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1.
An Acad Bras Cienc ; 91(3): e20180462, 2019.
Artigo em Inglês | MEDLINE | ID: mdl-31553365

RESUMO

This study aimed to evaluate the in vitro antiproliferative and inhibition of oxidative DNA-damage activities of n-butanol (n-BuOH) extract of Centaurea sphaerocephala. The in vitro antioxidant activity of the ethyl acetate (EtOAc) and the n-BuOH extracts of this plant were also assayed. To investigate the antioxidant potential, extracts were tested for their capacity to scavenge 1,1-diphenyl-2-picrylhydrazyl (DPPH·) and to inhibit lipid peroxidation using the TBARs method. The contents of total phenolics and flavonoids were measured. Additionally, antiproliferative activity and DNA-damage inhibition of the n-BuOH extract was determined using XCELLigence RTCA instrument and photolyzing 46966 plasmid, respectively. The results exhibited that the scavenging abilities of the EtOAc extract were better than the n-BuOH extract with an IC50= 11.59 µg/mL and 16.67 µg/mL for both extracts, respectively. The phenolic and flavonoid contents were found higher in the n-BuOH and EtOAc extracts. Furthermore, our results showed that n-BuOH extract exhibited a remarkable inhibition of lipid peroxidation with an IC50 of 340.94±7.49 µg/mL and had an antiproliferative effect against Hela cells. Extracts of C. sphaerocephala showed antioxidant activity on scavenging DPPH·. In addition, the n-BuOH extract inhibited the lipid peroxidation and exhibited an antiproliferative effect against HeLa cells line (human cervix carcinoma).


Assuntos
1-Butanol/farmacologia , Acetatos/farmacologia , Antioxidantes/farmacologia , Proliferação de Células/efeitos dos fármacos , Centaurea/química , Dano ao DNA/efeitos dos fármacos , Extratos Vegetais/farmacologia , 1-Butanol/isolamento & purificação , Acetatos/isolamento & purificação , Antioxidantes/isolamento & purificação , Linhagem Celular Tumoral , Humanos , Espectrometria de Massas
2.
An Acad Bras Cienc ; 91(3): e20180404, 2019 Jul 29.
Artigo em Inglês | MEDLINE | ID: mdl-31365649

RESUMO

In this study, the antimicrobial, antioxidant and antitumor activity of ethanol extracts obtained from Phlomis russeliana (Sims.) Lag. ex Benth. (Lamiaceae) were evaluated. Disc diffusion and microdilution methods were used to test the extracts for antimicrobial activity against seven bacteria strains (Bacillus cereus ATCC 7064, Bacillus subtilis ATCC 6633, Staphylococcus aureus ATCC 6538P, Escherichia coli ATCC 10538, Proteus vulgaris ATCC 6899, Salmonella typhimurium CCM 5445 and Pseudomonas aeruginosa ATCC 27853) and four yeast strains (Kluyveromyces fragilis ATCC 8608, Rhodotorula rubra ATCC 70403, Debaryomyces hansenii DSM 70238 and Candida albicans ATCC 10239). Notably, they were more effective against the yeast strains than the bacterial strains. Of the yeast cultures, D. hanseii was among the most susceptible, having an inhibition zone of 16.2 mm with minimum inhibitory concentrations (MICs) and minimum fungicidal concentrations (MFCs) of 64(128)µg/ml, respectively. For cytotoxic determination, Caco-2 cells were cultured as per ATCC protocol, and were treated with log concentrations (5-80 mg/ml) of P. russeliana. The potency of cell growth inhibition for each extract was expressed as an IC50 value. Moreover, oxidant capacity was evaluated via TOC assay. This product induced antiproliferative activity of 31.33% at 40 mg/ml and 20.96% at 80 mg/ml, without toxic effects on cells, although the oxidant capacity was decreased to 27.06 ± 0.7 nm in the 80 mg/ml-applied group compared to 47.9 ± 1.8 nm in the untreated one. Advanced pharmacological studies are needed to further evaluate P. russeliana for distinctive features.


Assuntos
Antibacterianos/farmacologia , Antioxidantes/farmacologia , Candida albicans/efeitos dos fármacos , Bactérias Gram-Negativas/efeitos dos fármacos , Bactérias Gram-Positivas/efeitos dos fármacos , Phlomis/química , Extratos Vegetais/farmacologia , Antibacterianos/isolamento & purificação , Antioxidantes/isolamento & purificação , Células CACO-2 , Testes de Sensibilidade a Antimicrobianos por Disco-Difusão , Bactérias Gram-Negativas/classificação , Bactérias Gram-Positivas/classificação , Humanos , Turquia
3.
Planta Med ; 85(11-12): 1024-1033, 2019 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-31261420

RESUMO

Halimium halimifolium (Hh) is a shrub used in Algerian folk medicine to treat gastrointestinal pain. An UHPLC-PDA-ESI/MSn method was developed to identify the metabolic profile of the traditionally used infusion (Hh-A) from the aerial parts. The structures of flavanols were confirmed by NMR analysis after the isolation procedure from a hydrohalcolic extract (Hh-B) that also allowed for the identification of phenolic acids, an aryl butanol glucoside, and different derivatives of quercetin, myricetin, and kaempferol. Tiliroside isomers were the chemical markers of Hh-A and Hh-B (54.33 and 36.00 mg/g, respectively). Hh-A showed a significant scavenging activity both against the radicals 1,1-diphenyl-2-picrylhydrazyl and 2,2'-Azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (EC50 = 10.49 µg/mL and TEAC value = 1.98 mM Trolox/mg infusion) and the lipopolysaccharide-induced reactive oxygen species release in A375 and HeLa cells. Moreover, the antihyperglycemic properties, by inhibiting the α-amylase and α-glucosidase enzymes (IC50 = 0.82 mg/mL and 25.01 µg/mL, respectively), were demonstrated. To upgrade the therapeutic effect, a microencapsulation process is proposed as a strategy to optimize stability, handling, and delivery of bioactive components, avoiding the degradation and loss of the biological efficacy after oral intake. Hh-loaded microparticles were designed using cellulose acetate phthalate as the enteric coating material and spray drying as a production process. The results showed a satisfactory process yield (67.9%), encapsulation efficiency (96.7%), and micrometric characteristics of microparticles (laser-scattering, fluorescent, and scanning electron microscopy). In vitro dissolution studies (USPII-pH change method) showed that Hh-loaded microparticles are able to prevent the release and degradation of the bioactive components in the gastric tract, releasing them into the intestinal environment.


Assuntos
Cistaceae/química , Antioxidantes/isolamento & purificação , Antioxidantes/farmacologia , Linhagem Celular , Cistaceae/metabolismo , Suplementos Nutricionais , Composição de Medicamentos , Células HeLa , Humanos , Hipoglicemiantes/isolamento & purificação , Hipoglicemiantes/farmacologia , Espectroscopia de Ressonância Magnética , Medicina Tradicional Africana , Extratos Vegetais/isolamento & purificação , Extratos Vegetais/farmacologia , Plantas Medicinais/química , Plantas Medicinais/metabolismo
4.
Planta Med ; 85(11-12): 1008-1015, 2019 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-31266068

RESUMO

One new natural monoterpene, 5-O-ß-d-glucopyranosyl-2-hydroxy-p-cymene (1: ), and 11 known compounds were isolated through a biologically oriented approach from the aerial parts of Phagnalon sordidum L. The most active extract and fractions were selected using 3 complementary antioxidant activity assays. Results and the different methods were compared by relative antioxidant capacity index. In addition, the most active extract of P. sordidum was subjected to liquid chromatography coupled with electrospray ionization hybrid linear ion trap quadrupole Orbitrap mass spectrometry to quantify secondary metabolites. Antioxidant activities of ethyl acetate extract, and purified 3,4-dihydroxyacetophenone (3: ) and nebrodenside A (7: ) were demonstrated by in vitro cell free model assays, and their protective effect against H2O2-induced oxidative stress in a HepG2 (human hepatocellular carcinoma) cell line was established.


Assuntos
Antioxidantes/farmacologia , Asteraceae/química , Componentes Aéreos da Planta/química , Extratos Vegetais/farmacologia , Antioxidantes/isolamento & purificação , Células Hep G2/efeitos dos fármacos , Humanos , Espectroscopia de Ressonância Magnética , Estresse Oxidativo/efeitos dos fármacos , Extratos Vegetais/isolamento & purificação
5.
Food Chem ; 298: 125061, 2019 Nov 15.
Artigo em Inglês | MEDLINE | ID: mdl-31260983

RESUMO

Buriti fruit, with high content in carotenoids and antioxidant compounds, is well appreciated for its organoleptic characteristics. However, its shell, an agroindustrial residue, is mostly discarded. Therefore, to verify the technological potential of the buriti shells, the aim of this this study was to evaluated the antioxidant potential of the extracts from buriti shell obtained by pressurized liquid extraction (PLE) with ethanol/water mixtures. PLE optimization was performed by response surface methodology, with all results maximized at the conditions of 71.21 °C and with 91.58% of ethanol. The yields values varied from 16.82 to 25.16%, total carotenoids from 23.38 to 1056.59 µg ß-carotene equivalent g-1, total phenolic content from 143.37 to 172.02 mg Gallic acid equivalent g-1, DPPH from 31.04 to 48.62 µg.mL-1, and ABTS from 1.87 to 2.70 mmol TEAC. g-1. Therefore, considering the lack of studies about buriti shell, the present work provides valuable results that confirm the PLE relevance to enhance the value of this neglected material.


Assuntos
Antioxidantes/química , Arecaceae/química , Antioxidantes/isolamento & purificação , Arecaceae/metabolismo , Carotenoides/análise , Carotenoides/isolamento & purificação , Cromatografia Líquida de Alta Pressão , Frutas/química , Frutas/metabolismo , Extração Líquido-Líquido , Fenóis/análise , Fenóis/isolamento & purificação , Extratos Vegetais/química , Espectrometria de Massas por Ionização por Electrospray
6.
Fitoterapia ; 137: 104252, 2019 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-31271787

RESUMO

The stems of Fissistigma polyanthoides (A.DC.) Merr. are traditionally used for the treatment of rheumatism and for recuperating women after childbirth. In our continuous phytochemical investigation of this plant, four new (1, 2, 5, and 19) and fifteen known (3, 4, and 6-18) phenolic compounds were isolated. The structures of all compounds were elucidated based on extensive spectroscopic analyses (1D-, 2D-NMR, and MS), and in comparison with reported literature data. The new natural products showed to be two poly-methoxylated chalcones (1 and 2) and two flavonoid glycosides, with 19 containing an uncommon sugar moiety (quinovose). Compounds with sufficient amount were tested for their anti-oxidant activity in a cell-based assay using the human bronchial epithelial cell line BEAS-2B. The compounds' capacity to inhibit the peroxyl radical triggered formation of dichlorofluorescein (DCF) was investigated in a dose-dependent manner. Both, anti-oxidant (3, 4, 6, 8-12, and 14) and pro-oxidative (5 and 16) properties were found for the investigated substances. The half maximal concentrations (IC50) for the inhibition of ROS formation ranged between 18.8 µM and 63.5 µM. Compounds, which acted protectively in the cellular antioxidant activity (CAA) assay and did not negatively affect cell viability, could be interesting targets for further investigations.


Assuntos
Annonaceae/química , Antioxidantes/farmacologia , Células Epiteliais/efeitos dos fármacos , Fenóis/farmacologia , Antioxidantes/isolamento & purificação , Linhagem Celular , Chalconas/isolamento & purificação , Chalconas/farmacologia , Glicosídeos/isolamento & purificação , Glicosídeos/farmacologia , Humanos , Estrutura Molecular , Fenóis/isolamento & purificação , Compostos Fitoquímicos/isolamento & purificação , Compostos Fitoquímicos/farmacologia , Caules de Planta/química , Espécies Reativas de Oxigênio/metabolismo , Vietnã
7.
J Sci Food Agric ; 99(13): 6001-6010, 2019 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-31225640

RESUMO

BACKGROUND: In this study, we aimed to evaluate the influence of different extraction procedures [decoction, homogenizer-assisted extraction (HAE), infusion, maceration, Soxhlet and ultrasound-assisted extraction (UAE)] on the chemical profiling and biological properties of methanol and water extracts of Pulicaria dysenterica (L.) Bernh. The chemical profiles of the extracts were evaluated by high-performance liquid chromatography coupled to electrospray ionization and time-of-flight mass spectrometry (HPLC-ESI-TOF-MS). The antioxidant properties and enzymes (lipase, α-amylase, α-glucosidase, tyrosinase and cholinesterases) inhibitory potential of the extracts were evaluated. RESULTS: The chemical profiles were dependent on the type of extraction methods as well as on the type of solvent. The methanolic extracts showed higher levels of total phenolic, flavonoid, and phenolic acid content, while the highest total flavonol content was observed in the HAE-water extract. Forty different compounds were identified from P. dysenterica. In relation to the potential in vitro anti-diabetic effects, the highest activity against the studied key enzymes was observed for the macerated extract (α-amylase: 0.58 ± 0.03 and α- glucosidase: 1.65 ± 0.03 mmol ACAE g-1 ). The HAE-methanol extract was the most potent inhibitor of cholisterases, whereas the highest activities against tyrosinase were observed for UAE-methanol extract, followed by macerated and Soxhlet. The inhibitory activity of the studied extracts against lipase were in the order: soxhlet > macerated> HAE-methanol > UAE-methanol. CONCLUSION: This study has established scientific baseline data on the therapeutic properties of P. dysentrica, thereby advocating the need for further investigations in an endeavour to develop novel pharmaceuticals from this plant. © 2019 Society of Chemical Industry.


Assuntos
Extratos Vegetais/química , Pulicaria/química , Antioxidantes/química , Antioxidantes/isolamento & purificação , Cromatografia Líquida de Alta Pressão , Flavonoides/química , Flavonoides/isolamento & purificação , Inibidores de Glicosídeo Hidrolases/química , Inibidores de Glicosídeo Hidrolases/isolamento & purificação , Monofenol Mono-Oxigenase/antagonistas & inibidores , Monofenol Mono-Oxigenase/química , Análise Multivariada , Fenóis/química , Fenóis/isolamento & purificação , Extratos Vegetais/isolamento & purificação , Espectrometria de Massas por Ionização por Electrospray , alfa-Amilases/antagonistas & inibidores , alfa-Amilases/química , alfa-Glucosidases/química
8.
Food Chem ; 295: 289-299, 2019 Oct 15.
Artigo em Inglês | MEDLINE | ID: mdl-31174761

RESUMO

A method combining solid-liquid extraction based on ethanolic aqueous solution, cLC-DAD and chemometrics, was performed to extract and quantify polyphenols from citrus peels. LC-MS/MS was also employed for chemical profiling. The effect of extraction variables on the recovery was examined by experimental factorial design. Data were evaluated using multifactorial-ANOVA, response surface analysis and Principal Component Analysis. trans-Ferulic and p-coumaric antioxidants were found in lower quantities (<1.4 mg·g-1) in all peel extracts. Narangin flavonoid was also identified in all samples, while rutin flavonol was determined in the concentration range of 3.3-4.7 mg·g-1. The most abundant polyphenol in the extracts obtained from all evaluated citrus samples was the flavanone hesperidin (280-673 mg·g-1). Furthermore, peel extracts were evaluated in terms of total polyphenol and flavonoid content, total antioxidant activity and DPPH free radical scavenging. The obtained results suggested that evaluated citrus peel by-products could be reused as a source of polyphenols and transformed into value-added products.


Assuntos
Citrus/química , Polifenóis/análise , Polifenóis/isolamento & purificação , Resíduos/análise , Análise de Variância , Antioxidantes/análise , Antioxidantes/isolamento & purificação , Cromatografia Líquida , Flavonoides/análise , Flavonoides/isolamento & purificação , Hesperidina/análise , Hesperidina/isolamento & purificação , Extratos Vegetais/análise , Extratos Vegetais/química , Análise de Componente Principal , Espectrometria de Massas em Tandem
9.
Plant Foods Hum Nutr ; 74(3): 364-369, 2019 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-31214936

RESUMO

This study aimed to optimize the extraction conditions for Sorbus umbellata (Desf.) Fritsch var. umbellata leaves to maximize the phenolic content and their antioxidant activity and to investigate ß-glucuronidase (GUS) enzyme inhibitory, antimicrobial and cytotoxic potentials of the extracts obtained under optimum conditions. The optimum extraction conditions were found to be 78.2 and 79.7% solvent, 73.1 and 71.5 °C, and 89.9 and 88.8 min to maximize phenolic content and antioxidant activity, respectively. Low values of coefficient of variations indicate the high reliability and reproducibility of the conducted extraction experiments. Bioactivity results showed that extracts had cytotoxic effect on the MCF-7 and A549 cells where the highest cell proliferation inhibition was observed for the A549 cell line (71.8% at 150 µg/mL). Staphylococcus aureus showed highest zone of inhibition (19.3 mm) in all bacteria followed by Escherichia coli. Additionally, extracts displayed potential GUS inhibitory activity. In conclusion, Sorbus umbellata leaf extract can be obtained by optimized cost-saving extraction and has a potential bioactivity to be utilized as a food ingredient for high value-added products and/or nutraceuticals development where it can combat oxidative stress and GUS mediated reactive metabolite formation.


Assuntos
Antibacterianos/farmacologia , Antioxidantes/farmacologia , Fenóis/análise , Extratos Vegetais/farmacologia , Sorbus/química , Células A549 , Antibacterianos/isolamento & purificação , Antioxidantes/isolamento & purificação , Cromatografia Líquida de Alta Pressão , Escherichia coli/efeitos dos fármacos , Glucuronidase/antagonistas & inibidores , Humanos , Células MCF-7 , Extratos Vegetais/isolamento & purificação , Folhas de Planta/química , Reprodutibilidade dos Testes , Staphylococcus aureus/efeitos dos fármacos
10.
Food Chem Toxicol ; 131: 110594, 2019 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-31226431

RESUMO

The phytochemical composition and the antioxidant and anti-inflammatory activities of a mixture of 23 plants, named Horchata, traditionally consumed in Ecuador, have been evaluated. The study was carried out using the hydroalcoholic extract (HHext) and infusion (IHext) of the horchata plant mixture. It was verified that thermal treatment affected the contents of vitamin C and carotenoids, but hardly those of polyphenols, which would be the main bioactive compounds in the infusion, the common form of preparation of horchata for consumption. Among phenolic compounds, caffeoylquinic acids, flavones and flavonols (mostly quercetin glycosides) were prominent. Both HHext and IHext extracts managed to protect RAW 264.7 macrophages against LPS-induced cytotoxic damage, increasing the levels of endogenous antioxidant enzymes and modulating the production of pro-inflammatory and anti-inflammatory cytokines. Greater protective effects were obtained for HHext compared to IHext, which was in agreement with its higher content of phenolic compounds favoured by a more efficient extraction in the hydroalcoholic medium. Nonetheless, the infusion still maintained a significant antioxidant and anti-inflammatory activity, which would support the protective effects on health traditionally attributed to its consumption by the population.


Assuntos
Anti-Inflamatórios/farmacologia , Antioxidantes/farmacologia , Extratos Vegetais/farmacologia , Animais , Anti-Inflamatórios/química , Anti-Inflamatórios/isolamento & purificação , Antioxidantes/química , Antioxidantes/isolamento & purificação , Ácido Ascórbico/análise , Biomarcadores/metabolismo , Carotenoides/análise , Equador , Inflamação/induzido quimicamente , Interleucina-10/metabolismo , Interleucina-6/metabolismo , Lipopolissacarídeos , Camundongos , Nitritos/metabolismo , Estresse Oxidativo/efeitos dos fármacos , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificação , Plantas Medicinais/química , Polifenóis/análise , Células RAW 264.7 , Temperatura Ambiente , Fator de Necrose Tumoral alfa/metabolismo
11.
BMC Complement Altern Med ; 19(1): 149, 2019 Jun 25.
Artigo em Inglês | MEDLINE | ID: mdl-31238921

RESUMO

BACKGROUND: The kidney is an essential organ required by the body to perform several important functions. Nephrotoxicity is one of the most prevailing kidney complications that result from exposure to an extrinsic or intrinsic toxicant, which increase the need for the acquisition of proper remedies. Recently, natural remedies are gaining great attention owed to the fact that they have fewer side effects than most conventional drugs. METHODS: The current study recorded a new therapeutic role of the well-known medicinal plants for kidney stones [Ammi visnaga (AVE), Petroselinum crispum (PCE), Hordeum vulgare (HVE), and Cymbopogon schoenanthus (CSE)]. Hence, the aqueous extracts of these plants examined against CCl4-induced toxicity in mammalian kidney (Vero) cells. RESULTS: These extracts showed the presence of varying amounts of phenolic and triterpenoid compounds, as well as vitamin C. Owing to the antioxidant potential of these constituents, the extracts suppressed the CCl4-induced oxidative stress significantly (p < 0.05) by scavenging the reactive oxygen species and enhancing the cellular antioxidant indices. In addition, these extracts significantly (p < 0.05) reduced the CCl4-induced inflammation by inhibiting the gene expression of NF-кB, iNOS, and in turn the level of nitric oxide. Consequently, the morphological appearance of Vero cells, cellular necrosis, and the gene expression of kidney injury molecule-1 (a marker of renal injury) after these treatments were improved. The AVE improved CCl4-induced oxidative and inflammatory stress in Vero cells and showed a more potent effect than the commonly used alpha-Ketoanalogue drug (ketosteril) in most of the studied assays. CONCLUSION: Thus, the studied plant extracts, especially AVE can be considered as promising extracts in the management of nephrotoxicity and other chronic diseases associated with oxidative stress and inflammation.


Assuntos
Ammi/química , Cymbopogon/química , Hordeum/química , Rim/efeitos dos fármacos , Estresse Oxidativo/efeitos dos fármacos , Petroselinum/química , Extratos Vegetais/farmacologia , Animais , Antioxidantes/química , Antioxidantes/isolamento & purificação , Antioxidantes/farmacologia , Cercopithecus aethiops , Rim/imunologia , NF-kappa B/genética , NF-kappa B/imunologia , Óxido Nítrico/imunologia , Fenóis/química , Fenóis/isolamento & purificação , Fenóis/farmacologia , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificação , Folhas de Planta/química , Sementes/química , Células Vero
12.
BMC Complement Altern Med ; 19(1): 148, 2019 Jun 25.
Artigo em Inglês | MEDLINE | ID: mdl-31238930

RESUMO

BACKGROUND: Sea buckthorn (Elaeagnus rhamnoides (L.) A. Nelson, SBT) is a valuable plant because of its medical and therapeutic potential. Different bioactive compounds in SBT berries are of special interest to various researchers. However, not only sea buckthorn berries, but also leaves of this plant (both fresh and dried) contain a lot of nutrients and bioactive compounds, including phenolic compounds. The present study was carried out in order to investigate antioxidant and anticoagulant properties of sea buckthorn twig and leaf extracts (0.5-50 µg/mL) by using various in vitro models. Moreover, the aim of present experiments was to compare the biological activity of SBT leaf extract and SBT twig extract with selected berry extracts (a rich source of phenolic compounds): SBT berry extract (flavonoids being the dominant components), a commercial extract from the berries of Aronia melanocarpa (Aronox®), and a grape seed extract. METHODS: We determined the effect of plant extracts on the oxidative stress using selected markers of this process, i.e. the level of carbonyl groups in proteins. Additionally, we analysed the potential mechanism of modulation of hemostatic properties of human plasma (using selected coagulation times). RESULTS: SBT twig and leaf extracts were observed to exhibit an antioxidant activity against two strong biological oxidants: hydrogen peroxide (H2O2) and H2O2/Fe (the donor of hydroxyl radicals), which induced human plasma lipid peroxidation and protein carbonylation. Both extracts also showed anticoagulant properties. CONCLUSIONS: Our present results have demonstrated that extracts from different parts of SBT, especially berries and twigs, in comparison to well-known berries (aronia and grape), may also be viewed as a good source of active substances - antioxidants for pharmacological or cosmetic applications. Moreover, it is very important from an economic point of view to know that there is a possibility of obtaining phenolic compounds not only from the berries or leaves, but also from twigs, which constitute a production waste.


Assuntos
Elaeagnaceae/química , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Folhas de Planta/química , Caules de Planta/química , Anticoagulantes/química , Anticoagulantes/isolamento & purificação , Anticoagulantes/farmacologia , Antioxidantes/química , Antioxidantes/isolamento & purificação , Antioxidantes/farmacologia , Flavonoides/química , Flavonoides/isolamento & purificação , Flavonoides/farmacologia , Frutas/química , Humanos , Fenóis/química , Fenóis/isolamento & purificação , Fenóis/farmacologia , Photinia/química , Extratos Vegetais/isolamento & purificação , Tempo de Protrombina
13.
Fitoterapia ; 137: 104244, 2019 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-31220578

RESUMO

Five new caffeoyl cyclobutantetraol esters (1-5) and one hydroxycinnamoyl cyclobutantetraol ester (6), were isolated from Scindapsus officinalis (Roxb.) Schott, which were the first reported phenolic metabolites incorporating a cyclobutantetraol in nature. Structures of the isolated compounds, including absolute configurations, were elucidated by spectroscopic analysis, especially 2D NMR techniques and exciton chirality CD (ECCD) method. All isolates were evaluated for cytotoxic activity toward MCF-7 human breast cancer cell, anti-inflammatory activity against nitric oxide (NO) production, and their antioxidative activity in the 1,1-diphenyl-2-picrylhydrazyl assay in vitro. Compound 1 showed strong antioxidative activity with IC50 value of 59.2 µM, and compounds 1-6 exhibited weak inhibitory effects on NO production, while hardly showing any cytotoxic effects against MCF-7 cell.


Assuntos
Anti-Inflamatórios/farmacologia , Antioxidantes/farmacologia , Araceae/química , Ésteres/farmacologia , Fenóis/farmacologia , Animais , Anti-Inflamatórios/isolamento & purificação , Antioxidantes/isolamento & purificação , Ésteres/isolamento & purificação , Humanos , Células MCF-7 , Camundongos , Estrutura Molecular , Óxido Nítrico/metabolismo , Fenóis/isolamento & purificação , Compostos Fitoquímicos/isolamento & purificação , Compostos Fitoquímicos/farmacologia , Células RAW 264.7
14.
Phytother Res ; 33(6): 1627-1638, 2019 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-31069872

RESUMO

Milk thistle (Silybum marianum) is a medicinal plant from the Asteraceae family. Silymarin is the major constituent of milk thistle extract and is a mixture of some flavonolignans such as silybin, which is the most active component of silymarin. It is most commonly known for its hepatoprotective effect. Also, studies have shown other therapeutic effects such as anticancer, anti-Alzheimer, anti-Parkinson, and anti-diabetic, so its safety is very important. It has no major toxicity in animals. Silymarin was mutagen in Salmonella typhimurium strains in the presence of metabolic enzymes. Silybin, silydianin, and silychristin were not cytotoxic and genotoxic at concentration of 100 µM. Silymarin is safe in humans at therapeutic doses and is well tolerated even at a high dose of 700 mg three times a day for 24 weeks. Some gastrointestinal discomforts occurred like nausea and diarrhea. One clinical trial showed silymarin is safe in pregnancy, and there were no anomalies. Consequently, caution should be exercised during pregnancy, and more studies are needed especially in humans. Silymarin has low-drug interactions, and it does not have major effects on cytochromes P-450. Some studies demonstrated that the use of silymarin must be with caution when co-administered with narrow therapeutic window drugs.


Assuntos
Cardo Mariano/química , Extratos Vegetais/uso terapêutico , Silimarina/uso terapêutico , Animais , Antioxidantes/efeitos adversos , Antioxidantes/isolamento & purificação , Antioxidantes/uso terapêutico , Antioxidantes/toxicidade , Asteraceae/química , Asteraceae/classificação , Sistema Enzimático do Citocromo P-450/metabolismo , Citoproteção/efeitos dos fármacos , Dano ao DNA/efeitos dos fármacos , Interações de Medicamentos , Feminino , Humanos , Hipoglicemiantes/efeitos adversos , Hipoglicemiantes/uso terapêutico , Fígado/efeitos dos fármacos , Cardo Mariano/efeitos adversos , Degeneração Neural/prevenção & controle , Extratos Vegetais/efeitos adversos , Gravidez , Silimarina/efeitos adversos
15.
Chem Biodivers ; 16(7): e1900216, 2019 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-31131525

RESUMO

A particular interest is nowadays given to natural antioxidants occurring in foods which can reduce the risk of several diseases through their protective effect. The genus Limonium is widely distributed in different salt regions of Tunisia and known in traditional medicine for the presence of highly effective viral and bacterial replication inhibitors. Limonium leaves have possible beneficial effects on human health for their antioxidant activities and free radical scavenging abilities. To exploit the potential of plants from extreme environments as new sources of natural antioxidants, we studied the extracts from leaves of eight Limonium species growing in extreme environments in Tunisia. Antioxidant molecules (polyphenols, flavonoids, flavonols, ascorbate, tocopherols), in vitro (DPPH, ORAC) and ex vivo antioxidant potential on human erythrocytes, antioxidant enzymes activities (superoxide dismutase, peroxidases, glutathione reductase) were evaluated to identify the species with the best antioxidant capacity. The results showed variability among the species considered in function of the environmental conditions of their natural biotopes, as for the antioxidants measured. In particular, L. vulgare from Oued Rane biotope, characterized by dryness and high temperatures, was the species with the highest enzymatic activity and antioxidant capacity, making it interesting as possible edible halophyte plant or as food complement.


Assuntos
Antioxidantes/farmacologia , Compostos Fitoquímicos/farmacologia , Plumbaginaceae/química , Antioxidantes/química , Antioxidantes/isolamento & purificação , Compostos de Bifenilo/antagonistas & inibidores , Hemólise/efeitos dos fármacos , Capacidade de Absorbância de Radicais de Oxigênio , Compostos Fitoquímicos/química , Compostos Fitoquímicos/isolamento & purificação , Picratos/antagonistas & inibidores , Folhas de Planta/química , Análise de Componente Principal , Especificidade da Espécie , Tunísia
16.
Food Chem Toxicol ; 131: 110531, 2019 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-31136780

RESUMO

1-O-(4-hydroxymethylphenyl)-α-L-rhamnopyranoside (MPG) is a phenolic glycoside that exists in Moringa oleifera seeds with various health benefits, whereas its hepatoprotective effect is lacking clarification. Herein, MPG was isolated from Moringa oleifera seeds, and its hepatoprotection against CCl4-induced hepatotoxicity in L02 cells and ICR mice was investigated. Toxicity studies showed that MPG did not induce significant changes in organ coefficients and histological analysis, as well as exhibited no cytotoxicity. In vitro studies indicated that MPG substantially increased cell viability and intracellular SOD activities, and significantly inhibited LDH leakage in CCl4-treated cells. In vivo studies demonstrated that MPG significantly alleviated CCl4-induced hepatotoxicity in mice, as indicated by diagnostic indicators of hepatic injury, as well as the histopathological analysis. Moreover, MPG reduced the lipid peroxidation levels and regulated the inflammatory cytokines. Notably, MPG substantially suppressed the significant elevation of ROS production in hepatocytes of mice intoxicated with CCl4. Moreover, TUNEL assay demonstrated that MPG obviously inhibited hepatic apoptosis induced by CCl4. Altogether, these results suggested that MPG has excellent liver-protecting effects against hepatocytotoxicity induced by CCl4 in mice and L02 cells, which can be further developed as a valuable functional food additive or drug for the treatment of hepatic injury.


Assuntos
Antioxidantes/farmacologia , Doença Hepática Induzida por Substâncias e Drogas/prevenção & controle , Glicosídeos/farmacologia , Moringa oleifera/química , Sementes/química , Administração Oral , Animais , Antioxidantes/administração & dosagem , Antioxidantes/isolamento & purificação , Antioxidantes/toxicidade , Tetracloreto de Carbono/toxicidade , Linhagem Celular , Citocinas/metabolismo , Feminino , Glicosídeos/administração & dosagem , Glicosídeos/isolamento & purificação , Glicosídeos/toxicidade , Fígado/patologia , Masculino , Camundongos Endogâmicos ICR , Estresse Oxidativo/efeitos dos fármacos
17.
Molecules ; 24(9)2019 Apr 28.
Artigo em Inglês | MEDLINE | ID: mdl-31035334

RESUMO

As part of our continual efforts to exploit 'Tujia Ethnomedicine' for their pharmacophoric functionalities, we herein investigated Kadsura heteroclita collected from a deep Wulin mountain area in northern Hunan province. The current study resulted in the isolation of three new sesquiterpenes: 6α,9α,15-trihydroxycadinan-4-en-3-one (1), (+)-3,11,12-trihydroxycalamenene (2), (-)-3,10,11,12-tetrahydroxy-calamenene (3), along with four known sesquiterpenes (4-7), and a cytochalasin H (8). Their chemical structures were elucidated by 1D-, and 2D-NMR spectroscopy, and HRESI-MS, CD spectrometry. The antioxidant, and cytotoxic activities of the compounds were evaluated. Compound 8 exhibited a strong antioxidant effect with an IC50 value of 3.67 µM on isolated human polymorphonuclear cells or neutrophils.


Assuntos
Kadsura/química , Extratos Vegetais/química , Caules de Planta/química , Sesquiterpenos/química , Antioxidantes/química , Antioxidantes/isolamento & purificação , Antioxidantes/farmacologia , Linhagem Celular Tumoral , Sobrevivência Celular/efeitos dos fármacos , Humanos , Espectroscopia de Ressonância Magnética , Modelos Moleculares , Estrutura Molecular , Extratos Vegetais/isolamento & purificação , Extratos Vegetais/farmacologia , Sesquiterpenos/isolamento & purificação , Sesquiterpenos/farmacologia
18.
J Food Sci ; 84(6): 1308-1314, 2019 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-31042818

RESUMO

Water was bubbled with gases including nitrogen (N2 ), oxygen (O2 ), hydrogen (H2 ), carbon dioxide (CO2 ), and air for 10 min and phenolics from green tea leaves were extracted using the prepared gas-bubbled water. To retain the gases in water, the extraction conditions were maintained in an air-tight container at room temperature under magnetic stirring. Radical scavenging ability, total phenolic content, and phenolic profiles of the extracts were analyzed, and gas-bubbled water was examined to explain the differences in phenolic contents. Overall, green tea infusion prepared from H2 -bubbled water contained significantly high levels of total phenolic compounds and antioxidant activity compared to other gas-bubbled waters including N2 , O2 , CO2 , and air (P < 0.05).Control samples and those bubbled with CO2 showed the lowest antioxidant activities in green tea infusion. However, green tea extracts with O2 bubbling showed the lowest catechin content. Green tea leaves treated with hydrogen gas-bubbled water had much greater damage to their surface morphological properties compared to the other groups, which may explain the higher yield of phenolic compounds. Overall, hydrogen gas-bubbled water showed better extraction yield of phenolics from green tea leaves than other gas-bubbled water. PRACTICAL APPLICATION: Green tea or green tea infusion has diverse health beneficial functionality due to the presence of phenolic compounds. In this study, different gases including nitrogen, oxygen, hydrogen, and carbon dioxide were treated in water and these gas-bubbled water were used to extract phenolics from green tea leaves. Among them, hydrogen-bubbled water extracted the highest phenolic contents from tea leaves and showed the highest in vitro antioxidant ability in green tea infusion compared to other gas-bubbled water. This new knowledge could help to produce green teas with higher antioxidant activity in beverage industry.


Assuntos
Camellia sinensis/química , Manipulação de Alimentos/métodos , Fenóis/isolamento & purificação , Extratos Vegetais/isolamento & purificação , Antioxidantes/análise , Antioxidantes/isolamento & purificação , Catequina/análise , Catequina/isolamento & purificação , Flavonoides/análise , Flavonoides/isolamento & purificação , Gases/química , Fenóis/análise , Extratos Vegetais/análise , Folhas de Planta/química , Água/química
19.
J Agric Food Chem ; 67(20): 5772-5781, 2019 May 22.
Artigo em Inglês | MEDLINE | ID: mdl-31046268

RESUMO

This study aimed to purify and identify antioxidant peptides from the low-molecular-weight fraction (SPH-I, MW < 3 kDa) of Alcalase-hydrolyzed soybean ( Glycine max L.) hydrolysate and further evaluate the cytoprotective effects of synthesized peptides against oxidative stress in human intestinal Caco-2 cells. After purification by gel filtration chromatography and reversed-phase HPLC, four major peptides were sequenced by nano-LC-ESI-MS/MS as VVFVDRL (847 Da, SPH-IA), VIYVVDLR (976 Da, SPH-IB), IYVVDLR (877 Da, SPH-IC), and IYVFVR (795 Da, SPH-ID). The antioxidant peptides were synthesized and displayed desirable DPPH radical-scavenging activity (from 16.5 ± 0.5 to 20.3 ± 1.0 µM Trolox equivalent (TE)/µM), ABTS•+ radical-scavenging activity (from 3.42 ± 0.2 to 4.24 ± 0.4 mM TE/µM), ORAC (from 143 ± 2.1 to 171 ± 4.8 µM TE/µM), and FRAP (from 54.7 ± 1.2 to 79.0 ± 0.6 mM Fe2+/µM). Moreover, the synthesized peptides protected Caco-2 cells against H2O2-induced oxidative damage via significantly downregulating intracellular ROS generation and lipid peroxidation ( p < 0.05). Additionally, SPH-IC and SPH-ID statistically upregulated total reduced glutathione synthesis, enhanced activities of catalase and glutathione reductase, and suppressed ROS-mediated inflammatory responses via inhibiting interleukin-8 secretion ( p < 0.05).


Assuntos
Antioxidantes/química , Antioxidantes/farmacologia , Peptídeos/química , Peptídeos/farmacologia , Substâncias Protetoras/química , Substâncias Protetoras/farmacologia , Soja/química , Antioxidantes/isolamento & purificação , Biocatálise , Células CACO-2 , Sobrevivência Celular/efeitos dos fármacos , Glutationa/metabolismo , Humanos , Peróxido de Hidrogênio/toxicidade , Hidrólise , Intestinos/citologia , Intestinos/efeitos dos fármacos , Estresse Oxidativo/efeitos dos fármacos , Peptídeos/isolamento & purificação , Substâncias Protetoras/isolamento & purificação , Subtilisinas/química
20.
Phytochemistry ; 164: 60-66, 2019 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-31096077

RESUMO

Fifteen phenylpropanoid glycosides, including six undescribed compounds were isolated from the fruit of Lycium barbarum L. (Solanaceae) (goji or wolfberry). Their structures were identified by detailed spectroscopic analyses. Seven known compounds were firstly isolated from the genus Lycium, in which the 1D and 2D NMR data of one compound were reported for the first time. Notably, two undescribed compounds were a pair of rare tautomeric glycoside anomers characterized by the presence of free anomeric hydroxy. Antioxidant and hypoglycemic activities of all these compounds were assessed using DPPH radical scavenging, oxygen radical absorbance capacity (ORAC), and α-glucosidase inhibitory assays, respectively. These compounds showed different levels of oxygen radical absorbance capacity, and some isolates exhibited potent antioxidant activity with greater ORAC values than the positive control (EGCG).


Assuntos
Antioxidantes/farmacologia , Frutas/química , Inibidores de Glicosídeo Hidrolases/farmacologia , Glicosídeos/farmacologia , Lycium/química , Fenilpropionatos/farmacologia , Antioxidantes/química , Antioxidantes/isolamento & purificação , Compostos de Bifenilo/antagonistas & inibidores , Relação Dose-Resposta a Droga , Inibidores de Glicosídeo Hidrolases/química , Inibidores de Glicosídeo Hidrolases/isolamento & purificação , Glicosídeos/química , Glicosídeos/isolamento & purificação , Conformação Molecular , Fenilpropionatos/química , Fenilpropionatos/isolamento & purificação , Picratos/antagonistas & inibidores , Espécies Reativas de Oxigênio/antagonistas & inibidores , Relação Estrutura-Atividade , alfa-Glucosidases/metabolismo
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