Caftaric Acid Research Articles

Beyond natural rubber: Taraxacum kok-saghyz and Taraxacum brevicorniculatum as sources of bioactive compounds

Taraxacum kok-saghyz (TKS) and T. brevicorniculatum (TB) are broadly investigated as natural rubber-producing plants and possible alternative supply sources for this relevant raw material. To fully exploit Taraxacum as a profitable crop, all the potential co-products should be investigated, through in-depth analysis of metabolites present in different organs of the plant. In the present study, natural rubber (NR), inulin, and resin content was measured by accelerated solvent extraction from the roots of TB and TKS, highlighting a 5-fold more content of NR in TKS compared to TB. Moreover, the chemical composition of both acetone and methanolic extracts from the roots and leaves of TKS and TB has been characterized by ultra-high-pressure liquid chromatography/tandem mass spectrometry (UHPLC-HRMS) technique and the content of target compounds between TKS and TB was also compared. The analysis resulted in the detection of 55 metabolites, whose identification was discussed based on chemical classes and the extraction method. Thus, sesquiterpenoids, fatty acids and their derivatives, phenolic compounds, mainly caftaric and chicoric acid, were identified. Hence, both the leaves and roots of TB, and especially of TKS, are rich in a wide variety of high-value-added compounds exploitable along with NR and inulin to increase the commercial value of these two dandelion species.

The effect of Auxin IAA and sea algae extraction on oil characteristics and active compounds of (Ocimiumbasilicum L.)

In present study, Auxin (IAA) and sea algae extraction were used on Ocimiumbasilicum L. in a field in Tikrit University on 2013.Two factors were applied: A0 without spraying Auxin and A1spraying with 50 mg/L (IAA). The second factor was spraying sea algae extraction (Kelpak) in fourlevels: E0 without spraying, E1 spray of 1.5ml/L of sea algae (Kelpak), and E2 spray with 1.5 ml/L sea algae (ultrakelpa40), E3 spray 1.5+1.5ml/L mixed of sea algae (Kelpak and ultrakelpak40) together. The study designed by Randomised complete block design RCBD. Duncan’s test wasperformed to compare the medians of treatments with multi-limits at 5% possibility.
 The results showed: the treatments with 50mg/L of (IAA) and the combination treatment of 1.5+1.5 ml/L of sea algae (Kelpak and ultrakelpak40) caused a significant increase of physical properties of oil as follow: high level of specific gravity (0.902 gm/ml), high level of refractive index (1.252) and high level of oil concentration (1.021%)in compare with non treated plants with less level of specific gravity, refractive index and refractive index (0.876 gm/ml, 1.241, 0.74%) respectively. The results also showed that the treatment A1E1 significantly affected oil components and gave highest level of 2.5dimethoxybenzoic acid Ocimol(79.18), the treatment A0E3 caused highest level of Methyl eugenol (68.02), the treatment A0E2 gave highest level of Methycinammate (262.20) and Cubebene (159.88), the treatment A1E2 gave highest level of Linalool (204.99), the treatment A0E2 gave highest level of Geranyle acetate (342.61). The spraying with sea algae extract also affected those active substances as follow: the plants which treated with A1E1 gave the highest level of Caftaric acid (590.93) and Quercetin (213.17) in compare with the treatment of A1E3 that gavehighest level of Myriscetin (514.21) and highest level of both Kaempferol (916.27) and Anthraquimones (551.45), the treatment of A0E1 caused an increase in the concentrations of Rutine(477.12) and Quercetin (314.80) and Luteolin (285.09).

Extraction Optimization, Antioxidant, Cosmeceutical and Wound Healing Potential of Echinacea purpurea Glycerolic Extracts.

Echinacea purpurea is a plant with immunomodulating properties, often used in topical preparations for treatment of small superficial wounds. In the presented study, the best conditions for ultrasound-assisted extraction of caffeic acid derivatives (caftaric and cichoric acid) (TPA-opt extract), as well as the conditions best suited for preparation of the extract with high radical scavenging activity (RSA-opt extract), from E. purpurea aerial parts were determined. A Box-Behnken design based on glycerol content (%, w/w), temperature (°C), ultrasonication power (W) and time (min) as independent variables was performed. Antioxidant, antiaging and wound healing effects of the two prepared extracts were evaluated. The results demonstrate that glycerol extraction is a fast and efficient method for preparation of the extracts with excellent radical scavenging, Fe2+ chelating and antioxidant abilities. Furthermore, the extracts demonstrated notable collagenase, elastase and tyrosinase inhibitory activity, indicating their antiaging properties. Well-pronounced hyaluronidase-inhibitory activities, with IC50 values lower than 30 μL extract/mL, as well as the ability to promote scratch closure in HaCaT keratinocyte monolayers, even in concentrations as low as 2.5 μL extract/mL (for RSA-opt), demonstrate promising wound healing effects of E. purpurea. The fact that the investigated extracts were prepared using glycerol, a non-toxic and environmentally friendly solvent, widely used in cosmetics, makes them suitable for direct use in specialized cosmeceutical formulations.

Post-Distillation By-Products of Aromatic Plants from Lamiaceae Family as Rich Sources of Antioxidants and Enzyme Inhibitors.

There is currently no use for the vast quantities of post-distillation by-products, such as spent plant materials and residual waters, produced by the essential oil (EO) industry of aromatic herbs. In this study, the EOs of three Lamiaceae species (thyme, oregano, and basil) and their total, spent, and residual water extracts were phytochemically characterized and biologically assessed. The collected information was put through a series of analyses, including principal component analysis, heatmap analysis, and Pearson correlation analysis. Concerning the EOs, 58 volatile compounds were present in thyme (e.g., p-cymene, thymol), 44 compounds in oregano (e.g., thymol, carvacrol), and 67 compounds in basil (e.g., eucalyptol, linalool, estragole, (E)-methyl cinnamate). The LC-HRMS/MS analysis of the total, spent, and residual water extracts showed the presence of 31 compounds in thyme (e.g., quercetin-O-hexoside, pebrellin, eriodictyol), 31 compounds in oregano (e.g., rosmarinic acid, apigenin, kaempferol, salvianolic acids I, B, and E), and 25 compounds in basil (e.g., fertaric acid, cichoric acid, caftaric acid, salvianolic acid A). The EOs of the three Lamiaceae species showed the highest metal-reducing properties (up to 1792.32 mg TE/g in the CUPRAC assay), whereas the spent extracts of oregano and basil displayed very high radical-scavenging properties (up to 266.59 mg TE/g in DPPH assay). All extracts exhibited anti-acetylcholinesterase (up to 3.29 mg GALAE/g), anti-tyrosinase (up to 70.00 mg KAE/g), anti-amylase (up to 0.66 mmol ACAE/g), and anti-glucosidase (up to 1.22 mmol ACAE/g) effects. Thus, the present research demonstrated that both the raw extracts (EOs and total extracts) and the post-distillation by-products (spent material and residual water extracts) are rich in bioactive metabolites with antioxidant and enzyme inhibitory properties.

Preparative separation of eight phenolic acids from Echinacea purpurea L. Moench using pH-zone-refining counter-current chromatography and evaluation of their immunomodulatory effects and synergistic potential.

Phenolic acids headed by cichoric acid in Echinacea purpurea L. Moench show remarkable immunomodulatory effects. In this study, pH-zone-refining counter-current chromatography with a two-phase solvent system composed of EtOAc-ACN-H2O (4 : 1 : 5, v/v/v) (TFA (10 mM) in the upper phase and NH3·H2O (30 mM) in the lower phase) was applied to the pre-segmentation enrichment of 3.5 g of a crude sample of Echinacea purpurea L. Moench. Then two fractions of highly concentrated samples were further separated using EtOAc-H2O (1 : 1, v/v) and EtOAc-n-BuOH-ACN-H2O (3 : 1 : 1 : 5, v/v/v/v) solvent systems (TFA (10 mM) in the upper phase and NH3·H2O (10 mM) in the lower phase), separately. As a result, eight phenolic acids including cichoric acid were isolated successfully. Moreover, the immunomodulatory effects of the isolated compounds and the synergy of the binary and ternary compound combinations were first studied using CompuSyn software. And the ternary combination (caffeoyl tartaric acid + feruloyl tartaric acid + cichoric acid) showed a 94.91% synergistic inhibition rate of NO production released by LPS-induced RAW 264.7 cells. This study developed a strategy for the rapid preparative separation and purification of phenolic acids with complex components and large differences in content and provided a theoretical basis for the synergistic use of monomeric compounds in Echinacea purpurea L. Moench.

Phenolic composition of common produced raisins in Türkiye

This study aimed to determine individual phenolic compounds of common produced Turkish raisins. As material, Sultan 7, Antep Karasi and Razaki raisins were used. The HPLC method was performed for the analysis of 11 phenolic compounds. The major phenolic acid was trans-caftaric acid and the major flavan-3-ol was also (+)-catechin. The trans-caftaric acid varied between 21.56 and 46.84 µg/g in the samples and (+)-catechin between 2.21 and 74.12 µg/g. Caffeic acid was the second most abundant phenolic acid with 11.06-21.54 µg/g. The highest gallic acid, (+)-catechin, (-)-epicatechin, caffeic acid and quercetin hydrate concentrations were found in Razaki, and trans-caftaric acid, p-coumaric acid and trans-resveratrol in Antep Karasi. The trans-resveratrol was only detected in Antep Karasi raisin with 0.84 µg/g. The strong significant correlations were observed between investigated phenolic compounds. As result, the phenolic profiles of three Turkish raisins were revealed, and the correlations among these compounds were investigated. The findings on raisins indicated that Turkish raisins are a good source of polyphenols.

Distinct metabolic biomarkers to distinguish IgG4-related disease from Sjogren’s syndrome and pancreatic cancer and predict disease prognosis

BackgroundThe pathogenesis of immunoglobulin G4-related disease (IgG4-RD) remains unclear. IgG4-RD often mimics other diseases, including pancreatic cancer (PC) and Sjogren’s syndrome (SS), which may easily lead to misdiagnosis. This study was performed to explore the metabolite changes and potential biomarkers of IgG4-RD and other misdiagnosed diseases.MethodsUntargeted liquid chromatography–tandem mass spectrometry metabolomics profiling of plasma samples from a cohort comprising healthy controls (HCs) and patients with IgG4-RD (n = 87), PC (n = 33), and SS (n = 31) was performed. A random forest machine learning model was used to verify the relevance of the identified metabolites in the diagnosis of different diseases and the prediction of disease prognosis.ResultsThe ATP-binding cassette transporter pathway was found to be most closely related to IgG4-RD, which was significantly up-regulated in the IgG4-RD group than in all the matched groups. Five metabolites were proved to be valuable biomarkers for IgG4-RD. Caftaric acid, maltotetraose, d-glutamic acid, 1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphoserine, and hydroxyproline were useful in distinguishing between IgG4-RD, PC, SS, and HC [area under the curve (AUC) = 1]. A combination of phenylalanine betaine, 1-(1z-hexadecenyl)-sn-glycero-3-phosphocholine, Pi 40:8, uracil, and N1-methyl-2-pyridone-5-carboxamide showed a moderate value in predicting relapse in patients with IgG4-RD (AUC = 0.8).ConclusionsOur findings revealed the metabolite changes of IgG4-RD and provide new insights for deepening our understanding of IgG4-RD despite the lack of validation in external cohorts. Metabolomic biomarkers have significance in the clinical diagnosis and disease prognosis of IgG4-RD.

The Effect of Different Fining Treatments on Phenolic and Aroma Composition of Grape Musts and Wines

The study evaluated the effect of different fining treatments such as oenological additives and the influence of oxygen and hyperoxygenation on the phenolic and aroma composition of grape musts and wines. The oxidative method, hyperoxygenation and fining agents polyvinyl polypyrrolidone (PVPP), pea protein and chitosan were used for the removal of phenolic compounds compared to the control experiment. The content of phenolic substances was determined by high performance liquid chromatography. A total of 24 volatiles—higher alcohols, ethyl esters and acetate esters were determined using gas chromatography-mass spectrometry. A lower concentration of caftaric acid was observed in hyperoxygenated (0.21 mg·L−1), oxidated (0.37 mg·L−1), PVPP-treated (35.50 mg·L−1), pea protein-treated (42.56 mg·L−1) and chitosan-treated variants (44.40 mg·L−1), in contrast to the control must (caftaric acid 50.38 mg·L−1). In the final wine, the results were similar with a lower concentration of caftaric acid in hyperoxygenated (7.10 mg·L−1), oxidated (14.88 mg·L−1), PVPP-treated (23.49 mg·L−1), pea protein-treated (29.49 mg·L−1) and chitosan-treated variant (30.02 mg·L−1), in contrast to the control wine (caftaric acid 32.19 mg·L−1).

Influence of Caffeic and Caftaric Acid, Fructose, and Storage Temperature on Furan Derivatives in Base Wine.

The aim of this study was to determine the influence of caffeic and caftaric acid, fructose, and storage temperature on the formation of furan-derived compounds during storage of base wines. Base wines produced from Chardonnay grapes were stored at 15 and 30 °C for 90 days with additions of fructose, caffeic acid, and caftaric acid independently or in combinations. Wines were analyzed following 90 days of storage for: total hydroxycinnamic acids, degree of browning, caffeic acid and caftaric acid concentrations, and nine furan-derived compounds. Caffeic and caftaric acid additions increased homofuraneol concentration by 31% and 39%, respectively, at 15 °C (p < 0.05). Only the addition of caffeic acid increased furfural by 15% at 15 °C (p < 0.05). Results demonstrate that some furan derivatives over 90 days at 15 °C increased slightly with 5 mg/L additions of caffeic and caftaric acid. This is the first time the influence of hydroxycinnamic acids on furan-derived compounds has been reported during short-term aging of base wine at cellar temperature.

Deep eutectic solvent-based ultrasound-assisted extraction of polyphenols from Cosmos sulphureus

In this study, deep eutectic solvents-based ultrasound-assisted extraction (DES-UAE) was done for extraction of polyphenols from Cosmos sulphureus. Among seven kinds of DESs prepared, choline chloride-lactic acid (1:2) was considered as a good candidate for polyphenols extraction due to superior extraction performance. Subsequently, process parameters for DES-UAE were optimized by response surface methodology. The highest total polyphenolic content (TPC) was achieved at 47.5 ℃ temperature, 32.6% water content and 4.0 W/mL ultrasonic energy density. This was 21% higher than that acquired with conventional ethanol-based UAE. Furthermore, Pearson’s correlation coefficient revealed high correlation between TPC and antioxidant activity of extracts (r = 0.85). Moreover, HPLC analysis indicated that the substitution of DES for ethanol in UAE can effectively improve the individual concentrations in extracts of interested polyphenols (chlorogenic acid, caftaric acid, rutin and kaempferol) in the range of from 10.7% to 43.5%. In conclusion, this study implies that DES-UAE is a viable, sustainable, efficient and integrated technique to obtain polyphenols from Cosmos sulphureus. DES-UAE is instrumental for exploring the feasibility of commercial scale extraction of polyphenols.

Broad Antiviral Effects of Echinacea purpurea against SARS-CoV-2 Variants of Concern and Potential Mechanism of Action.

SARS-CoV-2 variants of concern (VOCs) represent an alarming threat as they show altered biological behavior and may escape vaccination effectiveness. Broad-spectrum antivirals could play an important role to control infections. The activity of Echinacea purpurea (Echinaforce® extract, EF) against (i) VOCs B1.1.7 (alpha), B.1.351.1 (beta), P.1 (gamma), B1.617.2 (delta), AV.1 (Scottish), B1.525 (eta), and B.1.1.529.BA1 (omicron); (ii) SARS-CoV-2 spike (S) protein-pseudotyped viral particles and reference strain OC43 as well as (iii) wild type SARS-CoV-2 (Hu-1) was analyzed. Molecular dynamics (MD) were applied to study the interaction of Echinacea's phytochemical markers with known pharmacological viral and host cell targets. EF extract broadly inhibited the propagation of all investigated SARS-CoV-2 VOCs as well as the entry of SARS-CoV-2 pseudoparticles at EC50's ranging from 3.62 to 12.03 µg/mL. The preventive addition of 25 µg/mL EF to epithelial cells significantly reduced sequential infection with SARS-CoV-2 (Hu-1) and OC43. MD analyses showed constant binding affinities to VOC-typical S protein variants for alkylamides, caftaric acid, and feruloyl-tartaric acid in EF extract and interactions with serine protease TMPRSS-2. EF extract demonstrated stable virucidal activity across seven tested VOCs, likely due to the constant affinity of the contained phytochemical substances to all spike variants. A possible interaction of EF with TMPRSS-2 partially would explain the cell protective benefits of the extract by the inhibition of membrane fusion and cell entry. EF may therefore offer a supportive addition to vaccination endeavors in the control of existing and future SARS-CoV-2 virus mutations.

Recovery of phenolic compounds from wine lees using green processing: Identifying target molecules and assessing membrane ultrafiltration performance

Winery wastes are rich in polyphenols with high added value to be used in cosmetics, pharmaceuticals, and food products. This work aims at recovering and purifying the polyphenolic fraction occurring in the malolactic fermentation lees generated during the production of Albariño wines. Phenolic acids, flavonoids, and related compounds were recovered from this oenological waste by green liquid extraction using water as the solvent. The resulting extract solution was microfiltered to remove microparticles and further treated by ultrafiltration (UF) using membranes of 30 kDa and 5 kDa molecular weight cut-offs (MWCOs). The feed sample and the filtrate and retentate solutions from each membrane system were analyzed by reversed-phase liquid chromatography (HPLC) with UV and mass spectrometric (MS) detection. The most abundant polyphenols in the extracts were identified and quantified, namely: caftaric acid with a concentration of 200 µg g−1 and trans-coutaric acid, cis-coutaric acid, gallic acid, and astilbin with concentrations between 15 and 40 µg g−1. Other minor phenolic acids and flavanols were also found. The UF process using the 30 kDa membrane did not modify the extract composition, but filtration through the 5 kDa poly-acrylonitrile membrane elicited a decrease in polyphenolic content. Hence, the 30 kDa membrane was recommended to further pre-process the extracts. The combined extraction and purification process presented here is environmentally friendly and demonstrates that malolactic fermentation lees of Albariño wines are a valuable source of phenolic compounds, especially phenolic acids.

Application of HPLC Fingerprint Combined with Chemical Pattern Recognition and Multi-Component Determination in Quality Evaluation of Echinacea purpurea (L.) Moench.

Echinacea purpurea (EP) is a common medicinal material for extracting anti-RSV components. However, up to now, there has been no effective and simple method to comprehensively reflect the quality of EP. In our current study, the quality of Echinacea purpurea (L.) Moench samples from six different cultivation locations in China was evaluated by establishing a high-performance liquid chromatography (HPLC) fingerprint, combining chemical pattern recognition and multi-component determination. In this study, the chemical fingerprints of 15 common peaks were obtained using the similarity evaluation system of the chromatographic fingerprints of traditional Chinese medicine (2012A Edition). Among the 15 components, three phenolic acids (caftaric acid, chlorogenic acid and cichoric acid) were identified and determined. The similarity of fingerprints of 16 batches of Echinacea purpurea (L.) Moench samples ranged from 0.905 to 0.998. The similarity between fingerprints of five batches of commercially available Echinacea pupurea (L.) Moench and the standard fingerprint ”R” ranged from 0.980 to 0.997, which proved the successful establishment of the fingerprint. PCA and HCA were performed with the relative peak areas of 15 common peaks (peak 3 as the reference peak) as variables. Anhui and Shaanxi can be successfully distinguished from the other four cultivation areas. In addition, the index components of caftaric acid, chlorogenic acid and cichoric acid were in the range of 1.77–8.60 mg/g, 0.02–0.20 mg/g and 2.27–15.87 mg/g. The results of multi-component index content determination show that the contents of the Shandong cultivation area were higher, followed by Gansu, Henan and Hebei, and the lowest were Anhui and Shaanxi. The results are consistent with PCA and HCA, which proved that the quality of Echinacea purpurea (L.) Moench from different origins was different. HPLC fingerprint combined with chemical pattern recognition and multi-component content determination was a reliable, comprehensive and prospective method for evaluating the quality of Echinacea purpurea (L.) Moench. This method provides a scientific basis for the quality control and evaluation of Echinacea purpurea (L.) Moench.

A Bio-Guided Screening for Antioxidant, Anti-Inflammatory and Hypolipidemic Potential Supported by Non-Targeted Metabolomic Analysis of Crepis spp.

This study was designed to evaluate the chemical fingerprints and the antioxidant, anti-inflammatory and hypolipidemic activity of selected Crepis species collected in Greece, namely, C. commutata, C. dioscoridis, C. foetida, C. heldreichiana, C. incana, C. rubra, and Phitosia crocifolia (formerly known as Crepis crocifolia). For the phytochemical analyses, sample measurements were carried out by using nuclear magnetic resonance (NMR) spectroscopy and liquid chromatography coupled with mass spectrometry (LC-MS). Τhe extracts were evaluated both in vitro (radical scavenging activity: DPPH assay and total phenolic content: Folin–Ciocalteu) and in vivo (paw edema reduction and hypolipidemic activity: experimental mouse protocols). Among the tested extracts, C. incana presented the highest gallic acid equivalents (GAE) (0.0834 mg/mL) and the highest antioxidant activity (IC50 = 0.07 mg/mL) in vitro, as well as the highest anti-inflammatory activity with 32% edema reduction in vivo. Moreover, in the hypolipidemic protocol, the same extract increased plasma total antioxidant capacity (TAC) by 48.7%, and decreased cholesterol (41.3%) as well as triglycerides (37.2%). According to fractionation of the extract and the phytochemical results, this biological effect may be associated with the rich phenolic composition; caffeoyl tartaric acid derivatives (cichoric and caftaric acid) are regarded as the most prominent bioactive specialized metabolites. The present study contributes to the knowledge regarding the phytochemical and pharmacological profile of Crepis spp.

Assessing the Phytochemical Profile and Potential of Traditional Herbal Infusions against Aldose Reductase through In Silico Studies and LC-MS/MS Analysis

In the current market, there is a growing interest in traditional herbal nutraceuticals. Therefore, herbal formulations have re-emerged as products with sought-after nutraceutical and disease-preventing properties. The health-promoting effects of herbal bioactives are attributed to the active phytoconstituents of these plants. Thus, the aim of the present study was to evaluate the putative nutraceutical effectiveness of the preparations of ten herbs (chamomile, purple coneflower, lemon verbena, pennyroyal, spearmint, oregano, marjoram, headed savory, sea buckthorn, and St. John’s wort) by combining in silico techniques and LC-MS/MS analysis. The binding potential of the selected phenolic compounds, according to literature and web databases, was investigated by using molecular target prediction tools. Aldose reductase (AR), an enzyme of polyol pathway which is related to hyperglycemic-induced pathologies, emerged as the most promising molecular target. The molecular docking results showed that rosmarinic acid, caftaric acid, naringenin, and quercetin presented the highest binding affinity. In a further step, the phytochemical profile of the examined infusions, obtained by LC-MS/MS analysis, revealed that the abovementioned compounds were present, mainly in the herbs of the Lamiaceae family, designating headed savory as the herbal infusion with possible significant inhibitory activity against AR.

Morphological, physiological, and secondary metabolic responses of Taraxacum officinale to salt stress

Salt stress has a major effect on growth and secondary metabolism in medicinal plants, however, the effect of salt stress on Taraxacum officinale F. H. Wigg. is still scarce. In this study, we evaluated the effects of salt stress on the physiology, morphology, phenolic acid accumulation, and expression of genes involved in phenolic acid biosynthesis in T. officinale. We found that plants grew well at 1 g kg−1 NaCl, and the state of photosystem Ⅱ (PSⅡ) and the organization of the chloroplasts at 0.5 g kg−1 NaCl showed no significant differences compared with the control. However, 2 g kg−1 and 4 g kg−1 NaCl inhibited growth and accelerated leaf senescence. At 4 g kg−1 NaCl, the fresh and dry weights decreased to 28% and 42% of the control, while chlorosis and necrosis were observed on the leaves. Furthermore, up-regulation of the expression of ToC3′H corresponded with an increase in the levels of caffeoylquinic acids (chlorogenic acid and isochlorogenic acid A) at NaCl concentration ≤ 1 g kg−1. Expressions of four phenolic acid biosynthesis genes, ToC4H, To4CL, ToHCT, and ToHQT, were down-regulated with increasing NaCl concentrations, consistent with the observed decreases in caftaric and cichoric acids. In summary, cultivation of T. officinale under mild salt stress (NaCl ≤ 1 g kg−1) is feasible and facilitates the accumulation of caffeoylquinic acids; thus this species may be recommended for saline soils.

Characterization of phenolic profile in dried grape skin of Vitis vinifera L. cv. Pinot Blanc with UHPLC-MS/MS and its development during ripening

Comprehensive phenolic composition of dried grape skin from cv. Pinot Blanc and its development during ripening is reported, with particular emphasis on flavonol glycosides profile. Extraction procedure and reversed-phase ultra-high-performance liquid chromatography-triple quadrupole mass spectrometry (UHPLC-QqQ-MS/MS) method were optimized and validated for the determination of 39 phenolic compounds belonging to different groups (flavonols, dihydroflavonols, benzoic and hydroxycinnamic acids, flavan-3-ols). Beside selected reaction monitoring (SRM) for analytes available as standards, flavonols and dihydroflavonols profile was furtherly explored performing precursor ion scan (PIS) with neutral loss (NL) for unavailable compounds. Quercetin-3-O-rutinoside occurred as major flavonol component, and rutinosides for kaempferol- and isorhamnetin- structures were also quantitable. Presence of different myricetin derivatives was unveiled, with myricetin-3-O-glucoside being quantifiable at all ripening time points. Besides high levels of astilbin, dihydroquercetins profile resulted highly complex. Moreover, ratio between caftaric and coutaric acid and between isomers of coutaric acid at harvest was uncommon if compared to other white cultivars.

Investigation of Brazilian grape juice metabolomic profile changes caused by methyl jasmonate pre‐harvest treatment

SummaryGrape juice is a major source of potential health‐promoting bioactive polyphenols, especially for children and those who do not consume wine. Since the subtropical climate may negatively affect the concentrations of grape polyphenols, especially anthocyanins, elicitors such as methyl jasmonate (MeJa) could be used to promote polyphenol biosynthesis. This work aimed at investigating the impact of MeJa treatment on grape juice produced via a traditional low‐cost process from two Vitis labrusca cultivars and in two Brazilian regions. The untargeted LC–MS analytical protocol demonstrated that Isabel Precoce juices strongly benefited from MeJa treatment, especially regarding their anthocyanic profile, regardless of the cultivation region. Known MeJa markers in wine and V. vinifera grapes (flavanols, flavonols and stilbenes) in this experiment had mixed behaviours depending on the region/variety/cultivation. Moreover, it was found that all the detected hydroxycinnamates were influenced by the treatment, especially the concentration of their glucosides, which was increased. Glutathione, 2‐S‐glutathionyl caftaric acid and indole lactic acid glucoside were identified for the first time as MeJa treatment biomarkers in grape products, indicating a possible positive effect on juice antioxidant properties.

EVALUATION OF PHENOLIC COMPOUNDS IN WHITE WINES TREATED WITH ENZYMES

Wine's quality is influenced both by the grape characteristics and winemaking protocols. Awareness of the significant role of enzymes preparations in beverages technologies contributes to the optimization of the manufacturing process, for improving the chemical composition of the resulting wine and its organoleptic properties. This paper focuses on monitoring the impact of different commercial enzymes (pectinases and β-glycosides) on the main phenolic compounds content of Sauvignon blanc wines. For this experiment, ten phenolic compounds were quantified using a liquid-chromatography (LC) system coupled with ion trap mass spectrometer. The results indicated a significant influence of enzymes on wine’s phenolic fraction. Experimental samples presented high content in protocatechuic acid (9.99 - 13.75 μg/mL) and caftaric acid (2.69 - 9.80 μg/mL). The use of pectinases lead to an increase of phenolic compound’s concentration compared to the control.

Comparative Analyses of Few West Turkish Varieties of Pomegranate (Punica granatum L.) Peels for Phenolic Content Using Liquid Chromatography

In this work, the amounts of phenolic compounds in the peels of four different pomegranate varieties grown in Özdere-İzmir, Turkey were investigated for the first time. Three different extraction processes namely reflux, ultrasonic bath and mixing, were carried out with dry and fresh pomegranate peels for two different periods of 4 and 12 h. The best results for ellagic acid, hesperidin, and quercetin, except resveratrol, were observed in refluxing extraction in MeOH. It is seen that the amounts of ellagic acid obtained from the dry samples are quite good in shorter extraction time (4-h) as 2778, 3376, 5024 and 3115 µg/g, when compared to fresh samples where reduced amounts were obtained as 973, 2046, 3232 and 1822 µg/g. Similarly, the highest ellagic acid quantities were observed in dry and fresh samples as named of İzmir 8; 2624 µg/g and 8761 µg/g, respectively by using HPLC-DAD for longer extraction time (12-h) which was found to negatively affect the phenolics for fresh samples. In fresh samples, extraction is rapid and long heating causes deterioration. As expected, the amount of ellagic acid was higher in the dry ones. The flavonoids hesperidin and quercetin were detected in quite well amounts for most of the samples, also hesperidin was in high as about 85.5 and 73.3 µg/g in one of the samples. Fifteen different phenolics such as ellagic acid, hesperidin, quercetin, resveratrol, catechin, epicatechin, gallocatechin, epigallocatechin, epicatechin gallate, epigallocatechin gallate, cyanidin, delphinidin, malvidin, myricetin, caffeic acid, caftaric acid, p-coumaric acid, gallic acid and ferulic acid were investigated. The antioxidant activity and total phenolic content analyses were also conducted in the methanolic supernatant extracts. DPPH inhibitions of all extracts varied from 47.22% to 93.83% at 4-h and from 36.88% to 94.96% at 12-hour extractions. Furthermore, ANOVA analyzes for ellagic acid and some catechin derivatives was conducted.