Valorization of Lagrein grape pomace as a source of phenolic compounds: analysis of the contents of anthocyanins, flavanols and antioxidant activity

Valls, Josep; Agnolet, Sara; Haas, Florian; Struffi, I.; Ciesa, Flavio; Robatscher, Peter; Oberhuber, Michael

doi:10.1007/s00217-017-2923-1

Cited by 20 publications

(21 citation statements)

References 58 publications

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“…[2010] performed single-step MAE from Pinot noir grape skin pomace using 100% (v/v) methanol, with solid-liquid ratio of 0.2 g dw/mL for 60 min at 110°C and 60 W. Concentrations extracted with this single--step extraction at higher temperatures (110°C) in Pinot Noir skin pomace were slightly lower than those shown in Table 6, probably due to the differences in MAE parameters but also to grape cultivar, maturity, vintage, winemaking technology, etc. [Deng et al, 2011;Kammerer et al, 2004;Ky et al, 2014;Valls et al, 2017]. Concentrations of TP determined in grape skin pomaces of three cultivars decreased in the order: Cabernet Sauvignon, Teran, and Merlot, and were comparable with other studies regardless of the extraction method prior to the analysis.…”

Section: Tp (Mg Gae/g Dw)supporting

confidence: 77%

Microwave-Assisted Extraction of Different Groups of Phenolic Compounds from Grape Skin Pomaces: Modeling and Optimization

Ćurko¹,

Kelšin²,

Dragović–Uzelac³

et al. 2019

Pol. J. Food Nutr. Sci.

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This means that grape pomace still exhibits high levels of bioactive compounds (60-70%) with strong antioxidant, antibacterial, and cytotoxic activities as well as favorable pharmacological properties [Bartolomé et al., 2004; Peixoto et al., 2018]. These compounds are known to contribute to human health and are particularly associated with reduced incidence of cardiovascular diseases as atherosclerosis and hypertension, neurodegeneration, and similar medical conditions [Auger et al., 2004; De Sales et al., 2018; Rodriguez-Rodriguez et al., 2012]. Grape skins pomace proved to be a good source of anthocyanins, hydroxycinnamic acids, fl avanols and fl avonols, whereas fl avanols are the most abundant seed polyphenols [Kammerer et al., 2004; Ky et al., 2014]. As a result of the increased concern over the sustainability of agricultural practices, efforts have been made to enable the use of grape pomaces bioactive extracts in various segments of food, pharmaceutical and cosmetic industry, resulting in applications such as natural antioxidant, source of natural pigments, additive in wine production, functional ingredient, etc. [Beres et al., 2017; Ky & Teissedre, 2015]. Thus, it is necessary to have effi cient extraction methods to achieve high recoveries of phenolic compounds that allow quality control of obtained extracts through their analysis and characterization. Microwave-assisted extraction (MAE) has been investigated and proposed as better than conventional extraction

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Section: Tp (Mg Gae/g Dw)supporting

confidence: 77%

Microwave-Assisted Extraction of Different Groups of Phenolic Compounds from Grape Skin Pomaces: Modeling and Optimization

Ćurko¹,

Kelšin²,

Dragović–Uzelac³

et al. 2019

Pol. J. Food Nutr. Sci.

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“…Grape seed extracts (GSEs) are widely used in the food industry, have generally recognised as safe (GRAS) status, and can inhibit free radical generation [5,6]. GSEs are mostly monomeric flavan-3-ols and oligomeric grape seed proanthocyanidins (GSPs) [6][7][8][9]. GSPs are effectively scavenge superoxide and hydroxyl radicals.…”

Section: Introductionmentioning

confidence: 99%

Preparation and Characterisation of Polyphenol-HP-β-Cyclodextrin Inclusion Complex that Protects Lamb Tripe Protein against Oxidation

Lidan

Liu

et al. 2019

Molecules

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Grape seed extract (GSE) displays strong antioxidant activity, but its instability creates barriers to its applications. Herein, three HP-β-CD/GSE inclusion complexes with host–guest ratios of 1:0.5, 1:1, and 1:2 were successfully prepared by co-precipitation method to improve stability. Successful embedding of GSE in the HP-β-CD cavity was confirmed by fourier-transform infrared spectroscopy (FTIR), X-ray diffraction (XRD), differential scanning calorimetry (DSC), and scanning electron microscopy (SEM) analyses. The Autodock Tools 1.5.6 was used to simulate the three-dimensional supramolecular structure of the inclusion complex of 2-hydroxypropyl-β-cyclodextrin and grape seed extract (HP-β-CD/GSE) by molecular docking. The MALDI-TOF-MS technology and chemical database Pubchem, and structural database PDB were combined to reconstitute the three-dimensional structure of target protein. The binding mode of the HP-β-CD/GSE inclusion complex to target protein was studied at the molecular level, and the antioxidant ability of the resulting HP-β-CD/GSE inclusion complexes was investigated by measuring 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging. The effects of HP-β-CD/GSE on myofibrillar protein from lamb tripe were also investigated under oxidative conditions. The positions and interactions of the binding sites of HP-β-CD/GSE inclusion complexes and target protein receptors were simulated by molecular docking. The results showed that HP-β-CD/GSE inclusion complexes were successfully prepared, optimally at a molar ratio of 1:2. At low (5 μmol/g) to medium (105 μmol/g) concentrations, HP-β-CD/GSE inclusion complexes decreased the carbonyl content, hydrophobicity, and protein aggregation of myofibrillar protein from lamb tripe, and increased the sulphydryl content. Furthermore, high concentration (155 μmol/g) of HP-β-CD/GSE inclusion complexes promoted protein oxidation.

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“…Carboxylic acid-hydroxyl hydrogen bonds (5,6) and hydroxyl-hydroxyl hydrogen bond (7) were common to the four alcohols. Ethylene glycol and glycerol showed an additional hydroxyl-hydroxyl hydrogen bond (8), while glycerol presented two additional carboxylic acid-hydroxyl hydrogen bonds (9,10). As expected, hydrogen bond distances are inversely proportional to the stabilization energies (∆E ij (2) ).…”

Section: Quantum Chemical Calculationsmentioning

confidence: 99%

“…Although the additional carboxylic acid-hydroxyl bonds in glycerol (9 and 10) were not strong, they notably influenced bonds 5 and 6, making the first much stronger and the second much weaker. Overall, considering the energy changes in the common bonds (5,6,7) and the additional bonds (8,9,10), the sum of the hydrogen bond stabilization energies of glycerol is the highest.…”

Section: Quantum Chemical Calculationsmentioning

confidence: 99%

“…These compounds present a diverse range of molecular weights (200 kDa to 3500 kDa) and structural complexity that ranges from rather simple molecules to polymers [3,7]. Skin pomace contains high concentrations of anthocyanins, flavonols, stilbenes, and phenolic acids, while seed pomace is rich in flavanols and phenolic acids [8,9]. These compounds are highly demanded for the production of functional ingredients for the food, nutraceutical, and cosmeceutical industries [10].…”

Section: Introductionmentioning

confidence: 99%

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Glycerol as Alternative Co-Solvent for Water Extraction of Polyphenols from Carménère Pomace: Hot Pressurized Liquid Extraction and Computational Chemistry Calculations

et al. 2020

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Glycerol is a co-solvent for water extraction that has been shown to be highly effective for obtaining polyphenol extracts under atmospheric conditions. However, its efficacy under subcritical conditions has not yet been studied. We assessed different water-glycerol mixtures (15%, 32.5%, and 50%) in a hot pressurized liquid extraction system (HPLE: 10 MPa) at 90 °C, 120 °C, and 150 °C to obtain extracts of low molecular weight polyphenols from Carménère grape pomace. Under the same extraction conditions, glycerol as a co-solvent achieved significantly higher yields in polyphenols than ethanol. Optimal extraction conditions were 150 °C, with 32.5% glycerol for flavonols and 50% for flavanols, stilbenes, and phenolic acids. Considering gallic acid as a model molecule, computational chemistry calculations were applied to explain some unusual extraction outcomes. Furthermore, glycerol, methanol, ethanol, and ethylene glycol were studied to establish an incipient structure–property relationship. The high extraction yields of gallic acid obtained with water and glycerol solvent mixtures can be explained not only by the additional hydrogen bonds between glycerol and gallic acid as compared with the other alcohols, but also because the third hydroxyl group allows the formation of a three-centered hydrogen bond, which intensifies the strongest glycerol and gallic acid hydrogen bond. The above occurs both in neutral and deprotonated gallic acid. Consequently, glycerol confers to the extraction solvent a higher solvation energy of polyphenols than ethanol.

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Valorization of Lagrein grape pomace as a source of phenolic compounds: analysis of the contents of anthocyanins, flavanols and antioxidant activity

Cited by 20 publications

References 58 publications

Microwave-Assisted Extraction of Different Groups of Phenolic Compounds from Grape Skin Pomaces: Modeling and Optimization

Microwave-Assisted Extraction of Different Groups of Phenolic Compounds from Grape Skin Pomaces: Modeling and Optimization

Preparation and Characterisation of Polyphenol-HP-β-Cyclodextrin Inclusion Complex that Protects Lamb Tripe Protein against Oxidation

Glycerol as Alternative Co-Solvent for Water Extraction of Polyphenols from Carménère Pomace: Hot Pressurized Liquid Extraction and Computational Chemistry Calculations

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