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1.
Food Res Int ; 188: 114442, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38823830

ABSTRACT

The long-term stability of red wine color depends on the formation of polymeric pigments from anthocyanins. Although there is still a lot of uncertainty about the specific structure of this diverse group of pigments, there is consensus that they are reaction products of anthocyanins and other polyphenols. Interactions between anthocyanins and pectic polysaccharides have been suggested to stabilize anthocyanins. This study explores the impact of such interactions by adding pectin during red winemaking. The results demonstrate that these interactions induce the formation of additional polymeric pigments which enhance the pigment stability during fermentation and aging. While initial pigment formation is higher in wines with added pectin, a notable proportion of the complexes degrades in the later stages of fermentation. Presumably, tannins form insoluble complexes with pectin, reducing tannin concentration by more than 300 mg/L. Anthocyanin concentrations decrease by over 400 mg/L, and polymeric pigments double. Anthocyanins that form polymeric pigments with pectic polysaccharides expand the range of pigments in red wines with possible consequences for the sensory properties of the wine. These findings highlight the complex interactions between pectin, anthocyanins, and tannins, and their influence on pigment formation and wine composition during fermentation and aging.


Subject(s)
Anthocyanins , Fermentation , Pectins , Tannins , Wine , Anthocyanins/chemistry , Anthocyanins/analysis , Pectins/chemistry , Wine/analysis , Tannins/chemistry , Color , Food Handling/methods , Pigments, Biological/chemistry , Polymers/chemistry
2.
Food Res Int ; 188: 114504, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38823880

ABSTRACT

(Poly)phenols inhibit α-amylase by directly binding to the enzyme and/or by forming starch-polyphenol complexes. Conventional methods using starch as the substrate measure inhibition from both mechanisms, whereas the use of shorter oligosaccharides as substrates exclusively measures the direct interaction of (poly)phenols with the enzyme. In this study, using a chromatography-based method and a short oligosaccharide as the substrate, we investigated the detailed structural prerequisites for the direct inhibition of human salivary and pancreatic α-amylases by over 50 (poly)phenols from the (poly)phenol groups: flavonols, flavones, flavanones, flavan-3-ols, polymethoxyflavones, isoflavones, anthocyanidins and phenolic acids. Despite being structurally very similar (97% sequence homology), human salivary and pancreatic α-amylases were inhibited to different extents by the tested (poly)phenols. The most potent human salivary α-amylase inhibitors were luteolin and pelargonidin, while the methoxylated anthocyanidins, peonidin and petunidin, significantly blocked pancreatic enzyme activity. B-ring methoxylation of anthocyanidins increased inhibition against both human α-amylases while hydroxyl groups at C3 and B3' acted antagonistically in human salivary inhibition. C4 carbonyl reduction, or the positive charge on the flavonoid structure, was the key structural feature for human pancreatic inhibition. B-ring glycosylation did not affect salivary enzyme inhibition, but increased pancreatic enzyme inhibition when compared to its corresponding aglycone. Overall, our findings indicate that the efficacy of interaction with human α-amylase is mainly influenced by the type and placement of functional groups rather than the number of hydroxyl groups and molecular weight.


Subject(s)
Pancreatic alpha-Amylases , Polyphenols , Salivary alpha-Amylases , Humans , Structure-Activity Relationship , Polyphenols/pharmacology , Polyphenols/chemistry , Salivary alpha-Amylases/metabolism , Salivary alpha-Amylases/antagonists & inhibitors , Pancreatic alpha-Amylases/antagonists & inhibitors , Pancreatic alpha-Amylases/metabolism , Anthocyanins/chemistry , Anthocyanins/pharmacology , Anthocyanins/metabolism , Enzyme Inhibitors/pharmacology , Enzyme Inhibitors/chemistry , alpha-Amylases/antagonists & inhibitors , alpha-Amylases/metabolism , alpha-Amylases/chemistry , Saliva/enzymology , Saliva/chemistry
3.
Food Res Int ; 188: 114510, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38823887

ABSTRACT

The aim of this study was to explore the copigmentation effect of gallic acid on red wine color and to dissect its mechanism at the molecular level. Three-dimensional studies, e.g., in model wine, in real wine and in silico, and multiple indicators, e.g., color, spectrum, thermodynamics and phenolic dynamics, were employed. The results showed that gallic acid significantly enhanced the color quality and stability of red wine. Physico-chemical interactions and chemical transformations should be the most likely mechanism, and physico-chemical interactions are also a prerequisite for chemical transformations. QM calculations of the physico-chemical interactions proved that the binding between gallic acid and malvidin-3-O-glucoside is a spontaneous exothermic reaction driven by hydrogen bonding and dispersion forces. The sugar moiety of malvidin-3-O-glucoside and the phenolic hydroxyl groups of gallic acid affect the formation of hydrogen bonds, while the dispersion interaction was related to the stacking of the molecular skeleton.


Subject(s)
Anthocyanins , Color , Gallic Acid , Glucosides , Hydrogen Bonding , Thermodynamics , Wine , Gallic Acid/chemistry , Wine/analysis , Glucosides/chemistry , Anthocyanins/chemistry , Quantum Theory , Phenols/chemistry
4.
Physiol Plant ; 176(3): e14327, 2024.
Article in English | MEDLINE | ID: mdl-38716559

ABSTRACT

Our goal was to determine whether anthocyanin-producing species (red) use different photoprotective strategies to cope with excess light during fall senescence compared with non-anthocyanin-producing species (yellow). In a previous study, we found that a yellow species retained the photoprotective PsbS protein in late autumn, while a red species did not. Specifically, we tested the hypothesis that red species make less use of zeaxanthin and PsbS-mediated thermal dissipation, as they rely on anthocyanins for photoprotection. We monitored four red (Acer ginnala, Rhus typhnia, Parenthocissus quinquefolia, Viburnum dentatum) and four yellow species (Acer negundo, Ostrya virginiana, Vitis riparia, Zanthoxylum americanum) throughout autumn senescence and analyzed pigments, protein content, and chlorophyll fluorescence. We found yellow species retained the PsbS protein at higher levels, and had higher dark retention of zeaxanthin in late autumn relative to red species. All species retained lutein and the pool of xanthophyll cycle pigments in higher amounts than other carotenoids in late autumn. Our data support the hypothesis that red species use anthocyanins as a photoprotective strategy during autumn senescence, and therefore make less use of PsbS and zeaxanthin-mediated thermal dissipation. We also found species-specific variation in the particular combination of photoprotective strategies used.


Subject(s)
Anthocyanins , Chlorophyll , Plant Leaves , Seasons , Plant Leaves/metabolism , Plant Leaves/radiation effects , Plant Leaves/physiology , Anthocyanins/metabolism , Chlorophyll/metabolism , Plant Senescence , Zeaxanthins/metabolism , Carotenoids/metabolism , Light , Plant Proteins/metabolism , Xanthophylls/metabolism
5.
Food Res Int ; 186: 114382, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38729736

ABSTRACT

Black carrot anthocyanins have gained increasing attention as natural coloring agent, owing to their higher stability than anthocyanins from berries. The stability has been attributed to their higher degree of acylation. This study investigated the impact of acylation on the stability of individual anthocyanins during storage in light and darkness. We hypothesized that the acylated anthocyanins would be more stable than the non-acylated ones. The major five anthocyanins were fractioned by semi-preparative HPLC and stored at pH 4.5 in light and darkness to investigate how acylation affected the stability. The stability was evaluated by absorption spectroscopy and mass spectrometry (MS). Two of the anthocyanins were non-acylated; 3-xylosyl(glucosyl)galactoside and cyanidin 3-xylosylgalactoside, and three were acylated; cyanidin 3-xylosyl(sinapolyglucosyl)galacto-side, cyanidin 3-xylosyl(feruloylglu-cosyl)galactoside, and cyanidin 3-xylosyl(coumaroyl-glucosyl)galactoside. Both methods (spectroscopy and MS) showed a clear effect of acylation when stored in light, but surprisingly the two non-acylated anthocyanins, showed higher stability than the three acylated ones.


Subject(s)
Anthocyanins , Daucus carota , Light , Anthocyanins/chemistry , Anthocyanins/analysis , Acylation , Daucus carota/chemistry , Daucus carota/radiation effects , Chromatography, High Pressure Liquid , Darkness , Food Storage/methods , Mass Spectrometry , Hydrogen-Ion Concentration
6.
BMC Plant Biol ; 24(1): 370, 2024 May 07.
Article in English | MEDLINE | ID: mdl-38714932

ABSTRACT

BACKGROUND: Nymphaea (waterlily) is known for its rich colors and role as an important aquatic ornamental plant globally. Nymphaea atrans and some hybrids, including N. 'Feitian 2,' are more appealing due to the gradual color change of their petals at different flower developmental stages. The petals of N. 'Feitian 2' gradually change color from light blue-purple to deep rose-red throughout flowering. The mechanism of the phenomenon remains unclear. RESULTS: In this work, flavonoids in the petals of N. 'Feitian 2' at six flowering stages were examined to identify the influence of flavonoid components on flower color changes. Additionally, six cDNA libraries of N. 'Feitian 2' over two blooming stages were developed, and the transcriptome was sequenced to identify the molecular mechanism governing petal color changes. As a result, 18 flavonoid metabolites were identified, including five anthocyanins and 13 flavonols. Anthocyanin accumulation during flower development is the primary driver of petal color change. A total of 12 differentially expressed genes (DEGs) in the flavonoid biosynthesis pathway were uncovered, and these DEGs were significantly positively correlated with anthocyanin accumulation. Six structural genes were ultimately focused on, as their expression levels varied significantly across different flowering stages. Moreover, 104 differentially expressed transcription factors (TFs) were uncovered, and three MYBs associated with flavonoid biosynthesis were screened. The RT-qPCR results were generally aligned with high-throughput sequencing results. CONCLUSIONS: This research offers a foundation to clarify the mechanisms underlying changes in the petal color of waterlilies.


Subject(s)
Flavonoids , Flowers , Gene Expression Regulation, Plant , Nymphaea , Transcriptome , Flowers/genetics , Flowers/growth & development , Flowers/metabolism , Flavonoids/biosynthesis , Flavonoids/metabolism , Nymphaea/genetics , Nymphaea/metabolism , Pigmentation/genetics , Anthocyanins/biosynthesis , Anthocyanins/metabolism , Gene Expression Profiling , Color
7.
New Phytol ; 242(6): 2570-2585, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38708492

ABSTRACT

In plant species, anthocyanin accumulation is specifically regulated by light signaling. Although the CONSTITUTIVELY PHOTOMORPHOGENIC1/SUPPRESSOR OF PHYA-105 (COP1/SPA) complex is known to control anthocyanin biosynthesis in response to light, the precise mechanism underlying this process remains largely unknown. Here, we report that Increase in BONSAI Methylation 1 (IBM1), a JmjC domain-containing histone demethylase, participates in the regulation of light-induced anthocyanin biosynthesis in Arabidopsis. The expression of IBM1 was induced by high light (HL) stress, and loss-of-function mutations in IBM1 led to accelerated anthocyanin accumulation under HL conditions. We further identified that IBM1 is directly associated with SPA1/3/4 chromatin in vivo to establish a hypomethylation status on H3K9 and DNA non-CG at these loci under HL, thereby releasing their expression. Genetic analysis showed that quadruple mutants of IBM1 and SPA1/3/4 resemble spa134 mutants. Overexpression of SPA1 in ibm1 mutants complements the mutant phenotype. Our results elucidate the significance and mechanism of IBM1 histone demethylase in the epigenetic regulation of anthocyanin biosynthesis in Arabidopsis under HL conditions.


Subject(s)
Anthocyanins , Arabidopsis Proteins , Arabidopsis , Epigenesis, Genetic , Gene Expression Regulation, Plant , Jumonji Domain-Containing Histone Demethylases , Light , Mutation , Arabidopsis/genetics , Arabidopsis/radiation effects , Anthocyanins/biosynthesis , Anthocyanins/metabolism , Arabidopsis Proteins/metabolism , Arabidopsis Proteins/genetics , Jumonji Domain-Containing Histone Demethylases/metabolism , Jumonji Domain-Containing Histone Demethylases/genetics , Mutation/genetics , Chromatin/metabolism , DNA Methylation/genetics , Histones/metabolism , Phenotype
8.
Sci Rep ; 14(1): 11508, 2024 05 20.
Article in English | MEDLINE | ID: mdl-38769439

ABSTRACT

There is a growing trend towards enhancing the post-harvest shelf life and maintaining the nutritional quality of horticultural products using eco-friendly methods. Raspberries are valued for their diverse array of phenolic compounds, which are key contributors to their health-promoting properties. However, raspberries are prone to a relatively short post-harvest lifespan. The present study aimed to investigate the effect of exogenous melatonin (MEL; 0, 0.001, 0.01, and 0.1 mM) on decay control and shelf-life extension. The results demonstrated that MEL treatment significantly reduced the fruit decay rate (P ≤ 0.01). Based on the findings, MEL treatment significantly increased titratable acidity (TA), total phenolics content (TPC), total flavonoid content (TFC), and total anthocyanin content (TAC). Furthermore, the MEL-treated samples showed increased levels of rutin and quercetin content, as well as antioxidant activity as measured by 2,2-diphenyl-1-picrylhydrazyl (DPPH) and ferric reduction activity potential (FRAP). Additionally, the samples exhibited higher levels of phenylalanine ammonia-lyase (PAL) and catalase (CAT) enzymes compared to the control samples. Moreover, the levels of pH, total soluble solids (TSS), and IC50 were decreased in the MEL-treated samples (P ≤ 0.01). The highest amount of TA (0.619 g/100 ml juice), rutin (16.722 µg/ml juice) and quercetin (1.467 µg/ml juice), and PAL activity (225.696 nm/g FW/min) was observed at 0.001 mM treatment, while, the highest amount of TAC (227.235 mg Cy-g/100 ml juice) at a concentration of 0.01 mM and CAT (0.696 u/g FW) and TAL activities (9.553 nm/100 g FW) at a concentration of 0.1 mM were obtained. Considering the lack of significant differences in the effects of melatonin concentrations and the low dose of 0.001 mM, this concentration is recommended for further research. The hierarchical cluster analysis (HCA) and principal component analysis (PCA) divided the treatments into three groups based on their characteristics. Based on the Pearson correlation between TPC, TFC, TAC, and TAA, a positive correlation was observed with antioxidant (DPPH and FRAP) and enzyme (PAL and CAT) activities. The results of this study have identified melatonin as an eco-friendly compound that enhances the shelf life of raspberry fruits by improving phenolic compounds, as well as antioxidant and enzyme activities.


Subject(s)
Antioxidants , Fruit , Melatonin , Phytochemicals , Rubus , Antioxidants/metabolism , Antioxidants/analysis , Melatonin/pharmacology , Rubus/chemistry , Phytochemicals/analysis , Phytochemicals/chemistry , Fruit/chemistry , Fruit/drug effects , Phenols/analysis , Flavonoids/analysis , Catalase/metabolism , Phenylalanine Ammonia-Lyase/metabolism , Anthocyanins/analysis
9.
Plant Mol Biol ; 114(3): 51, 2024 May 01.
Article in English | MEDLINE | ID: mdl-38691187

ABSTRACT

Pomegranate (Punica granatum L.) which belongs to family Lythraceae, is one of the most important fruit crops of many tropical and subtropical regions. A high variability in fruit color is observed among different pomegranate accessions, which arises from the qualitative and quantitative differences in anthocyanins. However, the mechanism of fruit color variation is still not fully elucidated. In the present study, we investigated the red color mutation between a red-skinned pomegranate 'Hongbaoshi' and a purple-red-skinned cultivar 'Moshiliu', by using transcriptomic and metabolomic approaches. A total of 51 anthocyanins were identified from fruit peels, among which 3-glucoside and 3,5-diglucoside of cyanidin (Cy), delphinidin (Dp), and pelargonidin (Pg) were dominant. High proportion of Pg in early stages of 'Hongbaoshi' but high Dp in late stages of 'Moshiliu' were characterized. The unique high levels of Cy and Dp anthocyanins accumulating from early developmental stages accounted for the purple-red phenotype of 'Moshiliu'. Transcriptomic analysis revealed an early down-regulated and late up-regulated of anthocyanin-related structure genes in 'Moshiliu' compared with 'Hongbaoshi'. Alao, ANR was specially expressed in 'Hongbaoshi', with extremely low expression levels in 'Moshiliu'. For transcription factors R2R3-MYB, the profiles demonstrated a much higher transcription levels of three subgroup (SG) 5 MYBs and a sharp decrease in expression of SG6 MYB LOC116202527 in high-anthocyanin 'Moshiliu'. SG4 MYBs exhibited two entirely different patterns, LOC116203744 and LOC116212505 were down-regulated whereas LOC116205515 and LOC116212778 were up-regulated in 'Moshiliu' pomegranate. The results indicate that specific SG members of the MYB family might promote the peel coloration in different manners and play important roles in color mutation in pomegranate.


Subject(s)
Anthocyanins , Fruit , Gene Expression Regulation, Plant , Pomegranate , Transcriptome , Fruit/genetics , Fruit/metabolism , Anthocyanins/metabolism , Anthocyanins/genetics , Pomegranate/genetics , Pomegranate/metabolism , Pigmentation/genetics , Gene Expression Profiling , Color , Metabolomics , Plant Proteins/genetics , Plant Proteins/metabolism
10.
Plant Cell Rep ; 43(6): 136, 2024 May 06.
Article in English | MEDLINE | ID: mdl-38709311

ABSTRACT

KEY MESSAGE: In our study, we discovered a fragment duplication autoregulation mechanism in 'ZS-HY', which may be the reason for the phenotype of red foliage and red flesh in grapes. In grapes, MYBA1 and MYBA2 are the main genetic factors responsible for skin coloration which are located at the color loci on chromosome 2, but the exact genes responsible for color have not been identified in the flesh. We used a new teinturier grape germplasm 'ZhongShan-HongYu' (ZS-HY) which accumulate anthocyanin both in skin and flesh as experimental materials. All tissues of 'ZS-HY' contained cyanidin 3-O-(6″-p-coumaroyl glucoside), and pelargonidins were detected in skin, flesh, and tendril. Through gene expression analysis at different stage of flesh, significant differences in the expression levels of VvMYBA1 were found. Gene amplification analysis showed that the VvMYBA1 promoter is composed of two alleles, VvMYBA1a and 'VvMYBA1c-like'. An insertion of a 408 bp repetitive fragment was detected in the allele 'VvMYBA1c-like'. In this process, we found the 408 bp repetitive fragment was co-segregated with red flesh and foliage phenotype. Our results revealed that the 408 bp fragment replication insertion in promoter of 'VvMYBA1c-like' was the target of its protein, and the number of repeat fragments was related to the increase of trans-activation of VvMYBA1 protein. The activation of promoter by VvMYBA1 was enhanced by the addition of VvMYC1. In addition, VvMYBA1 interacted with VvMYC1 to promote the expression of VvGT1 and VvGST4 genes in 'ZS-HY'. The discovery of this mutation event provides new insights into the regulation of VvMYBA1 on anthocyanin accumulation in red-fleshed grape, which is of great significance for molecular breeding of red-fleshed table grapes.


Subject(s)
Anthocyanins , Gene Expression Regulation, Plant , Phenotype , Plant Proteins , Promoter Regions, Genetic , Transcription Factors , Vitis , Vitis/genetics , Vitis/metabolism , Promoter Regions, Genetic/genetics , Plant Proteins/genetics , Plant Proteins/metabolism , Transcription Factors/genetics , Transcription Factors/metabolism , Anthocyanins/metabolism , Anthocyanins/genetics , Pigmentation/genetics , Fruit/genetics , Fruit/metabolism , Alleles
11.
J Oleo Sci ; 73(5): 657-664, 2024.
Article in English | MEDLINE | ID: mdl-38692889

ABSTRACT

This present work investigated the influence of black rice anthocyanins as antioxidants on the oxidation stability of oil. Malonic acid, succinic acid and succinic anhydride were grafted on black rice anthocyanins through acylation method to improve their antioxidant activity in oil. The results from fourier transform infrared spectroscopy (FTIR) showed new absorption peaks near 1744 cm -1 and 1514 cm -1 , which implied that malonic acid, succinic acid and succinic anhydride grafted on the -OH of glucoside and rutinoside through esterification reaction and resulted that the polarity of these were reduced. Total content of anthocyanin (TAC) decreased to 166. 3 mg/g, 163.7 mg/g and 150.2 mg/g, respectively after modification with succinic acid, malonic acid and succinic anhydride. Compared with native anthocyanins, the acylation of black rice anthocyanins partially reduced its antioxidant activity. In addition, DPPH clearance of molecular modified anthocyanins decreased to 62.6% (San-An). As revealed in the oil stability through the determination of primary oxidation products (PV) and secondary oxidation products (p-AV), Sa-An, Ma-An and San-An showed stronger antioxidant activity in Schaal oven accelerated oxidation test during 12 days than native black rice anthocyanin in both corn oil and flaxseed oil. Molecular modified black rice anthocyanins are expected to be used as colorants, antioxidants, etc. in oil-rich food.


Subject(s)
Anthocyanins , Antioxidants , Oryza , Oxidation-Reduction , Anthocyanins/chemistry , Anthocyanins/pharmacology , Antioxidants/pharmacology , Oryza/chemistry , Acylation , Plant Oils/chemistry , Plant Oils/pharmacology , Spectroscopy, Fourier Transform Infrared
12.
Food Res Int ; 183: 114195, 2024 May.
Article in English | MEDLINE | ID: mdl-38760130

ABSTRACT

Anthocyanins are polyphenolic compounds that provide pigmentation in plants as reflected by pH-dependent structural transformations between the red flavylium cation, purple quinonoidal base, blue quinonoidal anion, colourless hemiketal, and pale yellow chalcone species. Thermodynamically stable conditions of hydrated plant cell vacuoles in vivo correspond to the colourless hemiketal, yet anthocyanin colour expression appears in an important variety of hues within plant organs such as flowers and fruit. Moreover, anthocyanin colour from grape berries is significant in red winemaking processes as it plays a crucial role in determining red wine quality. Here, nonlinear ordinary differential equations were developed to represent the evolution in concentration of various anthocyanin species in both monomeric (chemically reactive) and self-associated (temporally stable) forms for the first time, and simulations were verified experimentally. Results indicated that under hydrating conditions, anthocyanin pigmentation is preserved by self-association interactions, based on pigmented monomeric anthocyanins experiencing colour loss whereas colour-stable self-associated anthocyanins increase in concentration nonlinearly over time. In particular, self-association of the flavylium cation and the quinonoidal base was shown to influence colour expression and stability within Geranium sylvaticum flower petals and Vitis vinifera grape skins. This study ultimately characterises fundamental mechanisms of anthocyanin stabilisation and generates a quantitative framework for anthocyanin-containing systems.


Subject(s)
Anthocyanins , Color , Vitis , Anthocyanins/metabolism , Vitis/chemistry , Kinetics , Wine/analysis , Fruit/chemistry , Hydrogen-Ion Concentration , Nonlinear Dynamics
13.
Sci Rep ; 14(1): 11082, 2024 05 15.
Article in English | MEDLINE | ID: mdl-38744893

ABSTRACT

To investigate the effect of horsetail extract containing high silicon on morphological traits, growth, content, and compositions of essential oil of sweet basil (Ocimum basilicum L.) an experiment turned into carried out in the shape of a randomized complete block design with three replications. Foliar treatment of horsetail extract with zero, 0.5, 1, and 2% concentrations was applied on 6-8 leaf plants. The assessed traits include plant height, number of leaves per plant, number of sub-branches, leaf area index, plant fresh weight, plant dry weight, total anthocyanin, the content of total phenol and total flavonoid, antioxidant activity, essential oil content, and compounds were measured. The findings demonstrated that the increase of silicon-containing horsetail extract enhanced the improved increase in growth and phytochemical trait values. The use of horsetail extract in the 2% treatment increased plant height, the number of leaves per plant, the number of sub-branches, leaf area index, fresh weight, and dry weight of the plant by 49.79, 45.61, 91.09, 99.78, 52.78 and 109.25%, respectively, compared to the control. The highest content of total phenol (2.12 mg GAE/g DW), total flavonoid (1.73 mg RE/g DW), total anthocyanin (0.83 mg C3G/g DW), and antioxidant activity (184.3 µg/ml) was observed in the 2% extract treatment. The content of essential oil increased with increasing the concentration of horsetail extract, so the highest amount of essential oil was obtained at the concentration of 2%, which increased by 134.78% compared to the control. By using GC-MS, the essential oil was analyzed. The main components of the essential oil include methyl eugenol (12.93-25.93%), eugenol (17.63-27.51%), 1,8-cineole (15.63-20.84%), linalool (8.31-19.63%) and (Z)-caryophyllene (6.02-14.93%). Increasing the concentration of horsetail extract increased the compounds of eugenol, 1,8-cineole, and linalool in essential oil compared to the control, but decreased the compounds of methyl eugenol and (Z)-caryophyllene. Foliar spraying of horsetail extract, which contains high amounts of silicon, as a stimulant and biological fertilizer, can be a beneficial ingredient in increasing the yield and production of medicinal plants, especially in organic essential oil production.


Subject(s)
Antioxidants , Ocimum basilicum , Oils, Volatile , Plant Extracts , Plant Leaves , Oils, Volatile/chemistry , Oils, Volatile/pharmacology , Ocimum basilicum/chemistry , Ocimum basilicum/growth & development , Plant Extracts/chemistry , Plant Extracts/pharmacology , Antioxidants/analysis , Antioxidants/pharmacology , Plant Leaves/chemistry , Plant Leaves/growth & development , Flavonoids/analysis , Phenols/analysis , Anthocyanins/analysis
14.
Molecules ; 29(9)2024 Apr 30.
Article in English | MEDLINE | ID: mdl-38731555

ABSTRACT

Anthocyanins are colored water-soluble plant pigments. Upon consumption, anthocyanins are quickly absorbed and can penetrate the blood-brain barrier (BBB). Research based on population studies suggests that including anthocyanin-rich sources in the diet lowers the risk of neurodegenerative diseases. The copigmentation caused by copigments is considered an effective way to stabilize anthocyanins against adverse environmental conditions. This is attributed to the covalent and noncovalent interactions between colored forms of anthocyanins (flavylium ions and quinoidal bases) and colorless or pale-yellow organic molecules (copigments). The present work carried out a theoretical study of the copigmentation process between cyanidin and resveratrol (CINRES). We used three levels of density functional theory: M06-2x/6-31g+(d,p) (d3bj); ωB97X-D/6-31+(d,p); APFD/6-31+(d,p), implemented in the Gaussian16W package. In a vacuum, the CINRES was found at a copigmentation distance of 3.54 Å between cyanidin and resveratrol. In water, a binding free energy ∆G was calculated, rendering -3.31, -1.68, and -6.91 kcal/mol, at M06-2x/6-31g+(d,p) (d3bj), ωB97X-D/6-31+(d,p), and APFD/6-31+(d,p) levels of theory, respectively. A time-dependent density functional theory (TD-DFT) was used to calculate the UV spectra of the complexes and then compared to its parent molecules, resulting in a lower energy gap at forming complexes. Excited states' properties were analyzed with the ωB97X-D functional. Finally, Shannon aromaticity indices were calculated and isosurfaces of non-covalent interactions were evaluated.


Subject(s)
Anthocyanins , Density Functional Theory , Resveratrol , Anthocyanins/chemistry , Resveratrol/chemistry , Thermodynamics , Models, Molecular , Water/chemistry
15.
Food Funct ; 15(11): 6189-6198, 2024 Jun 04.
Article in English | MEDLINE | ID: mdl-38771590

ABSTRACT

A dynamic compressed fluid-based separation process combining carbon dioxide and ethanol was explored to isolate portisins previously hemi-synthesized from blueberry surplus anthocyanins. The influence of process parameters such as pressure (100-500 bar), temperature (40-60 °C), and ethanol content in the compressed fluid mixture (20-50 wt%) on extraction yield, portisins yield, and portisins content in the extract was investigated. The two-step isolation process includes (1) a first step at 100 bar, 60 °C, and 20 wt% ethanol content in the compressed fluid mixture to remove the low polarity compounds; and (2) a second step at 500 bar, 40 °C, and 100 wt% ethanol to recover portisins, resulting in a 1.5-fold increase in portisins content. The performance of the two-step separation process was compared to centrifugal partitional chromatography and conventional reverse phase liquid chromatography already reported in terms of portisins content in the extract, process throughput, process efficiency, and total solvent used. The two-step separation process decreased the total solvent used, although with a decrease in the throughput and efficiency. Nevertheless, the choice of the best separation technology depends on the application, as these techniques result in different portisins purities. Overall, this study contributed to a scalable and more sustainable process for natural colorant production, specifically focusing on blue pigments, with several industrial applications.


Subject(s)
Anthocyanins , Blueberry Plants , Plant Extracts , Blueberry Plants/chemistry , Anthocyanins/isolation & purification , Anthocyanins/chemistry , Plant Extracts/chemistry , Fruit/chemistry
16.
Int J Biol Macromol ; 270(Pt 2): 132463, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38772460

ABSTRACT

To enhance the amine-sensitivity of intelligent films for accurate monitoring of chilled meat freshness, different additions (0, 1, 2, 3 wt%) of MIL-100(Fe) were incorporated into the matrix composed of anthocyanins (ANs) and pectin (P). Results indicated that the tensile strength, thermal stability, barrier performance and absorption capacity of the films with MIL-100(Fe) were improved significantly (p < 0.05). Especially, the film with 2 % MIL-100(Fe) exhibited the best performance due to its compact structure and the highest crystallinity. Additionally, adsorption isotherms of the films with MIL-100(Fe) were fitted on the Langmuir and the Freundlich isotherm, and adsorption kinetics were fitted on the pseudo-second-order model and Elovich model, respectively (R2 > 0.96), suggesting a combined mechanism of chemisorption and intraparticle diffusion. Besides, when the films were exposed in ammonia environment, they changed color from purple to blue-violet, finally to green. Ultimately, film with 2 % MIL-100(Fe) was used to monitor the chilled meat freshness, as expected, similar color variation was observed at three stages of meat freshness (fresh, sub-fresh, and spoiled), which enabled the accurate differentiation of meat freshness. Thus, films with MIL-100(Fe) demonstrated the potential to be amine-sensitive intelligent packaging for monitoring chilled meat freshness in real time.


Subject(s)
Anthocyanins , Pectins , Anthocyanins/chemistry , Pectins/chemistry , Amines/chemistry , Food Packaging/methods , Meat/analysis , Adsorption , Animals , Kinetics , Tensile Strength , Color , Food Preservation/methods
17.
Int J Biol Macromol ; 270(Pt 2): 132464, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38772469

ABSTRACT

A series of intelligent films with pH-responsive properties were prepared using Padus virginiana peel extract (PVE) as a smart response factor, κ-carrageenan (κC) as a matrix, and complexed with rice straw lignin (SL). Following the addition of 5 mL PVE at a concentration of 430.99 mg/L, tensile strength and elongation at break of the films increased to a maximum value of 21.25 ± 0.75 MPa and 24.04 ± 0.69 %, respectively. The water vapour permeability of the films decreased with increasing PVE addition, and the minimum value was 5.85 ± 0.09 × 10-11 g m-1 s-1 Pa-1. All the films had favourable thermal stability, transparency, haze and antioxidant properties. PVE-containing films all exhibited excellent pH and ammonia response properties. The higher the humidity of the environment, the faster the ammonia response, and the films were capable of rapid discoloration at 75 % relative humidity. κC/SL-PVE5 can be used to monitor the freshness of chicken breast meat. When the total volatile basic nitrogen of chicken breast meat was increased to 14.27 mg/100 g, κC/SL-PVE5 changed from pink to greyish-yellow. In conclusion, κC/SL-PVE intelligent films hold great promise for real-time monitoring of meat freshness.


Subject(s)
Anthocyanins , Carrageenan , Chickens , Lignin , Carrageenan/chemistry , Animals , Lignin/chemistry , Anthocyanins/chemistry , Hydrogen-Ion Concentration , Food Packaging/methods , Antioxidants/chemistry , Permeability , Meat/analysis , Tensile Strength , Steam
18.
Food Chem ; 451: 139495, 2024 Sep 01.
Article in English | MEDLINE | ID: mdl-38692244

ABSTRACT

Our previous study revealed stem inclusion fermentation reduced anthocyanin, and increased tannin and aroma compounds responsible for green notes. This study further investigated the effect of clone selection and whole bunch fermentation on Pinot noir wine composition, with focus on tannin composition. Three treatments were conducted using two clones (AM10/5 and UCD5) in 2021 and 2022: 100% destemmed (DS), 30% whole bunch (WB30), and 60% whole bunch (WB60). WB60 increased stem and skin derived tannins but reduced seed derived tannin proportion in wines. Clone selection had an impact on tannin composition and an even greater impact on tannin concentration, colour, and aroma compounds. AM10/5 produced wines with higher tannin, polymeric pigments and darker colour. AM10/5 wines also had higher concentration of phenylethyl alcohol, but lower concentrations of 3-isobutyl-2-methoxypyrazine and ethyl esters, indicating more floral but less fruity and green notes.


Subject(s)
Color , Fermentation , Odorants , Tannins , Wine , Wine/analysis , Tannins/analysis , Odorants/analysis , Pinus/chemistry , Volatile Organic Compounds/chemistry , Fruit/chemistry , Anthocyanins/analysis , Anthocyanins/chemistry
19.
Nutrients ; 16(10)2024 May 07.
Article in English | MEDLINE | ID: mdl-38794640

ABSTRACT

Anthocyanins have gained significant popularity in recent years for their diverse health benefits, yet their limited bioavailability poses a challenge. To address this concern, technologies have emerged to enhance anthocyanin concentration, often isolating these compounds from other food constituents. However, the extent to which isolated anthocyanins confer health benefits compared to their whole-food counterparts remains unclear. This review explores the current literature on anthocyanin bioavailability and metabolism in the body, with a focus on comparing bioavailability when consumed as extracts versus whole foods rich in anthocyanins, drawing from in vitro, in vivo, and human clinical studies. While direct comparisons between anthocyanin bioavailability in whole foods versus isolates are scarce, prevailing evidence favours whole-food consumption over anthocyanin extracts. Further clinical investigations, preferably with direct comparisons, are needed to validate these findings and elucidate the nuanced interplay between anthocyanins and food matrices, informing future research directions and practical recommendations.


Subject(s)
Anthocyanins , Biological Availability , Plant Extracts , Anthocyanins/pharmacokinetics , Humans , Plant Extracts/pharmacokinetics , Animals
20.
Nutrients ; 16(10)2024 May 12.
Article in English | MEDLINE | ID: mdl-38794696

ABSTRACT

An ever-growing volume of data supports the important role of dietary interventions in cancer prevention and the beneficial effects of plant secondary metabolites in solid tumor therapeutics [...].


Subject(s)
Anthocyanins , Carcinoma, Non-Small-Cell Lung , Lung Neoplasms , Humans , Carcinoma, Non-Small-Cell Lung/prevention & control , Lung Neoplasms/prevention & control
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