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1.
Bioorg Med Chem ; 22(2): 856-64, 2014 Jan 15.
Artigo em Inglês | MEDLINE | ID: mdl-24360830

RESUMO

The nitronate and nitrovinyl methods to synthesize indole glucosinolates (GLs) have been investigated. The results were applied to generally the most prevalent natural indole glucosinolates to synthesize 4-methoxyglucobrassicin (MGB) and neo-glucobrassicin (NGB) in moderate overall yield for the first time. The anti-inflammatory activity of the synthetic indole GLs was determined by inhibition of TNF-α secretion in LPS-stimulated THP-1 cells. The data showed that glucobrassicin (GB) exhibited higher activity than other synthetic indolyl GLs.


Assuntos
Anti-Inflamatórios não Esteroides/farmacologia , Glucosinolatos/farmacologia , Indóis/farmacologia , Fator de Necrose Tumoral alfa/antagonistas & inibidores , Anti-Inflamatórios não Esteroides/síntese química , Anti-Inflamatórios não Esteroides/química , Linhagem Celular Tumoral , Relação Dose-Resposta a Droga , Glucosinolatos/síntese química , Glucosinolatos/química , Humanos , Indóis/síntese química , Indóis/química , Lipopolissacarídeos/antagonistas & inibidores , Lipopolissacarídeos/farmacologia , Estrutura Molecular , Relação Estrutura-Atividade , Fator de Necrose Tumoral alfa/metabolismo
2.
Bioorg Med Chem ; 21(19): 5945-54, 2013 Oct 01.
Artigo em Inglês | MEDLINE | ID: mdl-23978357

RESUMO

Aromatic GLs are important members of the glucosinolate family of compounds because of their potential biological activity and medicinal properties. This study has shown success in the high yielding synthesis of some important aromatic GLs as well as the results of testing for anti-inflammatory properties of the synthetic GLs. 3,4-Dimethoxyphenylglucosinolate was found to be the most active anti-inflammatory of the seven glucosinolates assayed.


Assuntos
Anti-Inflamatórios/síntese química , Glucosinolatos/síntese química , Anti-Inflamatórios/química , Anti-Inflamatórios/farmacologia , Sequência de Carboidratos , Linhagem Celular , Glucosinolatos/química , Glucosinolatos/farmacologia , Humanos , Estrutura Molecular
3.
Int J Food Sci Nutr ; 60(6): 476-86, 2009 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-18608553

RESUMO

BACKGROUND AND OBJECTIVES: The digestion rate of proteins and subsequent absorption of amino acids can independently modulate protein metabolism. The objective of the present study was to examine the blood amino acid response to whey protein isolate (WPI), ß-lactoglobulin-enriched WPI, hydrolysed WPI and a flavour-identical control. METHODS: Eight healthy adults (four female, four male) were recruited (mean±standard error of the mean: age, 27.0±0.76 years; body mass index, 23.2±0.8 kg/cm(2)) and after an overnight fast consumed 500 ml of each drink, each containing 25g protein, in a cross-over design. Blood was taken at rest and then every 15 min for 2 h post ingestion. RESULTS: Ingesting the ß-lactoglobulin-enriched WPI drink resulted in significantly greater plasma leucine concentrations at 45-120 min and significantly greater branched-chain amino acid concentrations at 60-105 min post ingestion compared with hydrolysed WPI. No differences were observed between WPI and ß-lactoglobulin-enriched WPI, and all protein drinks resulted in elevated blood amino acids compared with flavour-identical control. CONCLUSIONS: In conclusion, whole proteins resulted in a more rapid absorption of leucine and branched-chain amino acid into the blood compared with the hydrolysed molecular form of whey protein.


Assuntos
Aminoácidos de Cadeia Ramificada/sangue , Proteínas Alimentares/farmacocinética , Digestão , Lactoglobulinas/farmacocinética , Leucina/sangue , Proteínas do Leite/farmacocinética , Hidrolisados de Proteína/farmacocinética , Adulto , Bebidas , Índice de Massa Corporal , Estudos Cross-Over , Dieta , Método Duplo-Cego , Jejum , Feminino , Humanos , Absorção Intestinal , Masculino , Proteínas do Soro do Leite
4.
J Clin Endocrinol Metab ; 91(4): 1477-83, 2006 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-16434457

RESUMO

CONTEXT: Dietary proteins appear to be more satiating than carbohydrate. The mechanism and effect of protein and carbohydrate type are unclear. OBJECTIVE: The objective of the study is to compare the acute effect of different proteins and carbohydrates on indicators of appetite and appetite regulatory hormones. DESIGN: This is a randomized cross-over study of four orally consumed preloads followed by blood sampling (+15, 30, 45, 60, 90, 120, 180 min), then a buffet meal. SETTING: The study was carried out in an outpatient clinic. PATIENTS AND OTHER PARTICIPANTS: Nineteen overweight (body mass index 32.1 +/- 0.9 kg/m(2)) men participated. INTERVENTIONS: Liquid preloads (1 MJ) contained whey (55 g), casein (55 g), lactose (56 g), or glucose (56 g). MAIN OUTCOME MEASURES: Plasma ghrelin, cholecystokinin (CCK), insulin, glucose and amino acids, gastric emptying rate (plasma paracetamol), appetite rating (visual analog scale), and ad libitum energy intake were the main outcome measures. RESULTS: Energy intake was 10 +/- 3% higher after the glucose preload compared with lactose and protein preloads (P < 0.05), which were predicted by ghrelin at 120 min (P < 0.05). CCK was 71 +/- 6% higher 90 min after the protein preloads compared with glucose and lactose (P < 0.05), which predicted appetite at 180 min (P < 0.05). There was a small increase in branched chain amino acids after the whey preload compared with casein (P < 0.01), but this was independent of appetite and energy intake. CONCLUSION: Acute appetite and energy intake are equally reduced after consumption of lactose, casein, or whey compared with glucose, which was consistent with differences in plasma ghrelin. Higher CCK responses after proteins correlated with satiety but did not affect energy intake.


Assuntos
Colecistocinina/sangue , Carboidratos da Dieta/farmacologia , Proteínas Alimentares/farmacologia , Ingestão de Energia/fisiologia , Obesidade/metabolismo , Hormônios Peptídicos/sangue , Acetaminofen/farmacocinética , Adulto , Aminoácidos/sangue , Analgésicos não Narcóticos/farmacocinética , Glicemia/metabolismo , Caseínas/farmacocinética , Estudos Cross-Over , Dieta , Grelina , Glucose/farmacologia , Humanos , Insulina/sangue , Lactose/farmacologia , Masculino , Proteínas do Leite/farmacocinética , Análise de Regressão , Resposta de Saciedade/efeitos dos fármacos , Proteínas do Soro do Leite
5.
J Chromatogr A ; 1131(1-2): 203-14, 2006 Oct 27.
Artigo em Inglês | MEDLINE | ID: mdl-16887126

RESUMO

Comprehensive two-dimensional gas chromatography (GCxGC) with nitrogen-phosphorus detection (NPD) has been investigated for the separation and quantitation of fungicides in vegetable samples. The detector gas flows (H(2), N(2) and air) were adjusted to achieve maximum response of signal whilst minimizing peak width. The comparison of different column sets and selection of the temperature program were carried out with a mixture of nine N-containing standard fungicides, eight of which were chlorinated. The results from GCxGC-NPD and GCxGC with micro electron-capture detection (muECD) were compared. External calibrations of fungicides were performed over a concentration range from 1 to 1,000 microgL(-1). The peak area calibration curves generally had regression coefficients of R(2)>0.9980, however for iprodione which was observed to undergo on-column degradation, an R(2) of 0.990 was found. The limit of detection (LOD) and limit of quantitation (LOQ) were less than about 74 and 246 ng L(-1), respectively. The intra-day and inter-day RSD values were measured for solutions of concentration 0.100, 0.500 and 1.50 mg L(-1). For the 0.500 mg L(-1) solution, intra- and inter-day precision of peak area and peak height for most of the pesticides were about 2% and 8%, respectively. Excellent linearity was observed for these standards, from 0.001 to 25.00 mg L(-1). The standard mixture peak positions were identified by using GCxGC with quadrupole mass spectrometry (qMS). To illustrate the potential and the versatility of both GCxGC-NPD and GCxGC-muECD, the method was applied to determination of fungicides in a vegetable extract. Decomposition of one fungicide standard (iprodione) during chromatography elution was readily observed in the two-dimensional (2D) GCxGC plot as a diagonal ridge response in the 2D chromatogram between the degrading compound and the decomposition product.


Assuntos
Cromatografia Gasosa/métodos , Resíduos de Praguicidas/análise , Verduras/química , Aminoimidazol Carboxamida/análogos & derivados , Aminoimidazol Carboxamida/análise , Aminoimidazol Carboxamida/química , Calibragem , Fungicidas Industriais/análise , Fungicidas Industriais/química , Hidantoínas/análise , Hidantoínas/química , Estrutura Molecular , Resíduos de Praguicidas/química , Resíduos de Praguicidas/normas , Padrões de Referência , Reprodutibilidade dos Testes , Triazóis/análise , Triazóis/química
6.
Meat Sci ; 108: 155-64, 2015 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-26163181

RESUMO

The aim of this experiment was to use metabolomic techniques to investigate the energy metabolism in lamb M. longissimus thoracis et lumborum subjected to very fast chilling (VFC) post-mortem. The tissue was prepared by 2 different operators and subjected to very fast chilling (less than 0°C within 1.5h of slaughter) or typical chilling regimes (Control; 0°C within 22h of slaughter). Non-targeted metabolomic analysis ((1)H NMR) and targeted analysis ((31)P NMR, HPLC-PDA and HPLC-MS/MS) were used to examine the change in muscle metabolites post-mortem. One VFC treatment, which resulted in a colder core temperature and more tender meat, had higher levels of glycolytic intermediate metabolites pre-rigor as well as more of the end-products of adenosine and nicotine nucleotide metabolism pre-rigor, relative to conventionally chilled treatments. In conclusion, VFC to less than 0°C within 1.5h of slaughter causes considerable changes in metabolism and rigor onset, which are associated with tender meat.


Assuntos
Temperatura Baixa , Carne/análise , Metabolômica , Músculo Esquelético/química , Mudanças Depois da Morte , Adenosina/metabolismo , Animais , Cromatografia Líquida de Alta Pressão , Manipulação de Alimentos , Concentração de Íons de Hidrogênio , Espectroscopia de Ressonância Magnética , Fosfocreatina/metabolismo , Sarcômeros/química , Carneiro Doméstico , Espectrometria de Massas em Tandem
7.
Acta Crystallogr C Struct Chem ; 70(Pt 6): 588-94, 2014 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-24898963

RESUMO

There has been much interest in obtaining crystals for crystallographic analysis of biologically active glucosinolates. Crystals of potassium (2,3-dichlorophenyl)glucosinolate were obtained as a dual solvate, containing one methanol and one ethanol molecule of crystallization, K(+)·C13H14Cl2NO9S2(-)·CH3OH·C2H5OH. The three-dimensional polymeric network consists of chains containing the potassium ions coordinated and bridged by sugar O atoms, which run parallel to the a axis and are further crosslinked through the sugar molecules. The channels of this network are occupied by the dichlorophenyl substituents and the ethanol and methanol solvent molecules. The structure of the S-(2,3,4,6-tetra-O-acetyl-ß-D-glucopyranosyl)-2,3-dichlorophenylacetothiohydroxymate, C21H23Cl2NO10S, precursor has also been determined and the ß-configuration and Z isomer of the thiohydroximate substituent is confirmed.

8.
Asia Pac J Clin Nutr ; 15(2): 275-85, 2006.
Artigo em Inglês | MEDLINE | ID: mdl-16672215

RESUMO

The dietary intakes of major phytochemicals in Fijian population were estimated from the consumption of 90 plant foods reported in five major surveys conducted in Fiji from 1952 to 2001. These surveys included the Naduri Longitudinal study, for which food intake data were collected on four occasions in 1952, 1953, 1963 and 1994), the 1982 and 1993 National Nutritional Surveys, the 1996 Suva-Nausori Corridor cross-sectional study, the 1999 Verata cross-sectional study, and the 2001 Fiji Food Choice study. It was found that the Fijian population generally had low intakes of total phenols (275 mg/day), and total flavonoids (17.5 mg/day), but high intake of total carotenoids (20 mg/day), in comparisons with the intakes of other populations reported in literature. It has been speculated that the change of eating patterns resulting in the low intakes of phytochemicals may have partly contributed to the increase in the nutritionally chronic disease morbidity and mortality among the Fijians. It is further recommended that the traditional Fijian food patterns with high fruits and vegetables should be revived, and the consumption of sweet potato leaves and drumstick leaves, both of which were rich in phytochemicals, should be promoted.


Assuntos
Dieta/normas , Dieta/tendências , Comportamento Alimentar , Inquéritos Nutricionais , Adolescente , Adulto , Antocianinas/administração & dosagem , Carotenoides/administração & dosagem , Estudos de Coortes , Estudos Transversais , Feminino , Fiji , Flavonoides/administração & dosagem , Frutas , Humanos , Estudos Longitudinais , Masculino , Fenóis/administração & dosagem , Plantas Comestíveis , Polifenóis , Verduras
9.
Electrophoresis ; 24(12-13): 2180-2187, 2003 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-12858391

RESUMO

This paper describes approaches for stacking large volumes of sample solutions containing a mixture of chlorophenols and chlorophenoxyacetic acids as their anions in capillary zone electrophoresis, and compares results to standard capillary electrophoresis (CE) and normal stacking modes. In order to increase the amount of sample injected beyond the optimal conditions and maintain high resolution, the sample introduction buffer must be removed after the stacking process is completed. This is achieved by pumping the sample buffer out of the column using polarity switching. Large sample volumes are loaded by hydrodynamic injection, then stacked at the injection buffer/run electrolyte interface, followed by the removal of the large plug of low-conductivity sample matrix from the capillary column using polarity switching and finally the separation of the stacked anions in a basic buffer (pH 8.65). Around 10- and 40-fold improvement of sensitivity was achieved by normal stacking and large-volume stacking with polarity switching, respectively, when compared to the standard CE analysis. Sweeping-micellar electrokinetic capillary chromatography (MEKC) was also investigated for the purpose of comparison to the stacking technique. The method should be suitable for the analysis of these chemical compound classes in industrial chlorophenoxyacetic acid manufacture.


Assuntos
Clorofenóis/análise , Eletroforese Capilar/métodos , Soluções Tampão
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