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1.
Food Chem ; 348: 129108, 2021 Jun 30.
Artigo em Inglês | MEDLINE | ID: mdl-33540300

RESUMO

Monoamine oxidase A (MAO-A) is a major enzyme responsible for the deamination of neurotransmitters such as serotonin (5-HT) in the central nervous system. The decrease in 5-HT levels is accompanied by disorders at the affective and somatic levels, leading to depression and disorders of the satiety center. The aim of this study was to evaluate the degree of MAO-A inhibition by chlorogenic acids, as well as green, light-, and dark-roasted coffee extracts and bioactive compounds from beans of the species Coffea canephora and Coffea arabica. Data for analysis was obtained using isothermal titration calorimetry and molecular docking. The results showed that caffeine and ferulic acid, as well as green Robusta coffee, demonstrated the greatest inhibition of MAO-A activity, which may increase the bioavailability of serotonin. We believe that green coffee shows potential antidepressant activity by inhibiting MAO-A, and may be used for treating depression and potentially, type 2 diabetes.


Assuntos
Café/química , Inibidores da Monoaminoxidase/farmacologia , Monoaminoxidase/metabolismo , Serotonina/metabolismo , Cafeína/análise , Ácido Clorogênico/análise , Diabetes Mellitus Tipo 2/metabolismo , Inibidores da Monoaminoxidase/química , Sementes/química
2.
Food Chem ; 336: 127701, 2021 Jan 30.
Artigo em Inglês | MEDLINE | ID: mdl-32781354

RESUMO

This study presents innovative research for comparison of the effect of the different dehydration techniques and methods of extraction on the antioxidant potential and bioactive compounds of Conilon and Arabica coffee flowers. The compounds were analyzed by high performance liquid chromatography and the antioxidant capacity evaluated by the 2,2'-azinobis (3-ethylbenzthiazoline-6-sulfonic acid) (ABTS), 2,2-diphenyl-1-picrylhydrazyl (DPPH) and nitric oxide assays. Among the compounds evaluated, trigonelline, gallic acid, chlorogenic acid, and caffeine were identified, with trigonelline and caffeine being those with the highest concentration. The investigated factors significantly influenced the profile of the bioactive compounds identified, and the antioxidant capacity. The 92 °C infusion of freeze-dried Conilon coffee flowers, in general, showed greater antioxidant capacity by ABTS and DPPH assays, as well as total phenolic content. Lyophilization had a positive influence on maintaining the content of phenolic compounds and antioxidant capacity of the samples. Coffee flowers proved to be a potential raw material for making tea-like drinks.


Assuntos
Antioxidantes/farmacologia , Coffea/química , Flores/química , Alcaloides/análise , Antioxidantes/química , Cafeína/análise , Ácido Clorogênico/análise , Cromatografia Líquida de Alta Pressão , Liofilização , Fenóis/análise , Extratos Vegetais/química
3.
Food Chem ; 338: 127821, 2021 Feb 15.
Artigo em Inglês | MEDLINE | ID: mdl-32798819

RESUMO

Turkish coffee is a popular hot beverage owing to its delicious taste and pleasant aroma in Turkey. In the present study, key odorants of medium (MRC) and dark roasted Turkish coffee (DRC) brews were studied using GC-MS-Olfactometry. A total of 26 and 28 key odorants were detected in the MRC and DRC samples, respectively, with flavour dilution (FD) factors varying between 4 and 2048. The highest FD factor (2048) was found for 2-ethyl-3,5-dimethylpyrazine and 2-ethyl-3-methyl pyrazine in the MRC and DRC brew samples, respectively. One of the main differences between the two brew samples was the guaiacol with phenolic-burnt odour. A higher amount of chlorogenic acids (CGAs) was determined in the MRC as compared to the DRC using LC-DAD-ESI-MS/MS. According to the sensory analysis, the Turkish coffee sample brewed from the MRC beans had a higher score of general impression and pleasant coffee sensory descriptors as compared to the DRC.


Assuntos
Ácido Clorogênico/análise , Café/química , Odorantes/análise , Adulto , Cromatografia Líquida , Coffea/química , Cor , Feminino , Cromatografia Gasosa-Espectrometria de Massas , Humanos , Masculino , Pessoa de Meia-Idade , Olfatometria , Fenóis/análise , Espectrometria de Massas em Tandem , Paladar , Turquia
4.
Food Chem ; 338: 128045, 2021 Feb 15.
Artigo em Inglês | MEDLINE | ID: mdl-33091987

RESUMO

A factorial design with a duplicate in the central point was used to investigate the effect of treating arabica coffee beans with asparaginase. The investigated factors were enzymatic load (1000 and 5000 ASNU/Kg), water percentage (30 and 90%), and hydrolysis time (1 and 3 h). The acrylamide content was determined by UPLC-MS/MS, and the caffeic acid, chlorogenic acid and caffeine concentrations were determined by HPLC-DAD. The statistical analysis was carried out in the R platform using RStudio graphical interface. The results indicated the importance of coffee bean pretreatment with steam, and that the enzyme load reduced the acrylamide content to 65 mg/kg in coffee beans. The predicted reduction was obtained with hydrolysis time of 2 h, water content of 90%, and asparaginase load of 5000 ASNU/kg. The asparaginase treatment did not influence the major bioactive compounds in coffee.


Assuntos
Acrilamida/análise , Asparaginase/metabolismo , Ácidos Cafeicos/análise , Cafeína/análise , Ácido Clorogênico/análise , Café/metabolismo , Ácidos Cafeicos/isolamento & purificação , Cafeína/isolamento & purificação , Ácido Clorogênico/isolamento & purificação , Cromatografia Líquida de Alta Pressão , Café/química , Hidrólise , Extração em Fase Sólida , Espectrometria de Massas em Tandem
5.
PLoS One ; 15(12): e0243750, 2020.
Artigo em Inglês | MEDLINE | ID: mdl-33315941

RESUMO

The genus Angelica encompasses 80 species worldwide. Among them, only Angelica sinensis is widely used in China and Japan. To explore the quality and geographical distribution of A. sinensis, we collected 1,530 plants from Gansu Province and analyzed them for their contents of chlorogenic acid (CA), ferulic acid (FA), senkyunolide I(SI), senkyunolide A(SA), senkyunolide H (SH), coniferyl ferulate (CF), ligustilide (LI), and butenyl phthalide (BP) using UPLC. We also assessed the relationship between the ecological environment and quality of A. sinensis through maximum entropy modeling and a geographical information system. The habitat suitability distribution demonstrated that the most influential ecological factors for the growth of A. sinensis were altitude, precipitation during March, May, and December, precipitation during the wettest month, and the soil pH. The most suitable areas for cultivation are concentrated to the south of Gansu Province, including Linxia Hui Autonomous Prefecture, Dingxi City, Tianshui City, south of Wuwei City, east of Gannan Tibetan Autonomous Prefecture, north of Longnan City, and northwest of Pingliang City. The quality suitability regionalization analysis divulged that the most influential ecological factors for the index components of A. sinensis were the altitude, sunshine, rainfall, temperature, and soil pH. The highest quality A. sinensis grow in Dingxi City, Tangchang, Lixian, and Wen counties in Longnan City, Wushan County in Tianshui City, Lintan, Zhouqu, and Zhuoni counties in Gannan Tibetan Autonomous Prefecture, Kangle and Linxia counties in Linxia Hui Autonomous Prefecture. The experiment yielded highly accurate results (accuracy of 0.955), suggesting that the results were consistent with the actual distribution of A. sinensis in Gansu. The inferences of this research will naturally draw the attention of the authorities in the fields of natural resources and agriculture departments and provide a scientific basis for the rational selection of A. sinensis cultivation areas.


Assuntos
Angelica sinensis/química , Extratos Vegetais/química , 4-Butirolactona/análogos & derivados , 4-Butirolactona/análise , Benzofuranos/análise , China , Ácido Clorogênico/análise , Cromatografia Líquida de Alta Pressão , Ácidos Cumáricos/análise
6.
Food Chem ; 330: 127227, 2020 Nov 15.
Artigo em Inglês | MEDLINE | ID: mdl-32521402

RESUMO

A hydroxycinnamate-like component was identified in highbush blueberry (Vaccinium corymbosum) fruit, which had identical UV and mass spectrometric properties to an S-linked glutathionyl conjugate of chlorogenic acid synthesized using a peroxidase-catalyzed reaction. The conjugate was present in fruits from all highbush blueberry genotypes grown in one season, reaching 7-20% of the relative abundance of 5-caffeoylquininc acid. It was enriched, along with anthocyanins, by fractionation on solid phase cation-exchange units. Mining of pre-existing LC-MS data confirmed that this conjugate was ubiquitous in highbush blueberries, but also present in other Vaccinium species. Similar data mining identified this conjugate in potato tubers with enrichment in peel tissues. In addition, the conjugate was also present in commercial apple juice and was stable to pasteurization and storage. Although glutathionyl conjugates of hydroxycinnamic acids have been noted previously, this is the first report of glutathionyl conjugates of chlorogenic acids in commonly-eaten fruits and vegetables.


Assuntos
Mirtilos Azuis (Planta)/química , Ácido Clorogênico/análise , Sucos de Frutas e Vegetais/análise , Malus/química , Solanum tuberosum/química , Antocianinas/análise , Frutas/química , Tubérculos/química
7.
Food Chem ; 328: 127117, 2020 Oct 30.
Artigo em Inglês | MEDLINE | ID: mdl-32474240

RESUMO

This study was aimed to reduce the concentrations of benzopyrene (BaP) and acrylamide (ACR) in roasted coffee beans by corona discharge plasma jet (CDPJ). The initial concentrations of BaP and ACR in roasted beans were decreased by 53.6% and 32.0%, respectively, following CDPJ (powered by 20 kV DC/1.5 A) treatment for 60 min. The levels of total solid, total acid, chlorogenic acid, caffeine, trigonelline, and pH were insignificantly changed upon CDPJ treatment compared to controls. However, the concentration of total phenolic content and Agtron color values were altered significantly. The treatment of beans did not alter descriptive sensory properties of the corresponding coffee brews, except aroma and aftertaste characteristics. As the treatment time increased from 15 to 60 min, scores for aroma profiles in PCA plot were shifted from right to left, although overlapping was observed between 15- and 30-min-treated samples. Additionally, none of the treated samples were discriminated from the control by electronic tongue.


Assuntos
Acrilamida/química , Benzopirenos/química , Café/química , Alcaloides/análise , Fenômenos Bioquímicos , Cafeína/análise , Ácido Clorogênico/análise , Culinária , Nariz Eletrônico , Temperatura Alta
8.
Planta ; 251(4): 74, 2020 Mar 06.
Artigo em Inglês | MEDLINE | ID: mdl-32144512

RESUMO

MAIN CONCLUSION: During their domestication process, the species of the genus Opuntia lose their ability to survive in the wild. Presence and concentration of secondary metabolites which play a role in the interaction with their surroundings are modified but without an identifiable pattern. A domestication gradient based on morphological characteristics has been previously described for the species in the Opuntia genus. Secondary metabolites are a diverse group of bioactive compounds that relate to a species evolution, both in their natural and artificial (domestication process) selection environments. In addition, these compounds are associated with plant resistance to stress when growing in the wild. A comprehensive characterization of secondary metabolite profiles in the Opuntia genus that accounts for the genotypic differences related to the degree of domestication has not previously been conducted. This study evaluated the phytochemical composition of young cladodes from fifteen variants, of O. ficus-indica, O. albicarpa Sheinvar, and O. megacantha Salm-Dyck, identified as species with a highly advanced, advanced and intermediate degree of domestication, respectively, and O. hyptiacantha A. Web, and O. streptacantha Lem. identified as wild-intermediate and wild species. Analyses were carried out using a HPLC-diode array detection technique. Out of the 13 identified and quantified phenolic molecules and terpenoids, only the caffeic, ferulic and syringic acids, and the terpenoid ß-amyrin were present in all variants. The flavonoid luteolin was absent in all five species. Gallic, vallinic, p-hydroxybenzoic, chlorogenic and p-coumaric acids were only present in 53-87% of variants; flavonoids quercetin, isorhamnetin, rutin and apigenin in 47-87% of the variants. Both, oleanolic acid and peniocerol, were present only in 60% of variants. Isorhamnetin was absent in O. hyptiacantha and quercetin in O. streptacntha. Differences and similarities in the secondary metabolites content showed no recognizable trend relating to the degree of domestication across the species in this genus.


Assuntos
Domesticação , Opuntia/classificação , Opuntia/metabolismo , Apigenina/análise , Ácidos Cafeicos/análise , Ácido Clorogênico/análise , Cromatografia Líquida de Alta Pressão , Ácidos Cumáricos/análise , Flavonoides/análise , Ácido Gálico/análogos & derivados , Ácido Gálico/análise , Hidroxibenzoatos/análise , Ácido Oleanólico , Quercetina/análogos & derivados , Quercetina/análise , Rutina/análise , Esteróis/análise , Terpenos/análise , Ácido Vanílico/análise
9.
Food Chem ; 319: 126600, 2020 Jul 30.
Artigo em Inglês | MEDLINE | ID: mdl-32187568

RESUMO

High-performance liquid chromatography with diode array (HPLC-DAD) and liquid chromatograph triple quadrupole mass spectrometry (HPLC-MS/MS) were used to characterize raw and fermented coffee pulps in terms of their phenolic composition and caffeine content. The qualitative analysis showed no significant differences between the raw and the fermented pulps. Free hydroxycinnamic acids (HAs) were mainly chlorogenic acids, with 5-caffeoylquinic acid as the major compound. Bound HAs released caffeic acids during alkaline hydrolysis, and no bound ferulic and p-coumaric acids were detected. The fermentation process allowed the detoxification of the pulp from caffeine by 50%, while significantly reducing the amounts of residue by 64%. Moreover, the fermented products could be further processed to provide high added-value molecules with potential industrial applications, providing a new source of income for the small coffee producers.


Assuntos
Cafeína/análise , Café , Fenóis/análise , Resíduos , Ácidos Cafeicos/análise , Ácido Clorogênico/análise , Cromatografia Líquida de Alta Pressão/métodos , Café/química , Ácidos Cumáricos/análise , Fermentação , Hidrólise , Ácido Quínico/análogos & derivados , Ácido Quínico/análise , Espectrometria de Massas em Tandem , Gerenciamento de Resíduos
10.
Food Chem ; 315: 126306, 2020 Jun 15.
Artigo em Inglês | MEDLINE | ID: mdl-32035315

RESUMO

In this work we propose the use of statistical mixture design in the construction of a biosensor device based on graphite oxide, platinum nanoparticles and biomaterials obtained from Botryosphaeria rhodina MAMB-05. The biosensor was characterized by electrochemical impedance spectroscopy. Under optimized experimental parameters by factorial design, the biosensor was applied to the voltammetric determination of chlorogenic acid (CGA) measured as 5-O-caffeoylquinic acid (5-CQA). The biosensor response was linear (R2 = 0.998) for 5-CQA in the concentration range 0.56-7.3 µmol L-1, with limit of detection and quantification of 0.18 and 0.59 µmol L-1, respectively. The new biosensing device was applied to quality control analysis based upon the determination of CGA content in specialty and traditional coffee beverages. The results indicated that specialty coffee had a significantly higher content of CGA. Principal component analysis of the voltammetric fingerprint of brewed coffees revealed that the laccase-based biosensor can be used for their discrimination.


Assuntos
Bebidas/análise , Ácido Clorogênico/análogos & derivados , Café/química , Ácido Quínico/análogos & derivados , Técnicas Biossensoriais/métodos , Ácido Clorogênico/análise , Nanopartículas Metálicas/química , Platina/química , Ácido Quínico/análise
11.
J Agric Food Chem ; 68(8): 2597-2605, 2020 Feb 26.
Artigo em Inglês | MEDLINE | ID: mdl-32040302

RESUMO

The world's coffee supply is threatened by the coffee berry borer, Hypothenemus hampei, the most destructive pest affecting coffee production and quality. This study hypothesized that coffee berry borer infestation induces distinct metabolic responses in the green coffee seeds of Coffea arabica and Coffea canephora (robusta). A targeted metabolomics approach was conducted using liquid chromatography tandem mass spectrometry to quantify intracellular metabolites in infested and uninfested arabica and robusta green seeds. In parallel, the seed biomass content and composition were assessed for the same conditions. Coffee berry borer attack induced increases in the levels of chlorogenic acids in arabica seeds, whereas organic acids and sugar alcohols were more abundant in infested robusta seeds. Most importantly, a set of compounds was identified as biomarkers differentiating the metabolic response of these taxa to the coffee berry borer.


Assuntos
Coffea/metabolismo , Doenças das Plantas/parasitologia , Sementes/química , Gorgulhos/fisiologia , Animais , Biomarcadores/análise , Biomarcadores/metabolismo , Ácido Clorogênico/análise , Ácido Clorogênico/metabolismo , Cromatografia Líquida de Alta Pressão , Coffea/química , Coffea/parasitologia , Espectrometria de Massas , Sementes/metabolismo , Sementes/parasitologia , Álcoois Açúcares/análise , Álcoois Açúcares/metabolismo
12.
Talanta ; 209: 120591, 2020 Mar 01.
Artigo em Inglês | MEDLINE | ID: mdl-31892095

RESUMO

Coffee is one of the most important commodities, showing sensitivity to environmental variations. The main effects and their interaction for two levels of atmospheric CO2 concentrations and two water regimes of a factorial design were investigated for the metabolic profiles of Coffea arabica raw beans using UV fingerprint analysis from a mixture design. UV fingerprint results obtained from pure ethanol and binary ethanol-dichloromethane mixtures showed the largest metabolic discriminations between CO2 levels and their extracts were investigated in detail. The biosynthesis of major metabolites, chlorogenic acids, cafestol, kahweol and caffeine were altered owing to environmental conditions. Higher amounts of chlorogenic acids and kahweol were observed in beans from unirrigated plants grown with enriched CO2 and irrigated ones at the current CO2 level. Water availability and CO2 concentration interaction affects the metabolite amounts. Besides a significant CO2 atmospheric effect water availability was a limiting factor for metabolite content only at current CO2 level, suggesting the successful metabolic coping of CO2 enriched Arabic coffee beans suffering future droughts.


Assuntos
Dióxido de Carbono/metabolismo , Coffea/metabolismo , Metaboloma , Sementes/metabolismo , Vias Biossintéticas , Cafeína/análise , Cafeína/metabolismo , Ácido Clorogênico/análise , Ácido Clorogênico/metabolismo , Coffea/química , Diterpenos/análise , Diterpenos/metabolismo , Secas , Sementes/química , Água/metabolismo
13.
Food Chem ; 314: 126220, 2020 Jun 01.
Artigo em Inglês | MEDLINE | ID: mdl-31982858

RESUMO

Espresso machines maintain constant the extraction process of espresso coffee (EC), however, it is difficult to grind roasted coffee in homogeneous way. This research aims to investigate grinded beans at specific particle sizes in three variously designed filter baskets and to compare the concentration of bioactive compounds while decreasing the amount of ground coffee. Analyses on caffeine, trigonelline and chlorogenic acids are carried out with HPLC-VWD, while volatiles with HS-SPME/GC-MS. Extracting with smaller particles escalates the quantity of bioactive compounds. The amount of caffeine/cup increased moving from 500-1000 µm to 200-300 µm particle size, both in Arabica and Robusta for all filter baskets. Keeping constant the volume of EC at various heights of perforated disc, the amount of bioactive compounds at 12 g were only around 9% lower than at 14 g. The outcomes will support further studies on different extraction processes, to develop more sustainable and economically affordable coffee.


Assuntos
Coffea/química , Café/química , Cafeína/análise , Ácido Clorogênico/análise , Cromatografia Líquida de Alta Pressão , Filtração , Cromatografia Gasosa-Espectrometria de Massas , Tamanho da Partícula
14.
Food Chem ; 309: 125713, 2020 Mar 30.
Artigo em Inglês | MEDLINE | ID: mdl-31708345

RESUMO

The effect of cultivar and nutrient solution macrocation proportions (SK, SCa, SMg) on the bioactive content of hydroponically cultivated lettuce was evaluated on two lettuce cultivars (red and green-pigmented Salanova®) grown in a fully controlled Fitotron® chamber. Fresh weight and color attributes were superior in green Salanova and in SK-treated plants, while elevated macrocation proportions (SK, SCa, and SMg) affected the corresponding minerals, P and Na content. SCa and SMg treatments raised ascorbate concentration and reduced nitrate levels in treated plants. Chicoric and chlorogenic acids were higher in red over green Salanova. Chlorogenic acid was higher in SCa and SMg plants and chicoric acid levels were SMg > SCa > SK. The SMg-treated red Salanova contained higher concentrations of target carotenoids. In conclusion, nutrient solution management constitutes an effective cultural practice to increase bioactive properties and functional quality of hydroponically grown lettuce.


Assuntos
Alface/metabolismo , Compostos Fitoquímicos/análise , Antocianinas/análise , Ácido Ascórbico/análise , Biomassa , Carotenoides/análise , Cátions/química , Ácido Clorogênico/análise , Cor , Genótipo , Alface/efeitos dos fármacos , Alface/genética , Alface/crescimento & desenvolvimento , Minerais/análise , Nutrientes/farmacologia , Compostos Fitoquímicos/metabolismo , Folhas de Planta/química , Folhas de Planta/efeitos dos fármacos , Análise de Componente Principal
15.
Biomed Chromatogr ; 34(3): e4762, 2020 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-31760665

RESUMO

Glechomae Herba (GH) is derived from the dried aerial part of Glechoma longituba (Nakai) Kupr., which is harvested from spring to autumn. It has the effects of clearing heat and detoxification. The aim of this paper was to study the chemical composition and the anti-complement activity of GH collected in different months. Ultra-high-performance liquid chromatography coupled to quadrupole time-of-flight tandem mass spectrometry based on predicted compounds screening and diagnostic ion filter strategy was developed for identifying the chemical composition of GH collected in different months. A total of 102 compounds-40 chlorogenic acids (CGAs), 32 phenolic acids, and 30 flavonoids-were reasonably identified in GH. Thirty-four CGAs were discovered in GH for the first time. The correlations between chemical compositions and anti-complement activities of GH collected in different months were analyzed. Phenolic acids and flavonoids were found to be negatively correlated with anti-complement activity, and CGAs were positively correlated with anti-complement activity. At the same time, six CGA standards had obvious anti-complement activity. It was demonstrated that different harvest months had a significant impact on the difference in chemical composition and anti-complement activity of GH. And CGAs might play an important role in the anti-complement activity of GH.


Assuntos
Cromatografia Líquida de Alta Pressão/métodos , Inativadores do Complemento , Lamiaceae/química , Extratos Vegetais , Espectrometria de Massas em Tandem/métodos , China , Ácido Clorogênico/análise , Ácido Clorogênico/farmacologia , Inativadores do Complemento/análise , Inativadores do Complemento/farmacologia , Flavonoides/análise , Flavonoides/farmacologia , Hidroxibenzoatos/análise , Hidroxibenzoatos/farmacologia , Medicina Tradicional Chinesa , Extratos Vegetais/análise , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Estações do Ano
16.
Biomed Chromatogr ; 34(1): e4714, 2020 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-31633806

RESUMO

Eucommia ulmoides Oliv. (E. ulmoides) is a valuable and nourishing medicinal herb in China that has been used in the treatment of hypertension. Given the fact that most traditional Chinese medicine is mainly used to treat disease, investigating the pharmacokinetics of traditional Chinese medicines in the pathological state is more useful than that in the normal state. However, the differences in the absorption kinetics of active ingredients of E. ulmoides extract between pathological and physiological conditions have not been reported. Therefore, in this study, the rat intestinal in situ circulatory perfusion model was used to investigate the differences in absorption kinetics of seven active ingredients of E. ulmoides extract in normal and spontaneously hypertensive rats, namely, genipinic acid, protocatechuic acid, neochlorogenic acid, chlorogenic acid, cryptochlorogenic acid, (+)-pinoresinol di-O-ß-D-glucopyranoside and (+)-pinoresinol 4'-O-ß-D-glucopyranoside. Our results indicate that the pathological state of spontaneous hypertension may change the absorption of active components of E. ulmoides extracts, and these findings may provide a reference for improving the rational use of E. ulmoides in the clinic.


Assuntos
Eucommiaceae , Absorção Intestinal , Extratos Vegetais , Animais , Anti-Hipertensivos/análise , Anti-Hipertensivos/farmacocinética , Líquidos Corporais/química , Ácido Clorogênico/análogos & derivados , Ácido Clorogênico/análise , Ácido Clorogênico/farmacocinética , Furanos/análise , Furanos/farmacocinética , Hidroxibenzoatos/análise , Hidroxibenzoatos/farmacocinética , Lignanas/análise , Lignanas/farmacocinética , Extratos Vegetais/análise , Extratos Vegetais/farmacocinética , Ratos , Ratos Endogâmicos SHR , Ratos Wistar
17.
J Chromatogr A ; 1612: 460631, 2020 Feb 08.
Artigo em Inglês | MEDLINE | ID: mdl-31672266

RESUMO

In this work, the boronate-affinity hollow stannic oxide based fragment template molecularly imprinted polymers (Bh@SnO2-FMIPs) were fabricated successfully. Polystyrene was used as sacrificial support, SnO2 was selected as inorganic matrix, surface imprinting using catechol as fragment template and 4-vinylphenylboronic acid as boronate-affinity functional monomer. A thin layer of poly 2-anilinoethanol (2-AE) was formed to coat the boronate-affinity hollow SnO2 surface through self-polymerization, it has strong hydrophilicity and limited residual boric acid content, avoiding non-specific binding. The hollow structure could bind to target molecules effectively and facilitate the removal of template molecules. The Bh@SnO2-FMIPs were used to extract three cis-diol polyphenols containing catechin, chlorogenic acid, and caffeic acid in tea and juice samples. Combination with seven characterizations of the material confirmed the successful preparation. Effecting the imprinting conditions and extraction efficiency parameters were optimized separately. Selective and competitive adsorption experiments indicated that the materials could specific recognition polyphenols. Using solid phase extraction and high performance liquid chromatography method, the detection limits were 0.005-0.046 µg mL-1 and the recoveries were between 82.3-104.3%. The improved adsorption performance may be assigned to the synergistic effects among boronate-affinity, hollow SnO2, and 2-AE self-polymerization. It may enhance binding cavities, hydrophilicity, biocompatibility of adsorbent material, and prevent the aggregation of Sn during the preparation processes.


Assuntos
Impressão Molecular/métodos , Polifenóis/análise , Compostos de Estanho/química , Adsorção , Bebidas/análise , Compostos de Boro , Ácidos Cafeicos/análise , Catequina/análise , Ácido Clorogênico/análise , Cromatografia Líquida de Alta Pressão , Limite de Detecção , Polimerização , Polímeros/química , Extração em Fase Sólida
18.
J Chromatogr A ; 1609: 460435, 2020 Jan 04.
Artigo em Inglês | MEDLINE | ID: mdl-31515075

RESUMO

Azolla imbricata (Roxb.) Nakai is used as a traditional Chinese medicine. However, very limited information is available on its effective components. Traditional procedures for discovering natural bioactive compounds, especially for minor ones, are usually time-consuming and labor-intensive. Therefore, an efficient approach using ultra-high performance liquid chromatography-quadrupole time-of-flight tandem mass spectrometry (UHPLC-QTOF-MS/MS) combined with multicomponent knockout and bioactivity evaluation was developed to obtain more information about the bioactive constituents in A. imbricata. A total of 93 compounds were identified or tentatively identified, including five major components knocked out by semi-preparative HPLC and 88 minor components in the extract with the major components' knockout. These compounds involved chlorogenic acid derivatives, flavonoids, cinnamoyltyrosine derivatives, cinnamic acid derivatives, fatty acids and their derivatives, coumarins, lignans, and chromones. Eighty-two compounds have not been previously reported in the literature for this species, including a new flavanol derivative named brainin D. Among them, 64 compounds, including brainin D, exhibited antioxidant activities using 1,1-diphenyl-2-picrylhydrazyl radical (DPPH)-UHPLC-MS as guidance. The new antioxidant, brainin D, was concomitantly isolated and unequivocally identified by spectroscopic methods, and it showed good DPPH radical activity with an IC50 value of 9.3 ±â€¯0.6 µg/mL. In conclusion, the proposed combination approach can be used for systematic identification of minor constituents and guided isolation of new compounds from natural sources with high efficiency. The comprehensive understanding of the minor constituents and antioxidants in A. imbricata lays the foundation for further rational utilization of this medicinal herb.


Assuntos
Antioxidantes/isolamento & purificação , Bioensaio/métodos , Cromatografia Líquida/métodos , Polypodiaceae/química , Espectrometria de Massas em Tandem/métodos , Antioxidantes/análise , Compostos de Bifenilo/química , Espectroscopia de Ressonância Magnética Nuclear de Carbono-13 , Ácido Clorogênico/análise , Cinamatos/análise , Ácidos Graxos/análise , Flavonoides/análise , Picratos/química , Extratos Vegetais/química , Espectroscopia de Prótons por Ressonância Magnética
19.
Nat Prod Res ; 34(3): 421-424, 2020 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-30499332

RESUMO

Phytochemical investigation of the Jurinea macrocephala roots afforded six compounds namely ß-sitosterol (1), lupenone (2), physcion (3), ptiloepoxide (4), 20, 21α-epoxytaraxastan-3ß-ol (5) and chlorogenic acid (6). All the compounds were isolated for the first time in roots. The structures of the compounds were established by analysis of their spectroscopic (1H and 13C NMR) and spectrometric (MS) data, as well as by comparison of these with those reported in the literature. Metabolic profiling of chloroform and ethyl acetate fractions were also accomplished using NMR. In NMR analysis, ERETIC (electronic reference to access in-vivo concentration) 2 method was used for the quantification of identified metabolites. High quantity of chlorogenic acid (6, 130 mg/g) lupenone (2, 33.4 mg/g) and amyrins (α, ß) (170.6 mg/g) were detected in ethyl acetate and chloroform fractions. Further studies on the biological evaluation of phenolic-rich and chloroform fractions could be beneficial to explore its pharmaceutical potential.


Assuntos
Asteraceae/química , Compostos Fitoquímicos/análise , Extratos Vegetais/química , Raízes de Plantas/química , Ácido Clorogênico/análise , Estrutura Molecular , Triterpenos Pentacíclicos/análise , Compostos Fitoquímicos/isolamento & purificação , Sitosteroides/análise , Análise Espectral , Triterpenos/análise
20.
Nat Prod Res ; 34(17): 2545-2553, 2020 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-30600731

RESUMO

Smilax brasiliensis is a medicinal species of the Brazilian Cerrado. The extract and fractions of this plant were analysed by LC-DAD-MS. Identified constituents included glycosylated and non-glycosylated flavonoids, especially quercetin, and phenylpropanoids, such as chlorogenic acids. The antioxidant activity was significantly more pronounced for the methanol extract and fractions than that of the commercial antioxidant 2,6-di-tert-butyl-4-methylphenol (BHT). Maximum larvicidal activity of 85.83% was recorded in the dichloromethane fraction (LC50 = 469.78 µg mL-1). The methanol extract and fractions presented low toxicity to larvae of the shrimp brine Artemia salina, indicating selectivity for C. quinquefasciatus. These results contribute to the phytochemical study of S. brasiliensis. These compounds were identified for the first time in this species and encourage additional work on the isolation of compounds present in the extract and fractions of S. brasiliensis to evaluate the possibility of using them as natural sources of antioxidants, since cytotoxic effects were not demonstrated.


Assuntos
Antioxidantes/isolamento & purificação , Larva/efeitos dos fármacos , Fenóis/farmacologia , Folhas de Planta/química , Smilax/química , Animais , Antioxidantes/farmacologia , Artemia/efeitos dos fármacos , Brasil , Ácido Clorogênico/análise , Ácido Clorogênico/isolamento & purificação , Flavonoides/química , Flavonoides/isolamento & purificação , Fenóis/química , Fenóis/isolamento & purificação , Extratos Vegetais/química , Quercetina/isolamento & purificação , Quercetina/farmacologia
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