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1.
J Racial Ethn Health Disparities ; 7(2): 217-223, 2020 04.
Artigo em Inglês | MEDLINE | ID: mdl-31677077

RESUMO

In this multidisciplinary study, we explored relationships between demographic factors, dietary habits, and gallic acid, a polyphenolic biomarker that correlates with self-reported dietary behaviors and negatively correlates with the incidence of cancer. Thirty-three (33) participants were recruited from a senior center in East Harlem, New York City, a racially diverse and underserved community. A National Institute of Health (NIH)-validated survey questionnaire was used to gather dietary behavior data, alongside demographic and cancer history information. Urine samples were obtained from participants for analyzing gallic acid content level. All 33 recruited participants completed the survey and 25 of them provided urine samples for gallic acid analysis. Associations between demographic factors and intake of certain foods were observed. Specifically, age was negatively associated with French fries/fried potatoes, cooked dried beans, and tomato soup intake (p < 0.05), and Black/African American race was associated with increased consumption of fruits and vegetables in comparison to Hispanic/Latino ethnicity (p < 0.05). No associations between urinary gallic acid levels and demographic information was observed. However, French fries/fried potatoes intake was significantly associated with urinary gallic acid concentration (p < 0.01). The small sample size limited the execution of meaningful statistical analysis. However, this study provided preliminary findings about the dietary behavior of older adults in East Harlem, New York City, which will serve as a basis for a future larger study to investigate nutrition/dietary education intervention on cancer prevention among diverse elderly residents in New York City.


Assuntos
Negro ou Afro-Americano , Dieta/etnologia , Ácido Gálico/urina , Hispânico ou Latino , Fatores Etários , Idoso , Idoso de 80 Anos ou mais , Feminino , Humanos , Masculino , Pessoa de Meia-Idade , Neoplasias/etnologia , Cidade de Nova Iorque , Fatores Socioeconômicos
2.
Biosens Bioelectron ; 114: 30-36, 2018 Aug 30.
Artigo em Inglês | MEDLINE | ID: mdl-29775856

RESUMO

The determination of gallic acid (GA) and uric acid (UA) is essential due to their biological properties. Numerous methods have been reported for the analysis of GA and UA in various real samples. However, the development of a simple, rapid and practical sensor still remains a great challenge. Here, a carbon paste electrode (CPE) was modified by nanocomposite containing zirconia nanoparticles (ZrO2NPs), Choline chloride (ChCl) and gold nanoparticles (AuNPs) to construct ZrO2-ChCl-AuNPs/CPE as electrochemical sensor for the simultaneous electro-oxidation of GA and UA. Characterization was performed by Fourier transform infrared spectroscopy, X-ray diffraction, field emission scanning electron microscopy and energy dispersive X-ray spectroscopy. The modified electrode was investigated by different methods including electrochemical impedance spectroscopy and cyclic voltammetry. Kinetic parameters such as charge transfer coefficient, standard heterogeneous electron transfer rate constant and other parameters were calculated via voltammetry techniques. Differential pulse voltammetry was used for simultaneous determination of GA and UA applying the ZrO2-ChCl-AuNPs/CPE electrode. At the optimum conditions, this sensor showed a linear response in the ranges 0.22- 55 and 0.12-55 µM for GA and UA, respectively. In addition, low detection limits of 25 and 15 nM were obtained for GA and UA, respectively. Furthermore, ZrO2-ChCl-AuNPs/CPE was successfully applied for the independent determination of GA in green tea and fruit juice as well as the simultaneous determination of GA and UA in human urine samples.


Assuntos
Técnicas Biossensoriais/métodos , Sucos de Frutas e Vegetais/análise , Ácido Gálico/urina , Nanopartículas Metálicas/química , Nanocompostos/química , Ácido Úrico/urina , Carbono/química , Colina/química , Técnicas Eletroquímicas/instrumentação , Técnicas Eletroquímicas/métodos , Eletrodos , Ouro/química , Humanos , Cinética , Limite de Detecção , Oxirredução , Tamanho da Partícula , Zircônio/química
3.
Mol Nutr Food Res ; 60(3): 542-50, 2016 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-26640139

RESUMO

SCOPE: The absorption, metabolism, and excretion of mango galloyl derivatives (GD) has not yet been investigated in humans, and studies investigating repeated dosages of polyphenols are limited. METHODS AND RESULTS: In this human pilot trial, healthy volunteers (age = 21-38 y, n = 11) consumed 400 g/day of mango-pulp (cv. Keitt) for 10 days, and seven metabolites of gallic acid (GA) were characterized and quantified in urine excreted over a 12 h period. Pyrogallol-O-sulfate and deoxypyrogallol-O-sulfate were found to be significantly more excreted between days 1 and 10 (p < 0.05) from 28.5 to 55.4 mg and 23.6 to 47.7 mg, respectively. Additionally, the in vitro hydrolysis of gallotannins (GTs) was monitored at physiological pH and temperature conditions, and after 4 h a significant (p < 0.05) shift in composition from relativity high to low molecular weight GTs was observed. CONCLUSION: Seven metabolites of GA were identified in the urine of healthy volunteers, and two microbial metabolites were found to be significantly more excreted following 10 days of mango consumption. Mango GTs were also found to release free GA in conditions similar to the intestines. GTs may serve as a pool of pro-GA compounds that can be absorbed or undergo microbial metabolism.


Assuntos
Ácido Gálico/metabolismo , Taninos Hidrolisáveis/farmacocinética , Taninos Hidrolisáveis/urina , Mangifera , Adulto , Feminino , Ácido Gálico/urina , Humanos , Concentração de Íons de Hidrogênio , Hidrólise , Taninos Hidrolisáveis/sangue , Taninos Hidrolisáveis/química , Absorção Intestinal , Masculino , Mangifera/química , Peso Molecular , Projetos Piloto , Polifenóis/análise
4.
Food Funct ; 5(8): 1932-8, 2014 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-24958563

RESUMO

The health benefits associated with the consumption of polyphenol-rich foods have been studied in depth, however, the full mechanism of action remains unknown. One of the proposed mechanisms is through microbiota interaction. In the present study, we aimed to explore the relationship between changes in fecal microbiota and changes in urinary phenolic metabolites after wine interventions. Nine participants followed a randomized, crossover, controlled interventional trial. After the washout period, they received red wine, dealcoholized red wine or gin for 20 days each. Polyphenol metabolites (n > 60) in urine were identified and quantified by UPLC-MS/MS and the microbial content of fecal samples was quantified by real-time quantitative PCR. Interventions with both red wine and dealcoholized red wine increased the fecal concentration of Bifidobacterium, Enterococcus and Eggerthella lenta, compared to gin intervention and baseline. When participants were categorized in tertiles of changes in fecal bacteria, those in the highest tertile of Bifidobacteria had higher urinary concentration changes in syringic acid, p-coumaric acid, 4-hydroxybenzoic acid and homovanillic acid (all anthocyanin metabolites) than those in tertile 1 (P < 0.05, all). In addition, changes of Bifidobacteria correlated positively with changes of these metabolites (r = 0.5-0.7, P < 0.05, all). Finally, the 68.5% changes in Bifidobacteria can be predicted by syringic acid and 4-hydroxybenzoic acid changes. This study confirms the important role of polyphenols as bacterial substrates and their modulatory capacity as an important field in the research of new products with prebiotic and probiotic characteristics for the food industry.


Assuntos
Bebidas Alcoólicas , Antocianinas/administração & dosagem , Bifidobacterium/isolamento & purificação , Vinho , Antocianinas/urina , Bifidobacterium/metabolismo , Cromatografia Líquida , Ácidos Cumáricos/urina , Estudos Cross-Over , Enterococcus/isolamento & purificação , Enterococcus/metabolismo , Fezes/química , Fezes/microbiologia , Ácido Gálico/análogos & derivados , Ácido Gálico/urina , Humanos , Masculino , Pessoa de Meia-Idade , Parabenos/metabolismo , Polifenóis/administração & dosagem , Polifenóis/urina , Propionatos , Espectrometria de Massas em Tandem
5.
Mol Nutr Food Res ; 58(7): 1414-25, 2014 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-24740799

RESUMO

SCOPE: The colonic metabolism of dietary flavonoids, phenolic acids and their phenolic metabolites is complex and many metabolites and conjugates have not yet been unambiguously identified in humans. METHODS AND RESULTS: Urine samples from nine healthy human volunteers obtained after the ingestion of a puree of five (poly)phenol-rich berry fruits were analysed using LC-Orbitrap MS to provide a preliminary indication of possible metabolites based on exact mass. In most cases, the identity of compounds was confirmed using standards produced either chemically or enzymically followed by analysis using LC-triple quadrupole MS. Sulphated, glucuronidated and methylated forms of catechol, pyrogallol and protocatechuic acid mostly appeared in urine after 8 h, suggesting colonic metabolism. Gallic acid and (-)-epicatechin conjugates appeared mainly before 4 h, indicative of absorption from the small intestine. Conjugates of ferulic, caffeic, and vanillic acid appeared at intermediate times. CONCLUSION: We have positively identified metabolites and conjugates, some novel, in the urine of healthy volunteers after intake of multiple phenolics from a mixed puree from berry fruits, with each being excreted at specific and signature times. Some of these compounds could potentially be used as biomarkers of fruit intake. The possible biological activities of these colonic metabolites require further assessment.


Assuntos
Colo/metabolismo , Frutas/química , Polifenóis/metabolismo , Polifenóis/urina , Adulto , Alanina Transaminase/sangue , Aspartato Aminotransferases/sangue , Biomarcadores/urina , Glicemia/metabolismo , Mirtilos Azuis (Planta)/química , Índice de Massa Corporal , Catequina/urina , HDL-Colesterol/sangue , LDL-Colesterol/sangue , Cromatografia Líquida , Creatinina/sangue , Feminino , Fragaria/química , Ácido Gálico/urina , Voluntários Saudáveis , Humanos , Masculino , Pessoa de Meia-Idade , Rubus/química , Inquéritos e Questionários , Espectrometria de Massas em Tandem , Triglicerídeos/sangue , Adulto Jovem , gama-Glutamiltransferase/sangue
6.
J Pharm Biomed Anal ; 83: 108-21, 2013 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-23727363

RESUMO

Paeoniae Radix Rubra (PRR, the dried roots of Paeonia lactiflora) is a commonly used traditional Chinese medicine (TCM). A clear understanding of the absorption and metabolism of TCMs is very important in their rational clinical use and pharmacological research. To find more of the absorbed constituents and metabolites of TCMs, a novel strategy was proposed. This strategy was characterized by the following: the establishment and utilization of the databases of parent compounds, known metabolites and characteristic neutral losses; the comparison of base peak chromatograms and ClogPs; and the use of the HPLC-DAD-ESI-IT-TOF-MS(n) technique. This strategy was first applied to screen and identify the absorbed constituents and metabolites of PRR decoction and paeoniflorin in rats. In total, 13 new absorbed constituents and 90 new metabolites of PRR decoction were detected. Among these metabolites, the structures of 70 metabolites were identified, and the conjugation types and structure skeletons of the other 20 metabolites were preliminarily determined. Moreover, 35 new metabolites of some constituents of PRR, i.e., 22 new metabolites of paeoniflorin, 10 new metabolites of gallic acid-related compounds, 1 new metabolite of (epi)catechin-related compounds, and 2 new metabolites of other compounds, were reported for the first time. The results also indicated that (epi)catechin-related compounds, gallic acid-related compounds and paeoniflorin were the main precursors of these metabolites. Phase I reactions (dehydroxylation, decarboxylation, dehydrogenation) and phase II reactions (sulfation, glucuronidation and methylation) were observed as the main metabolic pathways of PRR. According to the literature, the 11 absorbed constituents and 11 metabolites have various bioactivities. This study is the first to explore the absorption and metabolism of PRR decoction, and the result also is a notable improvement in the discovery of paeoniflorin metabolites in vivo. These findings enhance our understanding of the metabolism and Effective forms (the truly active structures) of PRR decoction and paeoniflorin.


Assuntos
Cromatografia Líquida de Alta Pressão/métodos , Medicamentos de Ervas Chinesas/química , Paeonia/química , Extratos Vegetais/química , Espectrometria de Massas por Ionização por Electrospray/métodos , Espectrometria de Massas por Ionização e Dessorção a Laser Assistida por Matriz/métodos , Animais , Benzoatos/sangue , Benzoatos/química , Benzoatos/urina , Hidrocarbonetos Aromáticos com Pontes/sangue , Hidrocarbonetos Aromáticos com Pontes/química , Hidrocarbonetos Aromáticos com Pontes/urina , Catequina/sangue , Catequina/química , Catequina/urina , Ácido Gálico/sangue , Ácido Gálico/química , Ácido Gálico/urina , Glucosídeos/sangue , Glucosídeos/química , Glucosídeos/urina , Masculino , Medicina Tradicional Chinesa/métodos , Monoterpenos , Extratos Vegetais/sangue , Extratos Vegetais/urina , Raízes de Plantas/química , Ratos , Ratos Sprague-Dawley
7.
Mol Nutr Food Res ; 57(3): 483-93, 2013 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-23319439

RESUMO

SCOPE: Tea polyphenols are metabolized by the colonic microflora yielding phenolic metabolites, which may contribute to the health benefits of tea. We determined the serum and urine concentrations of phenolic acids, hippuric acid, and polyhydroxyphenyl-γ-valerolactones during green tea (GT) and black tea (BT) administration. The effects of (-)-epigallocatechin gallate (EGCG) and 3,4-dihydroxyphenylacetic acid (3,4-DHPAA) alone and in combination on bioavailability, intracellular metabolism, and antiproliferative activity were determined in HCT-116 colon cancer cells. METHODS AND RESULTS: The concentration of phenolic metabolites was quantified by HPLC with electrochemical detection and MS. Urine concentrations of 4-hydroxyphenylacetic acid (4-HPAA), 3-hydroxyphenylacetic acid (3-HPAA), and polyhydroxy-γ-valerolactones were increased significantly in men drinking GT compared to control. Urine concentration of 3-O-methylgallic acid (3OMGA) was significantly increased in men drinking BT compared to control. Serum 3,4-DHPAA was significantly increased after consumption of GT and BT and 4-HPAA after GT consumption. In vitro treatment of HCT-116 colon cancer cells with 3,4-DHPAA and EGCG exhibited an additive antiproliferative effect, while methylation of 3,4-DHPAA was significantly decreased. 3OMGA exhibited the strongest antiproliferative activity among the phenolic acids. CONCLUSION: The consumption of both, GT and BT, was associated with a significant increase in urinary and serum phenolic acids.


Assuntos
Anticarcinógenos/farmacologia , Neoplasias do Colo/prevenção & controle , Fenilacetatos/sangue , Fenilacetatos/urina , Chá/química , Ácido 3,4-Di-Hidroxifenilacético/farmacocinética , Ácido 3,4-Di-Hidroxifenilacético/farmacologia , Idoso , Protocolos de Quimioterapia Combinada Antineoplásica/farmacologia , Camellia sinensis/química , Catequina/análogos & derivados , Catequina/farmacocinética , Catequina/farmacologia , Proliferação de Células/efeitos dos fármacos , Cromatografia Líquida de Alta Pressão , Ácido Gálico/análogos & derivados , Ácido Gálico/sangue , Ácido Gálico/urina , Células HCT116/efeitos dos fármacos , Hipuratos/sangue , Hipuratos/urina , Humanos , Hidroxibenzoatos/sangue , Hidroxibenzoatos/urina , Lactonas/urina , Masculino , Pessoa de Meia-Idade , Neoplasias da Próstata/complicações , Neoplasias da Próstata/dietoterapia
8.
Phytother Res ; 27(7): 1074-85, 2013 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-22975930

RESUMO

A rapid, highly sensitive, and selective method was applied in a non-invasive way to investigate the antidepressant action of Xiaoyaosan (XYS) using ultra performance liquid chromatography-mass spectrometry (UPLC-MS) and chemometrics. Many significantly altered metabolites were used to explain the mechanism. Venlafaxine HCl and fluoxetine HCl were used as chemical positive control drugs with a relatively clear mechanism of action to evaluate the efficiency and to predict the mechanism of action of XYS. Urine obtained from rats subjected to chronic unpredictable mild stress (CUMS) was analyzed by UPLC-MS. Distinct changes in the pattern of metabolites in the rat urine after CUMS production and drug intervention were observed using partial least squares-discriminant analysis. The results of behavioral tests and multivariate analysis showed that CUMS was successfully reproduced, and a moderate-dose XYS produced significant therapeutic effects in the rodent model, equivalent to those of the positive control drugs, venlafaxine HCl and fluoxetine HCl. Metabolites with significant changes induced by CUMS were identified, and 17 biomarker candidates for stress and drug intervention were identified. The therapeutic effect of XYS on depression may involve regulation of the dysfunctions of energy metabolism, amino acid metabolism, and gut microflora changes. Metabonomic methods are valuable tools for measuring efficacy and mechanisms of action in the study of traditional Chinese medicines.


Assuntos
Antidepressivos/uso terapêutico , Medicamentos de Ervas Chinesas/uso terapêutico , Trato Gastrointestinal/microbiologia , Redes e Vias Metabólicas/efeitos dos fármacos , Microbiota/efeitos dos fármacos , Fitoterapia , Animais , Antidepressivos/urina , Benzoatos/urina , Biomarcadores/urina , Hidrocarbonetos Aromáticos com Pontes/urina , Catequina/urina , Chalcona/análogos & derivados , Chalcona/urina , Cromatografia Líquida , Ácido Cítrico/urina , Ciclo do Ácido Cítrico/efeitos dos fármacos , Ácidos Cumáricos/urina , Creatina Quinase/efeitos dos fármacos , Creatina Quinase/urina , Creatinina/urina , Cicloexanóis/uso terapêutico , Medicamentos de Ervas Chinesas/análise , Flavanonas/urina , Fluoxetina/uso terapêutico , Ácido Gálico/urina , Glucosídeos/urina , Glicina/análogos & derivados , Glicina/efeitos dos fármacos , Glicina/urina , Hipuratos/urina , Ácidos Cetoglutáricos/urina , Ácido Cinurênico/urina , Masculino , Espectrometria de Massas , Metabolômica , Monoterpenos , Extratos Vegetais/uso terapêutico , Ratos , Ratos Sprague-Dawley , Estresse Psicológico/tratamento farmacológico , Triptofano/efeitos dos fármacos , Triptofano/urina , Tirosina/efeitos dos fármacos , Tirosina/urina , Cloridrato de Venlafaxina
9.
Zhongguo Zhong Yao Za Zhi ; 37(3): 366-72, 2012 Feb.
Artigo em Chinês | MEDLINE | ID: mdl-22568242

RESUMO

OBJECTIVE: To study the major metabolites of ferulic acid and gallic acid compatible with Danggui Chishaoyao in rat plasma and urine. METHOD: The metabolites of ferulic acid and gallic acid in rat plasma and urine were analyzed after oral administration of compatible Danggui Chishaoyao using UPLC-Q-TOF-MS. RESULT: On the basis of the mass information, it was inferred that in vivo metabolites of ferulic acid were be in the form of methylation products, sulfate conjugation products and glucuronidation conjugation products and so on; meanwhile, gallic acid was mainly transformed into eduction products and methylation products. CONCLUSION: There are kinds of phase I and phase II metabolites of ferulic acid and gallic acid in rat plasma and urine, which provide a basis for its efficacious materials and action mechanism.


Assuntos
Ácidos Cumáricos/metabolismo , Medicamentos de Ervas Chinesas/metabolismo , Ácido Gálico/metabolismo , Interações Ervas-Drogas , Animais , Ácidos Cumáricos/sangue , Ácidos Cumáricos/urina , Ácido Gálico/sangue , Ácido Gálico/urina , Masculino , Metaboloma , Ratos , Ratos Sprague-Dawley , Espectrometria de Massas por Ionização e Dessorção a Laser Assistida por Matriz
10.
J Agric Food Chem ; 60(12): 3078-85, 2012 Mar 28.
Artigo em Inglês | MEDLINE | ID: mdl-22372405

RESUMO

Red wine and grape polyphenols are considered to promote cardiovascular health and are involved in multiple biological functions. Their overall impact on the human metabolome is not known. Therefore, exogenous and endogenous metabolic effects were determined in fasting plasma and 24 h urine from healthy male adults consuming a mix of red wine and grape juice extracts (WGM) for 4 days in a placebo-controlled, crossover study. Syringic acid, 3-hydroxyhippuric acid, pyrogallol, 3-hydroxyphenylacetic acid, and 3-hydroxyphenylpropionic acid were confirmed as the strongest urinary markers of WGM intake. Overall, WGM had a mild impact on the endogenous metabolism. Most noticeable were changes in several amino acids deriving from tyrosine and tryptophan. Reductions in the microbial metabolites p-cresol sulfate and 3-indoxylsulfuric acid and increases in indole-3-lactic acid and nicotinic acid were observed in urine. In plasma, tyrosine was reduced. The results suggest that short-term intake of WGM altered microbial protein fermentation and/or amino acid metabolism.


Assuntos
Frutas/química , Metaboloma/efeitos dos fármacos , Extratos Vegetais/administração & dosagem , Polifenóis/administração & dosagem , Vitis/química , Vinho , Adolescente , Adulto , Idoso , Estudos Cross-Over , Ácido Gálico/análogos & derivados , Ácido Gálico/urina , Hipuratos/urina , Humanos , Masculino , Pessoa de Meia-Idade , Fenóis , Fenilacetatos/urina , Placebos , Propionatos/urina , Pirogalol/urina , Tirosina/sangue
11.
Artigo em Inglês | MEDLINE | ID: mdl-22226767

RESUMO

Si-Ni-San (SNS) is a widely used traditional Chinese medicine formula (TCMF) in treating various diseases. However, the in vivo integrated metabolism of its multiple components remains unknown. In this paper, a liquid chromatography coupled with diode array detection and triple-quadrupole spectrometry (LC-DAD-MS/MS) method was developed for detection and identification of SNS metabolites in rat plasma and urine at a normal clinical dosage. Accurate structural elucidation was performed using MS/MS, UV data and n-octanol/water partition coefficient. Based on the proposed strategy, 36 absorbed compounds and 29 metabolites in plasma and 33 metabolites in urine were detected by a highly sensitive MRM method. Our results indicated that phase II reactions (e.g., methylation, glucuronidation and sulfation) were the main metabolic pathways of gallic acid and flavanones, while phase I reactions (e.g., hydroxylation) were the major metabolic reaction for triterpenoid saponins. The metabolite profile analysis of SNS provided a comprehensive understanding of the in vivo metabolic fates of constituents in SNS. Moreover, the results in this work demonstrated the present strategy based on the combination of chromatographic, spectrophotometric, mass-spectrometric, and software prediction to detect and identify metabolites was effective and reliable. And such a strategy may also be extended to investigate the metabolism of other TCMF.


Assuntos
Cromatografia Líquida/métodos , Medicamentos de Ervas Chinesas/metabolismo , Flavonoides/metabolismo , Ácido Gálico/metabolismo , Ácido Glicirrízico/metabolismo , Espectrometria de Massas em Tandem/métodos , 1-Octanol , Animais , Medicamentos de Ervas Chinesas/química , Flavonoides/sangue , Flavonoides/urina , Ácido Gálico/sangue , Ácido Gálico/urina , Ácido Glicirrízico/sangue , Ácido Glicirrízico/urina , Masculino , Ratos , Ratos Sprague-Dawley , Razão Sinal-Ruído
12.
Biomed Chromatogr ; 26(2): 220-4, 2012 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-21618563

RESUMO

A very simple and direct method has been established for the determination of polygalic acid and its metabolites in rat urine based on HPLC coupled with electrospray ionization multi-stage tandem mass spectrometry (HPLC-ESI-MS(n)). The rats were administered a single dose (100 mg/kg) of polygalic acid by oral gavage. The urine samples were collected and purified through a C(18) solid-phase extraction cartridge, and then these pretreated samples were injected into a reversed-phase C(18) column with a gradient elution program, whereas acetonitrile-0.5% aqueous formic acid was used as mobile phase and detected by an on-line MS/MS system. As a result, the parent drug and its four metabolites were identified and characterized in rat urine for the first time by comparing their changes in molecular mass (ΔM), retention times and full-scan MS(n) spectra with those of the parent drug. A possible metabolic pathway of polygalic acid was investigated and proposed. More importantly, the results demonstrated that the newly developed method (HPLC-ESI-MS(n)) was sensitive, simple and suitable for the determination of polygalic acid and its metabolites in biological samples.


Assuntos
Cromatografia Líquida de Alta Pressão/métodos , Ácido Gálico/urina , Extratos Vegetais/urina , Polygala/química , Espectrometria de Massas em Tandem/métodos , Animais , Ácido Gálico/metabolismo , Ácido Glucurônico/metabolismo , Extratos Vegetais/química , Extratos Vegetais/metabolismo , Ratos , Ratos Sprague-Dawley , Espectrometria de Massas por Ionização por Electrospray/métodos
13.
J Chromatogr A ; 1218(41): 7297-306, 2011 Oct 14.
Artigo em Inglês | MEDLINE | ID: mdl-21906744

RESUMO

Black tea consumption has been associated with many health benefits including the prevention of cancer and heart disease. Theaflavins are the major bioactive polyphenols present in black tea. Unfortunately, limited information is available on their biotransformation. In the present study, we investigated the metabolic fate of theaflavin 3,3'-digallate (TFDG), one of the most abundant and bioactive theaflavins, in mouse fecal samples using liquid chromatography/electrospray ionization tandem mass spectrometry by analyzing the MS(n) (n=1-3) spectra. Four metabolites theaflavin, theaflavin 3-gallate, theaflavin 3'-gallate, and gallic acid were identified as the major mouse fecal metabolites of TFDG. Glucuronidated and sulfated, instead of methylated metabolites of theaflavin 3-gallate, theaflavin 3'-gallate, and TFDG were detected and identified as the minor mouse fecal metabolites of TFDG. Our results indicate that TFDG can be degraded in mice. Further studies on the formation of those metabolites in TFDG-treated mice in germ-free conditions are warranted. To our knowledge, this is the first report on the biotransformation of TFDG in mice.


Assuntos
Biflavonoides/metabolismo , Catequina/metabolismo , Cromatografia Líquida/métodos , Fezes/química , Ácido Gálico/análogos & derivados , Espectrometria de Massas em Tandem/métodos , Animais , Biflavonoides/administração & dosagem , Biflavonoides/química , Biflavonoides/urina , Biotransformação , Catequina/administração & dosagem , Catequina/química , Catequina/urina , Feminino , Ácido Gálico/administração & dosagem , Ácido Gálico/análise , Ácido Gálico/química , Ácido Gálico/metabolismo , Ácido Gálico/urina , Glucuronatos/análise , Glucuronatos/metabolismo , Camundongos , Camundongos Endogâmicos C57BL , Sulfatos/análise , Sulfatos/metabolismo , Chá/química
14.
J Pharm Biomed Anal ; 54(4): 812-6, 2011 Mar 25.
Artigo em Inglês | MEDLINE | ID: mdl-21130594

RESUMO

A reversed phase high-pressure liquid chromatographic electrospray tandem mass spectrometry method was developed for the simultaneous detection and analysis of ß-glucogallin and gallic acid. This method used a C(18) column with ultraviolet detection at 285 nm, ionization in the negative ion mode for ß-glucogallin and gallic acid, and in the positive ion mode for the internal standard 3-morpholin-4-ylpropane-1-sulfonic acid. Mobile phase consisted of a mixture of water, methanol, and formic acid at a flow rate of 0.7 mL/min. This method was validated over a concentration range of 1-100 µg/mL in rat urine.


Assuntos
Ácido Gálico/farmacocinética , Ácido Gálico/urina , Taninos Hidrolisáveis/farmacocinética , Taninos Hidrolisáveis/urina , Animais , Produtos Biológicos/química , Cromatografia Líquida de Alta Pressão , Estudos de Viabilidade , Ácido Gálico/química , Taninos Hidrolisáveis/química , Limite de Detecção , Masculino , Ratos , Ratos Sprague-Dawley , Reprodutibilidade dos Testes , Espectrometria de Massas por Ionização por Electrospray , Espectrometria de Massas em Tandem
15.
J Chromatogr A ; 1217(45): 7144-52, 2010 Nov 05.
Artigo em Inglês | MEDLINE | ID: mdl-20889158

RESUMO

High-performance liquid chromatography with diode-array detection (HPLC-DAD) and tandem mass spectrometry (HPLC-MS/MS) was used for separation and identification of metabolites in rat urine, bile and plasma after oral administration of rhubarb decoction. Based on the proposed strategy, 91 of the 113 potential metabolites were tentatively identified or characterized. Besides anthraquinones metabolites, gallic acid, (-)-epicatechin and (+)-catechin metabolites were also detected and characterized in these biological samples. Our results indicated that glucuronidation and sulfation were the main metabolic pathways of anthraquinones, while methylation, glucuronidation and sulfation were the main metabolic pathways of gallic acid, (-)-epicatechin and (+)-catechin. Phase I reactions (e.g., hydroxylation and reduction) played a relatively minor role compared to phase II reactions in metabolism of phenolic compounds of rhubarb decoction. The identification and structure elucidation of these metabolites provided essential data for further pharmacological and clinical studies of rhubarb and related preparations. Moreover, the results of the present investigations clearly indicated the relevance and usefulness of the combination of chromatographic, spectrophotometric, and mass-spectrometric analysis to detect and identify metabolites.


Assuntos
Cromatografia Líquida de Alta Pressão/métodos , Medicamentos de Ervas Chinesas/metabolismo , Extratos Vegetais/metabolismo , Rheum/química , Urina/química , Animais , Antraquinonas/sangue , Antraquinonas/metabolismo , Antraquinonas/urina , Flavonoides/sangue , Flavonoides/metabolismo , Flavonoides/urina , Ácido Gálico/sangue , Ácido Gálico/metabolismo , Ácido Gálico/urina , Masculino , Espectrometria de Massas , Extratos Vegetais/sangue , Extratos Vegetais/urina , Ratos , Ratos Sprague-Dawley , Espectrofotometria Ultravioleta
16.
Nutrition ; 26(5): 528-33, 2010 May.
Artigo em Inglês | MEDLINE | ID: mdl-19765952

RESUMO

OBJECTIVE: Because consumption of teas may be associated with potential health benefits due to its content in polyphenols and in Western countries the consumption of tea is equally divided between the hot and the ready-to-drink (RTD) cold versions of this typical beverage, the aim of this work was to study the absorption and metabolism of flavan-3-ols in human volunteers after the ingestion of a commercial RTD tea. METHODS: A feeding study was carried out in 20 healthy human volunteers and urine samples were collected for 24h after tea ingestion. Flavan-3-ols-derived molecules were identified and quantified in urine samples by high-performance liquid chromatography with tandem mass spectrometric detection. RESULTS: Eight relevant metabolites were identified in urine, all modified flavan-3-ols with the exception of unmetabolized gallic acid. The urinary excretion of flavan-3-ols was equal to 7.2% of the intake with tea. Gallic acid, which was abundant in the RTD tea used in this study, reached a 4.5% of the drunken amount. CONCLUSIONS: The bioavailability values observed are in agreement with previous reports, although the dosage of polyphenols ingested in this study is remarkably lower. Moreover, the use of a group of 20 volunteers, more than the average number of subjects used for usual human acute-feeding studies involving polyphenols, provides additional credibility to the results. After drinking the RTD ice tea used in this study, the internal compartments are exposed to non-marginal doses of flavanols and flavanol metabolites up to 24h.


Assuntos
Flavonoides/farmacocinética , Chá/química , Adolescente , Adulto , Disponibilidade Biológica , Catequina/análogos & derivados , Catequina/urina , Cromatografia Líquida de Alta Pressão , Feminino , Flavonoides/administração & dosagem , Flavonoides/urina , Ácido Gálico/administração & dosagem , Ácido Gálico/urina , Humanos , Masculino , Pessoa de Meia-Idade , Espectrometria de Massas em Tandem
17.
J Sep Sci ; 31(15): 2797-803, 2008 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-18666172

RESUMO

An RP-HPLC method for the determination of four phenolic compounds: gallic acid (GA), pyrogallol (PY), resorcinol (RE) and ellagic acid (EA), derived from hydrolysable tannins is reported. Separation was achieved on a SunFire C18 (250 x 4.6 mm id, 5 microm) column at 40 degrees C with gradient elution. UV detection at 280 nm was applied. The developed method was validated in terms of linearity, accuracy and precision. Satisfactory repeatability and between day precision were noticed with RSD values lower than 3%. Recoveries from different biological samples ranged from 91.50 to 105.25%. The LODs were estimated as 1.70 mg/L for PY, 1.68 mg/L for GA, 1.52 mg/L for RE and 0.98 mg/L for EA with a 20 microL injection volume. The method was applied for the determination of these compounds in oak leaves and in ruminal fluid and urine samples taken from beef cattle fed with oak leaves. The proposed method could be used in ruminant nutrition studies to verify the effect that a diet rich in tannins have on ruminal fermentation and to determine the toxicity of these compounds.


Assuntos
Ácido Elágico/análise , Ácido Gálico/análise , Taninos Hidrolisáveis/química , Pirogalol/análise , Resorcinóis/análise , Animais , Bovinos , Cromatografia Líquida de Alta Pressão/instrumentação , Cromatografia Líquida de Alta Pressão/métodos , Ácido Elágico/urina , Ácido Gálico/urina , Conteúdo Gastrointestinal/química , Taninos Hidrolisáveis/metabolismo , Folhas de Planta/química , Pirogalol/urina , Quercus/química , Reprodutibilidade dos Testes , Resorcinóis/urina , Rúmen/química
18.
Br J Nutr ; 97(5): 842-6, 2007 May.
Artigo em Inglês | MEDLINE | ID: mdl-17408524

RESUMO

Plasma total homocysteine concentrations (tHcy) are a putative risk factor for CVD. Tea is a rich dietary source of polyphenols and caffeine, both of which may raise tHcy. However, it is possible that much of any effect is transitory and may be influenced by the consumption of food. Our objective was to investigate the acute effect of tea, at a dose representative of ordinary population intakes, on tHcy and to determine whether consumption of a meal influences the magnitude of any effect. Measurements of tHcy were performed in twenty participants at baseline and 3.5 h after drinking three cups of black tea or hot water (consumed at time 0, 1.5 and 3 h) with and without a meal: a total of four treatments administered in random order. Drinking tea resulted in an acute increase in tHcy (0-30 (95 % CI 0.04, 0.56) micromol/l, P=0.022). The meal resulted in an acute decrease in tHcy (-0.42 (95 % CI -0.68, -0.16) micromol/l, P=0.002). There was no interaction between tea and meal on tHcy (P=0.40); that is, the effect of tea on tHcy was not different in the fasting and non-fasting state. Our results suggest that drinking black tea can cause a small acute increase in tHcy and that this effect is not enhanced in the non-fasting state. Given that results of population studies have generally shown a negative association between tea intake and tHcy, the significance of these findings to CVD risk remains uncertain.


Assuntos
Jejum/sangue , Homocisteína/sangue , Chá/metabolismo , Idoso , Biomarcadores/urina , Cafeína/sangue , Estudos Cross-Over , Ingestão de Líquidos/fisiologia , Ingestão de Alimentos/fisiologia , Feminino , Flavonoides/metabolismo , Ácido Fólico/sangue , Ácido Gálico/análogos & derivados , Ácido Gálico/urina , Humanos , Masculino , Metilação , Pessoa de Meia-Idade , Fenóis/metabolismo , Polifenóis , Vitamina B 12/sangue
19.
Br J Nutr ; 96(1): 191-8, 2006 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-16870009

RESUMO

Estimation of dietary intake of polyphenols is difficult, due to limited availability of food composition data and bias inherent to dietary assessment methods. The aim of the present study was to evaluate the associations between the intake of polyphenol-rich foods and the urinary excretion of several phenolic compounds and therefore explore whether these phenolic compounds could be used as a biomarker of intake. Fifty-three participants of the SU.VI.MAX study (a randomised primary-prevention trial evaluating the effect of daily antioxidant supplementation on chronic diseases) collected a 24 h urine and a spot urine sample and filled a dietary record during a 2 d period. Thirteen polyphenols and metabolites, chlorogenic acid, caffeic acid, m-coumaric acid, gallic acid, 4-O-methylgallic acid, quercetin, isorhamnetin, kaempferol, hesperetin, naringenin, phloretin, enterolactone and enterodiol, were measured using HPLC-electrospray ionisation-MS-MS. In spot samples apple consumption was positively correlated to phloretin, grapefruit consumption to naringenin, orange to hesperetin, citrus fruit consumption to both naringenin and hesperetin, with r coefficients ranging from 0.31 to 0.57 (P < 0.05). The combination of fruits and/or fruit juices was positively correlated to gallic acid and 4-O-methylgallic acid, isorhamnetin, kaempferol, hesperetin, naringenin and phloretin (r 0.24-0.44, P < 0.05). Coffee consumption was positively correlated to caffeic and chlorogenic acids (r 0.29 and 0.63, P < 0.05 respectively). Black tea and wine consumption were positively correlated with gallic and 4-O-methylgallic acids (r 0.37-0.54, P < 0.001). The present results suggest that several polyphenols measured in a spot urine sample can be used as biomarkers of polyphenol-rich food intake.


Assuntos
Antioxidantes/administração & dosagem , Flavonoides/urina , Alimentos , Hidroxibenzoatos/urina , 4-Butirolactona/análogos & derivados , 4-Butirolactona/urina , Adulto , Biomarcadores/urina , Ácidos Cafeicos/urina , Ácido Clorogênico/urina , Café , Estudos de Coortes , Dieta , Feminino , Flavonoides/administração & dosagem , Frutas , Ácido Gálico/urina , Humanos , Quempferóis/urina , Lignanas/urina , Masculino , Pessoa de Meia-Idade , Fenóis/administração & dosagem , Fenóis/urina , Polifenóis , Verduras , Vinho
20.
Asia Pac J Clin Nutr ; 15(2): 253-8, 2006.
Artigo em Inglês | MEDLINE | ID: mdl-16672212

RESUMO

Dietary polyphenols are suggested to elevate plasma total homocysteine concentration (tHcy). Although tea is rich in polyphenols, it has been associated with lower tHcy, which may be due to its folate content. Our aims were to investigate relationships of tea intake and 4-O-methylgallic acid (4OMGA)--a biomarker of exposure to tea-derived polyphenols--with tHcy in older women. In a cross-sectional study of 232 women over 70 years of age, we measured tHcy, tea intake, 24 h urinary excretion of 4OMGA, and red cell folate. Tea intake and 4OMGA excretion were inversely related to tHcy. Tea intake (>2 cups) and 4OMGA excretion above the median were associated with lower tHcy by approximately 1 mmol/L (P <0.01). Red cell folate was not associated with tea intake or 4OMGA excretion. The observed lower tHcy in women with higher tea intake is consistent in direction and magnitude with previous epidemiological studies, but any mechanisms remain unclear.


Assuntos
Ácido Fólico/análise , Ácido Gálico/análogos & derivados , Homocisteína/sangue , Chá , Idoso , Idoso de 80 Anos ou mais , Biomarcadores/sangue , Biomarcadores/urina , Estudos Transversais , Dieta , Eritrócitos/química , Feminino , Flavonoides/administração & dosagem , Flavonoides/metabolismo , Ácido Fólico/sangue , Ácido Gálico/urina , Humanos , Rememoração Mental , Fenóis/administração & dosagem , Fenóis/metabolismo , Polifenóis
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