions were associated with lower hydrodynamic volume.

Effects of Leaf Removal and Applied Water on Flavonoid Accumulation in Grapevine (Vitis vinifera L. cv. Merlot) Berry in a Hot Climate.

The relationships between variations in grapevine (Vitis vinifera L. cv. Merlot) fruit zone light exposure and water deficits and the resulting berry flavonoid composition were investigated in a hot climate. The experimental design involved application of mechanical leaf removal (control, pre-bloom, post-fruit set) and differing water deficits (sustained deficit irrigation and regulated deficit irrigation). Flavonol and anthocyanin concentrations were measured by C18 reversed-phased HPLC and increased with pre-bloom leaf removal in 2013, but with post-fruit set leaf removal in 2014. Proanthocyanidin isolates were characterized by acid catalysis in the presence of excess phloroglucinol followed by reversed-phase HPLC. Post-fruit set leaf removal increased total proanthocyanidin concentration in both years, whereas no effect was observed with applied water amounts. Mean degree of polymerization of skin proanthocyanidins increased with post-fruit set leaf removal compared to pre-bloom, whereas water deficit had no effect. Conversion yield was greater with post-fruit set leaf removal. Seed proanthocyanidin concentration was rarely affected by applied treatments. The application of post-fruit set leaf removal, regardless of water deficit. increased the proportion of proanthocyanidins derived from the skin, whereas no leaf removal or pre-bloom leaf removal regardless of water deficit increased the proportion of seed-derived proanthocyanidins. The study provides fundamental information to viticulturists and winemakers on how to manage red wine grape low molecular weight phenolics and polymeric proanthocyanidin composition in a hot climate.