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1.
J Am Nutr Assoc ; 42(1): 36-54, 2023 01.
Artigo em Inglês | MEDLINE | ID: mdl-34686109

RESUMO

OBJECTIVE: It was aimed at determining which polyphenolic compound(s) in pomegranate mesocarp extract (PME) is liable for the antioxidant, anti-glycation and anti-CD36 activities. METHODS: The PME was fractionated using liquid-liquid extraction method. The fractions were tested for their polyphenolic content, antioxidant potency, anti-glycation activity and anti-CD36 potential. The metabolite compositions of PME and derived fractions were investigated in an untargeted manner using metabolomics in relation to its antioxidant and anti-glycation activities. RESULTS: The ethyl acetate and n-butanol fractions of the pomegranate mesocarp demonstrated highest antioxidant and anti-glycation potencies. These fractions, represented by gallic and ellagic acids monomers, were enriched in tannins and phenolic acids. Orthogonal partial least squares discriminate analysis (OPLS-DA) modeling of ultra-performance liquid chromatography-mass spectrometry (UPLC-MS) metabolite profiles from the different pomegranate mesocarp fractions indicated that gallic and ellagic acids were potential contributors to the antioxidant and anti-glycation effects of the pomegranate mesocarp. At cellular level, the polyphenolic-rich crude extract as well as the ethyl acetate, n-butanol and aqueous residual fractions suppressed the protein expression of CD36. The anti-CD36 activity of these extracts and fractions was attributed to the presence of punicalagin, the ellagitannins that occurred in equal amount in the different fractions. CONCLUSION: This work demonstrated the protective effect of the non-edible part of the pomegranate fruit and showed that gallic and ellagic acids account for the antioxidant and anti-glycation activities while punicalagin is liable for the anti-CD36 activity of PME.


Assuntos
Lythraceae , Punica granatum , Antioxidantes/análise , Lythraceae/química , Extratos Vegetais/farmacologia , 1-Butanol , Cromatografia Líquida , Espectrometria de Massas em Tandem , Ácido Elágico/análise
2.
Molecules ; 27(20)2022 Oct 14.
Artigo em Inglês | MEDLINE | ID: mdl-36296486

RESUMO

Alzheimer's disease is the most common neurodegenerative disease, characterized by memory loss and cognitive dysfunction. Raspberry fruits contain polyphenols which have antioxidant and anti-inflammatory properties. In this study, we used molecular imprinting technology to efficiently isolate phenolic components from the raspberry ethyl acetate extracts. Six phenolic components (ellagic acid, tiliroside, kaempferol-3-o-rutoside, gallic acid, ferulic acid and vanillic acid) were identified by UPLC-Q-TOF-MS analysis. Molecular docking was used to predict the anti-inflammatory effects and anti-Alzheimer's potential of these isolated compounds, which showed a good binding ability to diseases and related proteins. However, the binding energy and docking fraction of ellagic acid, tiliroside, and kaempferol-3-o-rutoside were better than those of gallic acid, ferulic acid and vanillic acid. Additionally, by studying the effects of these six phenolic components on the LPS-induced secretion of inflammatory mediators in murine microglial (BV2) cells, it was further demonstrated that they were all capable of inhibiting the secretion of NO, IL-6, TNF-α, and IL-1ß to a certain extent. However, ellagic acid, tiliroside, and kaempferol-3-o-rutoside have better inhibitory effects compared to others. The results obtained suggest that the phenolic components extracted from ethyl acetate extracts of raspberry by molecularly imprinted polymers have the potential to inhibit the progression of Alzheimer's disease.


Assuntos
Impressão Molecular , Doenças Neurodegenerativas , Rubus , Camundongos , Animais , Rubus/química , Antioxidantes/química , Quempferóis/farmacologia , Ácido Elágico/farmacologia , Ácido Elágico/análise , Simulação de Acoplamento Molecular , Fator de Necrose Tumoral alfa , Ácido Vanílico/farmacologia , Polímeros Molecularmente Impressos , Interleucina-6 , Lipopolissacarídeos , Extratos Vegetais/química , Anti-Inflamatórios/farmacologia , Ácido Gálico/farmacologia , Rutina , Mediadores da Inflamação
3.
J Sci Food Agric ; 102(13): 5891-5902, 2022 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-35437748

RESUMO

BACKGROUND: The different parts of pomegranate fruit are considered a powerful mixture of bioactive compounds yet the peels and pulps of the fruits are usually discarded and considered as industrial waste. In this work, ultra-performance liquid chromatography coupled with triple quadrupole mass spectrometry (UPLC-QqQ-MS) was utilized for metabolomics analysis of different parts (peel, pulp, seed and juice) of pomegranate fruit cultivars to verify possible variations among the fruits and their waste products as potential sources of functional constituents. RESULTS: Orthogonal projection to latent structure-discriminant analysis (OPLS-DA) coefficient-plot showed enrichment of phenolic compounds such as punicalagin and ellagic acid derivatives in pulp samples while seeds class was enriched in phlorizin, catechin and quercetin, juice class showed abundance of naringenin and pelargonidin-3-pentoside while peels were enriched in anthocyanins and flavonoids including cyanidin diglycoside, quercetin and luteolin glycosides. Although the juice samples of almost all tested cultivars showed remarkable cytotoxic activity, the pulp samples, particularly the Manfalouti cultivar, exhibited the most potent [half maximal inhibitory concentration (IC50 ) = 2.367 ± 0.14 µg/mL in MCF-7, IC50  = 3.854 ± 0.23 µg/mL in Hep-G2 cell lines]. OPLS models were constructed for determination of cytotoxicity-associated metabolites among where the coefficients plots revealed tannins; granatin A, ellagic acid derivatives, punicalagin α and ß, in addition to anthocyanins and phenolic compounds; cyanidin diglycoside, quercetin, phlorizin, 3-O-caffeoylquinic acid, naringenin and liquiritin were more pertinent with cytotoxicity of the different parts of pomegranate fruit. CONCLUSION: The results obtained allow for the full utilization of the resources of pomegranate fruit and its industrial waste as sources of bioactive compounds. © 2022 Society of Chemical Industry.


Assuntos
Lythraceae , Punica granatum , Antocianinas/análise , Ácido Elágico/análise , Ácido Elágico/farmacologia , Frutas/química , Resíduos Industriais/análise , Lythraceae/química , Metabolômica , Fenóis/análise , Florizina/análise , Quercetina/análise , Resíduos/análise
4.
Molecules ; 27(7)2022 Mar 26.
Artigo em Inglês | MEDLINE | ID: mdl-35408544

RESUMO

Industrial processing of raspberry juice and wine generates considerable byproducts of raspberry pomace. Ellagic acids/ellagitannins, being characterized by their antioxidant and antiproliferation properties, constitute the majority of polyphenolics in the pomace and are valuable for recovery. In the present study, we developed a novel procedure with sodium bicarbonate assisted extraction (SBAE) to recover ellagic acid from raspberry wine pomace. Key parameters in the procedure, i.e., sodium bicarbonate concentration, temperature, time and solid/liquid (S/L) ratio, were investigated by single factor analysis and optimized subsequently by Response Surface Methodology (RSM). Optimal parameters for the SBAE method here were found to be 1.2% (w/v) NaHCO3, 1:93 (w/v) S/L ratio, 22 min and 100 °C. Under these conditions, the ellagic acid yield was 6.30 ± 0.92 mg/g pomace with an antioxidant activity of 79.0 ± 0.96 µmol Trolox eq/g pomace (DPPH assay), which are 2.37 and 1.32 times the values obtained by extraction with methanol-acetone-water solvent, respectively. The considerable improvement in ellagic acid extraction efficiency could be highly attributed to the reactions of lipid saponification and ellagitannin hydrolysis resulted from sodium bicarbonates. The present study has established an organic solvent-free method for the extraction of ellagic acid from raspberry wine pomace, which is feasible and practical in nutraceutical applications.


Assuntos
Rubus , Vinho , Antioxidantes/análise , Ácido Elágico/análise , Rubus/química , Bicarbonato de Sódio , Solventes/análise , Vinho/análise
5.
Nutr Neurosci ; 25(10): 2149-2166, 2022 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-34369317

RESUMO

Objectives: We aimed to investigate the protective potential of Punica granatum L. fruit rind extract (PFE) containing punicalagin (10.3% W/W), ellagic acid (EA) (2.7%W/W) in vincristine (75 µg/kg i.p.)- induced neuropathic pain in Wistar rats.Methods: Docking simulation studies were done on the three-dimensional (3D) structure of the GABAA and PPAR γ receptor for the binding of EA as well as punicalagin docking studies on TNF-α, and IL-6. The Present Study conceptualized a test battery to evaluate the behavioral, biochemical and histological changes.Results: Vincristine -induced significant cold allodynia, mechanical hyperalgesia, and functional deficit on 12th and 21st days. It also increased in the levels of TNF-α (Tumor necrosis factor-α), IL-6 (Interleukin-6), and MPO (Myeloperoxidase). Administration of PFE (100 and 300 mg/kg, p.o.), EA (50 mg/kg), and gabapentin (100 mg/kg) attenuated Vincristine-induced behavioral and biochemical changes significantly (P < .05). PFE showed better antinociceptive activity to EA. The histopathological evaluation also revealed the protective effects of PFE. Pretreatment of bicuculline (selective antagonist of GABAA receptors) reversed antinociceptive action of PFE, but administration of γ aminobutyric acid potentiated the action of PFE. PPAR-γ antagonist BADGE did not modify the effect of PFE. Docking results revealed that EA properly positioned into GABA and PPARγ binding site and acts as a partial agonist. Docking score of Punicalagin found to be - 9.02 kcal/mol and - 8.32 kcal/mol on IL-6 and TNFα respectively.Discussion: Conclusively, the attenuating effect of PFE may be attributed to the GABAergic system, cytokine inhibition, and anti-inflammatory activities.


Assuntos
Lythraceae , Neuralgia , Punica granatum , Analgésicos , Animais , Anti-Inflamatórios/farmacologia , Bicuculina/análise , Bicuculina/uso terapêutico , Citocinas , Ácido Elágico/análise , Ácido Elágico/farmacologia , Ácido Elágico/uso terapêutico , Frutas/química , Gabapentina/análise , Gabapentina/uso terapêutico , Taninos Hidrolisáveis , Interleucina-6/análise , Lythraceae/química , Neuralgia/induzido quimicamente , Neuralgia/tratamento farmacológico , Neuralgia/prevenção & controle , PPAR gama , Peroxidase/análise , Peroxidase/uso terapêutico , Extratos Vegetais , Ratos , Ratos Wistar , Fator de Necrose Tumoral alfa/análise , Vincristina/toxicidade
6.
Nutrients ; 13(7)2021 Jun 23.
Artigo em Inglês | MEDLINE | ID: mdl-34201484

RESUMO

The aim of this publication is to compile a summary of the findings regarding punicalagin in various tissues described thus far in the literature, with an emphasis on the effect of this substance on immune reactions. Punicalagin (PUN) is an ellagitannin found in the peel of pomegranate (Punica granatum). It is a polyphenol with proven antioxidant, hepatoprotective, anti-atherosclerotic and chemopreventive activities, antiproliferative activity against tumor cells; it inhibits inflammatory pathways and the action of toxic substances, and is highly tolerated. This work describes the source, metabolism, functions and effects of punicalagin, its derivatives and metabolites. Furthermore, its anti-inflammatory and antioxidant effects are described.


Assuntos
Taninos Hidrolisáveis/imunologia , Taninos Hidrolisáveis/metabolismo , Animais , Anti-Inflamatórios/farmacologia , Disponibilidade Biológica , Ácido Elágico/análise , Humanos , Imunossupressores/farmacologia , Metaboloma
7.
BMC Complement Med Ther ; 21(1): 180, 2021 Jun 29.
Artigo em Inglês | MEDLINE | ID: mdl-34187456

RESUMO

BACKGROUND: Endodesmia calophylloides and Hymenostegia afzelii belong to the Guttiferae and Caesalpiniaceae plant families with known uses in African ethno-medicine to treat malaria and several other diseases. This study aimed at identifying antiplasmodial natural products from selected crude extracts from H. afzelii and E. calophylloides and to assess their cytotoxicity. METHODS: The extracts from H. afzelii and E. calophylloides were subjected to bioassay-guided fractionation to identify antiplasmodial compounds. The hydroethanol and methanol stem bark crude extracts, fractions and isolated compounds were assessed for antiplasmodial activity against the chloroquine-sensitive 3D7 and multi-drug resistant Dd2 strains of Plasmodium falciparum using the SYBR green I fluorescence-based microdilution assay. Cytotoxicity of active extracts, fractions and compounds was determined on African green monkey normal kidney Vero and murine macrophage Raw 264.7 cell lines using the Resazurin-based viability assay. RESULTS: The hydroethanolic extract of H. afzelii stem bark (HasbHE) and the methanolic extract of E. calophylloides stem bark (EcsbM) exhibited the highest potency against both Pf3D7 (EC50 values of 3.32 ± 0.15 µg/mL and 7.40 ± 0.19 µg/mL, respectively) and PfDd2 (EC50 of 3.08 ± 0.21 µg/mL and 7.48 ± 0.07 µg/mL, respectively) strains. Both extracts showed high selectivity toward Plasmodium parasites (SI > 13). The biological activity-guided fractionation led to the identification of five compounds (Compounds 1-5) from HasbHE and one compound (Compound 6) from EcsbM. Of these, Compound 1 corresponding to apigenin (EC50 Pf3D7, of 19.01 ± 0.72 µM and EC50 PfDd2 of 16.39 ± 0.52 µM), and Compound 6 corresponding to 3,3'-O-dimethylellagic acid (EC50 Pf3D7 of 4.27 ± 0.05 µM and EC50 PfDd2 of 1.36 ± 0.47 µM) displayed the highest antiplasmodial activities. Interestingly, both compounds exhibited negligible cytotoxicity against both Vero and Raw 264.7 cell lines with selectivity indices greater than 9. CONCLUSIONS: This study led to the identification of two potent antiplasmodial natural compounds, 3,3'-O-dimethylellagic acid and apigenin that could serve as starting points for further antimalarial drug discovery.


Assuntos
Antimaláricos/análise , Apigenina/análise , Ácido Elágico/análise , Extratos Vegetais/química , Animais , Linhagem Celular , Chlorocebus aethiops , Macrófagos/efeitos dos fármacos , Camundongos , Casca de Planta/química , Plasmodium falciparum/efeitos dos fármacos , Células Vero/efeitos dos fármacos
8.
Food Chem ; 328: 126833, 2020 Oct 30.
Artigo em Inglês | MEDLINE | ID: mdl-32480265

RESUMO

Raspberries are rich in polyphenols but the impact of organic versus conventional agricultural practices on their phytochemical composition is not well known. This study aimed to analyse and compare the polyphenol accumulation in raspberries grown under both agricultural practices in the same edaphoclimatic conditions. Two raspberry cultivars 'Kweli' and 'Tulameen' were used. Under organic agricultural practices, the polyphenols levels increased for the 'Kweli' cultivar but decreased for the 'Tulameen' cultivar. 'Tulameen' cultivar grown under conventional agricultural practices contained higher anthocyanins levels than grown under organic agricultural practices while for the 'Kweli' cultivar no significant differences were observed between the two agricultural practices. 'Kweli' cultivar presented a significantly higher amount of ellagitannins and ellagic acid derivatives when compared to the 'Tulameen' cultivar under both agricultural practices. The effect of the agricultural practices on the raspberries' chemical profile was dependent on the cultivar and cannot be generalised.


Assuntos
Agricultura , Compostos Fitoquímicos/análise , Rubus/química , Antocianinas/análise , Cromatografia Líquida de Alta Pressão , Ácido Elágico/análise , Frutas/química , Frutas/metabolismo , Taninos Hidrolisáveis/análise , Extratos Vegetais/química , Polifenóis/análise , Polifenóis/química , Rubus/metabolismo
9.
Food Res Int ; 129: 108787, 2020 03.
Artigo em Inglês | MEDLINE | ID: mdl-32036927

RESUMO

In Italy a particularly valuable chestnut is "Marrone di Roccadaspide", a protected geographical indication (PGI) product, deriving from a Castanea sativa cultivar, typical of Salerno province in Campania region. As chestnut industrial processes yield a large amount of shell by-products, in this study the possibility to retrain this waste food as potential source of bioactives was investigated. The ability of "Marrone di Roccadaspide" shell MeOH extract to modulate the pro-inflammatory transcriptional factor NF-κB after LPS stimulation, along with the antioxidant activity by a cell-based in vitro test, were evaluated. To correlate the NF-κB inhibition (67.67% at 5 µg/mL) and the strong antioxidant activity to the chemical composition, an analytical approach based on LC-ESI/LTQOrbitrap/MS/MSn along with NMR characterization of isolated compounds was developed. The identification of hydrolysable and condensed tannins, along with flavonoids, phenol glucosides, ellagic acid derivatives, and triterpenoids was accomplished. The most representative compounds were quantitatively analyzed by LC-ESI/QTrap/MS/MS, showing bartogenic acid as the compound occurring in the highest amount (103.08 mg/100 g shells). With the aim to explore the possibility to employ chestnut shells as suitable source of bioactives for the preparation of functional ingredients, the chemical composition and the antioxidant activity of "eco-friendly" extracts (EtOH and EtOH:H2O 7:3) was finally evaluated, showing a high superimposability of the EtOH:H2O (7:3) extract to the MeOH extract.


Assuntos
Antioxidantes/análise , Nozes/química , Racionalização , Taninos/análise , Calibragem , Proliferação de Células , Ácido Elágico/análise , Estudos de Avaliação como Assunto , Fagaceae/química , Flavonoides/análise , Glucosídeos/análise , Humanos , Taninos Hidrolisáveis/análise , Itália , NF-kappa B/metabolismo , Fenóis/análise , Extratos Vegetais/análise , Proantocianidinas/análise , Espécies Reativas de Oxigênio , Espectrometria de Massas em Tandem , Triterpenos/análise
10.
Nat Prod Res ; 34(18): 2689-2693, 2020 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-30856009

RESUMO

In this study, antitumor activity and composition analysis of the core of Camellia osmantha fruit were investigated. The cores were extracted by 80% ethanol to obtain the crude extract (TF), which was successively distributed by different concentrations of ethanol with MCI resin to obtain three different parts (Frs 1 to 3). Cytotoxicity activities showed that TF, Fr-2, and Fr-3 exhibited good inhibition against T-24 with IC50 values of 6.7 ± 1.3, 6.9 ± 0.9, and 6.7 ± 1.7 µg/mL, respectively. Fr-3 has a strong inhibitory activity on T-24 cells, mainly due to effectively increasing the release of intracellular calcium ions and reactive oxygen species. In addition, Fr-3 can inhibit T-24 cells migration and invasion. Further composition analysis on Fr-3 was detected by LC-Q-TOFMS implying the main components to be ellagic acid and its derivatives.


Assuntos
Antineoplásicos Fitogênicos/isolamento & purificação , Camellia/química , Frutas/química , Neoplasias da Bexiga Urinária/tratamento farmacológico , Antineoplásicos Fitogênicos/farmacologia , Cálcio/metabolismo , Camellia/anatomia & histologia , Linhagem Celular Tumoral , Ácido Elágico/análise , Humanos , Invasividade Neoplásica/prevenção & controle , Extratos Vegetais/farmacologia , Espécies Reativas de Oxigênio/metabolismo , Neoplasias da Bexiga Urinária/patologia
11.
Food Chem ; 310: 125840, 2020 Apr 25.
Artigo em Inglês | MEDLINE | ID: mdl-31806390

RESUMO

Despite the extensive use of Polygonum chinense (PC) as a detoxifying ingredient of Chinese cool tea, the efficacy of different PC varieties remains underexplored. Herein, we compare the chemical profiles and antioxidant/anti-inflammatory activities of the aqueous extracts of two PC varieties, namely P. chinense var. chinense (PCC) and P. chinense var. hispidum (PCH). Ultra-high-performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry (UHPLC-QTOF-MSMS) and multivariate analysis are used to rapidly identify extract components, while DPPH radical scavenging and xylene-induced mice ear edema assays are used to evaluate antioxidant and anti-inflammatory activities, respectively. Correlation analysis reveals that ellagic acid and quercitrin contents are positively correlated with the magnitude of the anti-inflammatory effect, and the adopted technique is concluded to allow for the rapid discrimination of PC varieties used in Chinese cool tea formulations.


Assuntos
Polygonum/química , Chás de Ervas/análise , Animais , Anti-Inflamatórios/química , Anti-Inflamatórios/farmacologia , Antioxidantes/química , Antioxidantes/farmacologia , China , Cromatografia Líquida de Alta Pressão/estatística & dados numéricos , Ácido Elágico/análise , Qualidade dos Alimentos , Masculino , Camundongos Endogâmicos BALB C , Extratos Vegetais/química , Quercetina/análogos & derivados , Quercetina/análise , Quercetina/farmacologia , Espectrometria de Massas em Tandem , Xilenos/toxicidade
12.
Molecules ; 25(1)2019 Dec 20.
Artigo em Inglês | MEDLINE | ID: mdl-31877675

RESUMO

The aim of the study was to evaluate the influence of variety and the date of harvest of hazelnut seeds on their antioxidant potential and the profile and content of polyphenols and tocopherols. The research material included the hazelnut seeds of six varieties, harvested from July to September at equal 30-day intervals. Hazelnuts were analyzed for total fat content and antioxidant properties, whereby UPLC-PDA-ESI-MS analysis was used to determine the profile and content of polyphenols, and the HPLC method to determine the content of tocopherols. It was found that the content of fat and tocopherols in nuts increased with the ripening of the nuts. The highest fat content was found in walnut seeds of the Katalonski variety (September) and tocopherols in walnut seeds of the Olbrzym z Halle variety (177.67 mg/kg d.m.). In turn, antioxidant properties and total polyphenols content decreased with the later harvest date. The strongest antioxidant potential was found in the case of Cosford nuts harvested in July (66.93 mmol TE/100 g d.m.). These nuts were also characterized by the highest total polyphenol content (1704.9 mg/100 g d.m.). UPLC-MS analysis allowed the identification of 15 polyphenolic compounds such as phenolic acids, catechins and ellagic acid hexoside in nut seeds.


Assuntos
Antioxidantes/análise , Catequina/análise , Corylus/química , Polifenóis/análise , Sementes/química , Tocoferóis/análise , Corylus/crescimento & desenvolvimento , Ácido Elágico/análise , Polifenóis/metabolismo , Sementes/crescimento & desenvolvimento , Tocoferóis/metabolismo
13.
Food Res Int ; 126: 108589, 2019 12.
Artigo em Inglês | MEDLINE | ID: mdl-31732028

RESUMO

The aim of the present study was to evaluate extractable (EPP), non-extractable polyphenols (NEPP) and organic acid in Roselle by-product, as well as its potential health beneficial effects in obesity control and their complication in rats fed with high caloric diet. Roselle by-product showed a higher content of dietary fiber and NEPP than Roselle calix, which was was a better source of EPP (P < .05). The UPLC-QTOF MSE analysis allowed the tentative identification of 34 EPP, and 3 hydrolysable polyphenols (NEPP), and 2 organic acids in calyx and by-product. Rats fed with a high caloric diet supplemented with 4% of dietary fiber from by-products and Roselle calyx powder generated a reduction in body weight gain (10% and 14%), adipocytes hypertrophy (17% and 13%) and insulin resistance (48% and 59%) and hepatic steatosis (15% and 25%; respectively) compared with rats fed with a high caloric diet alone. Interestingly, even though Roselle by-product has low EPP contents showed comparable beneficial health effects than Roselle calyces. These effects could be associated with high content of dietary fiber and NEPP. Together, the results of the present study indicate that Roselle by-products could be a potential ingredient to develop functional foods against obesity and its complications.


Assuntos
Fármacos Antiobesidade/análise , Flores/química , Hibiscus/química , Fenóis/análise , Compostos Fitoquímicos/análise , Animais , Antocianinas/análise , Antocianinas/farmacologia , Fármacos Antiobesidade/farmacologia , Fibras na Dieta/análise , Fibras na Dieta/farmacologia , Ácido Elágico/análise , Ácido Elágico/farmacologia , Masculino , Fenóis/farmacologia , Compostos Fitoquímicos/farmacologia , Extratos Vegetais/análise , Extratos Vegetais/farmacologia , Polifenóis/análise , Polifenóis/farmacologia , Quercetina/análise , Quercetina/farmacologia , Ratos , Ratos Wistar
14.
Food Res Int ; 115: 451-459, 2019 01.
Artigo em Inglês | MEDLINE | ID: mdl-30599964

RESUMO

Guava (Psidium guajava L.), a popular fruit in tropical countries, can be consumed in natura or transformed into many products. Guava's processing waste (seed, peel, and pulp leftovers) can represent up to 30% of the fruit's volume. Evidence indicates that this fraction still holds a significant amount of antioxidant substances, such as phenolic compounds. Therefore, the objective of this study was to investigate the phytochemical composition (total phenolics, flavonoids, flavonols, and condensed tannins), phenolic profile, and antioxidant activity (DPPH, modified DPPH, ABTS, and FRAP) of guava's pulp and waste extracts (GPE and GWE) obtained from guava's pulp and waste powders (GPP and GWP). The extraction was performed using a probe-type ultrasound for 2 min at 25 °C, using ethanol:water (30:70, v/v) as the solvent (15 mL for 1 g of sample). The phenolic profile of guava's powders and extracts was performed by LC-ESI-MS/MS analysis. GPE showed the highest concentration of total phenolics (2348.3 mg GAE 100 g-1 by Folin-Ciocalteu and 518.00 mg GAE 100 g-1 by Prussian Blue), and the greater in vitro antioxidant activity among all the assays tested. On the other hand, GWE was found to hold a higher amount of flavonoids (1006.08 mg QE 100 g-1), flavonols (352.59 mg QE 100 g-1), and condensed tannins (1466.9 mg g-1). Overall, 37 phenolic compounds were identified among all the samples, with 14 compounds being reported for the first time for red guava. Ellagic acid was the major phenolic present in all samples. The results showed that guava's pulp and waste are a rich source of phenolics compounds and may be used as an ingredient for the development of functional foods.


Assuntos
Frutas/química , Alimento Funcional/análise , Extratos Vegetais/análise , Psidium/química , Antioxidantes/análise , Ácido Elágico/análise , Flavonoides/análise , Flavonóis/química , Fenóis/análise , Proantocianidinas/análise , Espectrometria de Massas em Tandem
15.
Nat Prod Res ; 33(18): 2689-2693, 2019 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-29671349

RESUMO

Acetone extract of faba bean (Vicia faba L.) was found to be highest total phenol and flavonoid content among all extracts. Antioxidant activity for inhibition percentage (free radical scavenging activity) had 86.47% for acetone extract, and 97.36% for ascorbic acid respectively. IC50 value of ascorbic acid and acetone extact were found to be 9 µg/mL ± 0.20 and 30 µg/mL ± 0.21. Faba bean seeds had catechin, epicatechin, gallic acid and ellagic acid which on molecular docking study revealed that it binds effectively with xanthine oxidase by binding energy of -7.78, -6.11, -6.39, -5.78 kcal/mol respectively compared to allopurinol drug having binding energy of -4.94 kcal/mol. Gallic acid, ellagic acid, catechin, epicatechin (polyphenols) and allopurinol bind other than catalytic residues (Glu-1261) of xanthine oxidase. In vitro and in silico analysis recommended that mode of enzyme inhibition was mixed type.


Assuntos
Antioxidantes/farmacologia , Extratos Vegetais/farmacologia , Vicia faba/química , Xantina Oxidase/metabolismo , Antioxidantes/química , Simulação por Computador , Avaliação Pré-Clínica de Medicamentos/métodos , Ácido Elágico/análise , Ácido Elágico/metabolismo , Flavonoides/análise , Ácido Gálico/análise , Ácido Gálico/metabolismo , Simulação de Acoplamento Molecular , Fenóis/análise , Extratos Vegetais/química , Polifenóis/análise , Polifenóis/metabolismo , Polifenóis/farmacologia , Sementes/química , Xantina Oxidase/antagonistas & inibidores
16.
Food Chem ; 273: 115-123, 2019 Feb 01.
Artigo em Inglês | MEDLINE | ID: mdl-30292356

RESUMO

A method using reversed-phase high-performance liquid chromatography with diode array detection (HPLC-DAD) was applied after extraction with acidified methanol, to determine 12 bioactive phenolic compounds in the peel and pulp of the mango fruit (Mangifera indica L.) cultivated in the Bahia, state of Brazil. The proposed methodology was previously fully validated and proven successful in the analysis of methanolic extracts of lyophilized samples. The limits of quantification ranged between 0.78 and 3.14 mg L-1 and the individual recovery values obtained for the spiked samples ranged from 80% to 120%. The results were evaluated using PCA and ANN. The results indicate that the fruits are rich in polyphenols, mainly: ellagic acid, gallic acid, rutin and catechin, which contribute to their greater use as functional foods, natural antioxidants and in the pharmaceutical industry, as well as other applications.


Assuntos
Análise de Alimentos/métodos , Mangifera/química , Redes Neurais de Computação , Análise de Componente Principal , Antioxidantes/análise , Brasil , Catequina/análise , Cromatografia Líquida de Alta Pressão , Cromatografia de Fase Reversa , Ácido Elágico/análise , Análise de Alimentos/estatística & dados numéricos , Frutas/química , Alimento Funcional/análise , Ácido Gálico/análise , Fenóis/análise , Polifenóis/análise
17.
Arch Biochem Biophys ; 651: 43-51, 2018 08 01.
Artigo em Inglês | MEDLINE | ID: mdl-29802820

RESUMO

Raspberries are a rich source of ellagitannins and anthocyanins. The aim of this work was to investigate whether raspberry consumption can improve vascular function and to understand which phenolic metabolites may be responsible for the effects. A 3 arm double-blind randomized controlled crossover human intervention trial was conducted in 10 healthy males. Flow-mediated dilation (FMD) was measured at baseline, 2 h, and 24 h post-consumption of 200 g and 400 g of red raspberries containing 201 or 403 mg of total (poly)phenols, or a matched control drink. Raspberry (poly)phenol metabolites were analyzed in plasma and urine by UPLC-QTOF mass spectrometry using authentic standards. Significant improvements in FMD were observed at 2 h (1.6% (95%CI 1.2, 1.9) and 1.2% (95% CI 0.8, 1.5)) and 24 h (1.0% (95% CI 0.6, 1.2) and 0.7% (95%CI 0.2, 0.9)) post-consumption of the 200 and 400 g raspberry drinks as compared to control, respectively. Plasma ellagic acid, urolithin A-3-glucuronide and urolithin A-sulfate correlated with the improvements in FMD at 2 and 24 h post consumption, respectively. Consumption of dietary achievable amounts of red raspberries acutely improves endothelial function up to 24 h and ellagitannins may be responsible for the observed effect.


Assuntos
Artérias/fisiologia , Cumarínicos/sangue , Endotélio Vascular/fisiologia , Sucos de Frutas e Vegetais , Polifenóis/sangue , Rubus/metabolismo , Adulto , Cumarínicos/análise , Cumarínicos/metabolismo , Método Duplo-Cego , Ácido Elágico/análise , Ácido Elágico/sangue , Ácido Elágico/metabolismo , Sucos de Frutas e Vegetais/análise , Humanos , Masculino , Polifenóis/análise , Polifenóis/metabolismo , Análise de Onda de Pulso , Adulto Jovem
18.
Electrophoresis ; 39(13): 1621-1627, 2018 07.
Artigo em Inglês | MEDLINE | ID: mdl-29572874

RESUMO

Rising interest in ellagic acid (EA) present in functional foods is supported by its antimutagenic, anticarcinogenic, antiviral, antibacterial and antioxidative effects. The present approach presents for the first time the determination of ellagic acid and other phenolics in wines by miniaturized solid phase extraction prior to capillary zone electrophoresis (CZE) with UV. The extraction was performed using a home-made miniaturized pipette tip column. The procedure allowed a significant reduction in conditioning/sample/washing/elution volumes. The effects of important factors affecting the extraction efficiency as well as electrophoretic performance were investigated to acquire optimum conditions. The analytes were separated within 10 min with a BGE containing 30 mmol/L sodium tetraborate 10% v/v MeOH pH 9.10. The optimized method was applied to the determination of ellagic acid in commercial and pilot-scale wines. Indeed, the content of EA was correlated with viticultural parameters such as grape varietal, production area, and aging conditions (oak wood guard and glass bottle ward). In order to validate the results, a comparison between the CZE and HPLC data was made.


Assuntos
Eletroforese Capilar , Ácido Elágico/análise , Vinho/análise , Cromatografia Líquida de Alta Pressão , Eletroforese Capilar/métodos , Análise de Alimentos , Qualidade dos Alimentos , Vitis/química , Madeira
19.
Food Chem ; 246: 129-136, 2018 Apr 25.
Artigo em Inglês | MEDLINE | ID: mdl-29291831

RESUMO

Wastes deriving from production of wines by yeast fermentation of Punica granatum (fermented pomegranate wastes, FPW) showed a marked antioxidant activity in a series of conventional chemical tests. HPLC/MS analysis of the methanol extract showed the presence of ellagic acid (EA) as the main phenolic component at levels up to 40% on a w/w basis. Experiments using murine macrophages showed that FPW extract is able to reduce the LPS-induced expression of pro-inflammatory genes IL-1ß, TNF-α and iNOS. A remarkable increase in the antioxidant properties and extractable EA content was observed following acid hydrolytic treatment of FPW. Under simulated gastrointestinal conditions, EA was slowly released from FPW up to 80% of the overall content over 2 h incubation at the slightly alkaline pHs simulating the small intestine environment, suggesting a potential of the material in nutraceuticals and other applications.


Assuntos
Anti-Inflamatórios não Esteroides/farmacologia , Antioxidantes/farmacologia , Ácido Elágico/farmacocinética , Lythraceae/química , Resíduos/análise , Animais , Antioxidantes/análise , Antioxidantes/farmacocinética , Preparações de Ação Retardada , Digestão , Ácido Elágico/análise , Fermentação , Inflamação/tratamento farmacológico , Inflamação/genética , Lipopolissacarídeos/farmacologia , Espectroscopia de Ressonância Magnética , Camundongos , Fenóis/análise , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Células RAW 264.7 , Vinho
20.
J Sci Food Agric ; 98(9): 3324-3332, 2018 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-29240238

RESUMO

BACKGROUND: Since processing technology and storage may influence the sensory and nutritional value as well as the shelf life of pomegranate juice (PJ), mild technologies based on microfiltration may be a promising alternative to heat treatments for fruit juice preservation. In this study, physicochemical and microbiological properties of raw (RPJ), microfiltered (MPJ) and cloudy pasteurized (PPJ) PJ were compared over a period of 4 weeks. RESULTS: Data demonstrated that microfiltration was comparable to pasteurization in guaranteeing microbiological stability of the juice, avoiding spoilage of the final product. After treatment, PPJ showed the highest amounts of gallic acid (GA) and ellagic acid derivatives (EAs). During storage, the amount of ellagitannins, EAs and GA similarly decreased in all types of juice. Trends towards variations of monomeric anthocyanins in MPJ and variations of polymeric and copigmented anthocyanins in both MPJ and PPJ were found over storage. CONCLUSION: The optimization of pretreatments and filtration parameters can lead to the industrial scale-up of microfiltration technology for the development of high-quality non-heat-treated PJ. © 2017 Society of Chemical Industry.


Assuntos
Filtração/métodos , Manipulação de Alimentos/métodos , Sucos de Frutas e Vegetais/análise , Lythraceae , Fenóis/análise , Compostos Orgânicos Voláteis/análise , Antocianinas/análise , Fenômenos Químicos , Ácido Elágico/análise , Microbiologia de Alimentos , Conservação de Alimentos , Sucos de Frutas e Vegetais/microbiologia , Ácido Gálico/análise , Temperatura Alta , Taninos Hidrolisáveis/análise , Valor Nutritivo , Pasteurização
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