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1.
PLoS One ; 16(10): e0255502, 2021.
Artigo em Inglês | MEDLINE | ID: mdl-34714855

RESUMO

We evaluated phytochemical composition, antibacterial, antifungal, anti-oxidant and cytotoxic properties of aqueous (water) and organic extracts (methanol, ethyl acetate and n-hexane) of Chenopodium glaucum. Highest phenolic content 45 mg gallic acid equivalents (GAE)/g d.w was found in aqueous extract followed by ethyl acetate (41mg GAE/g d.w) and methanol extract (34.46 mg GAE/g d.w). Antibacterial potential of aqueous and organic extracts of C. glaucum was examined against Acinetobacter baumannii, Klebsiella pneumoniae, Escherichia coli and Staphylococcus epidermidis. The aqueous, methanolic, ethyl acetate, and n-hexane extract showed antibacterial activity against A. baumannii, K. pneumoniae, E. coli and S. epidermidis. However, against A. baumannii significantly higher inhibition zone (19 mm and 18.96 mm respectively) was shown by ethyl acetate and methanol extracts. Aqueous extract possessed highest growth inhibition (11 mm) against E. coli. Aqueous, ethyl acetate and methanol extracts showed 9 mm, 10 mm, and 10.33 mm zone of inhibition against the K. pneumoniae. For antifungal activity, the extracts were less effective against Aspergillus niger but showed strong antifungal activity against Aspergillus flavus (A. flavus). The antioxidant activity was measured as DPPH (2, 2-diphenyl-1-picrylhydrazyl), H2O2 and ABTS (2, 2'-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) scavenging activity of free radicals. All the organic extracts of C. glaucum possessed ABTS, DPPH and H2O2 scavenging properties. The highest cytotoxic activity measured as half maximal inhibitory concentration (IC50) against human lungs carcinoma cells was recorded for methanolic (IC50 = 16 µg/mL) and n-hexane (IC50 = 25 µg/mL) extracts, respectively. The Gas chromatography-mass spectrometry (GC-MS) analysis showed 4 major and 26 minor compounds in n-hexane extract and 4 major and 7 minor compounds in methanol extract of the C. glaucum. It is concluded that aqueous and organic extracts of C. glaucum would be potential therapeutic agents and could be exploited on a pilot scale to treat human pathogenic diseases.


Assuntos
Antibacterianos/farmacologia , Antifúngicos/farmacologia , Antineoplásicos/farmacologia , Chenopodium/química , Neoplasias Pulmonares/tratamento farmacológico , Extratos Vegetais/farmacologia , Acinetobacter baumannii/efeitos dos fármacos , Acinetobacter baumannii/crescimento & desenvolvimento , Antioxidantes/farmacologia , Aspergillus/efeitos dos fármacos , Aspergillus/crescimento & desenvolvimento , Linhagem Celular Tumoral , Citotoxinas/farmacologia , Escherichia coli/efeitos dos fármacos , Escherichia coli/crescimento & desenvolvimento , Humanos , Klebsiella pneumoniae/efeitos dos fármacos , Klebsiella pneumoniae/crescimento & desenvolvimento , Testes de Sensibilidade Microbiana , Compostos Fitoquímicos/farmacologia , Staphylococcus epidermidis/efeitos dos fármacos , Staphylococcus epidermidis/crescimento & desenvolvimento
2.
Molecules ; 27(1)2021 Dec 31.
Artigo em Inglês | MEDLINE | ID: mdl-35011484

RESUMO

The protective effects of water extracts of djulis (Chenopodium formosanum) (WECF) and their bioactive compounds on particulate matter (PM)-induced oxidative injury in A549 cells via the nuclear factor-erythroid 2-related factor 2 (Nrf2) signaling were investigated. WECF at 50-300 µg/mL protected A549 cells from PM-induced cytotoxicity. The cytoprotection of WECF was associated with decreases in reactive oxygen species (ROS) generation, thiobarbituric acid reactive substances (TBARS) formation, and increases in superoxide dismutase (SOD) activity and glutathione (GSH) contents. WECF increased Nrf2 and heme oxygenase-1 (HO-1) expression in A549 cells exposed to PM. SP600125 (a JNK inhibitor) and U0126 (an ERK inhibitor) attenuated the WECF-induced Nrf2 and HO-1 expression. According to the HPLC-MS/MS analysis, rutin (2219.7 µg/g) and quercetin derivatives (2648.2 µg/g) were the most abundant bioactive compounds present in WECF. Rutin and quercetin ameliorated PM-induced oxidative stress in the cells. Collectively, the bioactive compounds present in WECF can protect A549 cells from PM-induced oxidative injury by upregulating Nrf2 and HO-1 via activation of the ERK and JUN signaling pathways.


Assuntos
Antioxidantes/farmacologia , Chenopodium/química , Células Epiteliais/efeitos dos fármacos , Células Epiteliais/metabolismo , Fator 2 Relacionado a NF-E2/metabolismo , Material Particulado/efeitos adversos , Extratos Vegetais/farmacologia , Transdução de Sinais/efeitos dos fármacos , Células A549 , Antioxidantes/química , Sobrevivência Celular/efeitos dos fármacos , Células Cultivadas , Cromatografia Líquida de Alta Pressão , Citoproteção/efeitos dos fármacos , Regulação da Expressão Gênica/efeitos dos fármacos , Heme Oxigenase-1/genética , Heme Oxigenase-1/metabolismo , Humanos , Sistema de Sinalização das MAP Quinases/efeitos dos fármacos , Estresse Oxidativo/efeitos dos fármacos , Extratos Vegetais/química , Espectrometria de Massas em Tandem
3.
Nat Prod Res ; 35(19): 3336-3340, 2021 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-31711317

RESUMO

Chenopodium foliosum Asch. has been recognised by Bulgarian legislation as a medicinal plant. The decoction of its aerial parts has been used for treatment of cancer, as an immunostimulant and antioxidant drug. An UHPLC-HRMS profiling method was used for a comprehensive study of flavonoid composition of C. foliosum. Fourty flavonoid glycosides with nine aglycones (patuletin, gomphrenol, spinacetin, 6-methoxykaempferol, kaempferol, quercetin, isorhamnetin, 3,5,3',4'-tetrahydroxy-6,7-methylenedioxyflavone and 3,5,4'-trihydroxy-3'-methoxy-6,7-methylenedioxyflavone) were detected. Kaempferol, quercetin and isorhamnetin glycosides were identified as minor components. A pseudo MS3 experiment aided at discriminating 6-methoxykaempferol and isorhamnetin glycosides. Flavonoid composition dominated by di-, triglycosides and acylated flavonoids. Acid hydrolysis and GS-MS analysis confirmed the presence of D-glucose, D-apiose and L-rhamnose. Ten flavonoids were reported here for the first time.


Assuntos
Chenopodium , Flavonoides/análise , Glicosídeos/análise , Chenopodium/química , Cromatografia Líquida de Alta Pressão , Compostos Fitoquímicos/análise , Componentes Aéreos da Planta/química , Extratos Vegetais
4.
Int J Biol Macromol ; 165(Pt A): 1475-1481, 2020 Dec 15.
Artigo em Inglês | MEDLINE | ID: mdl-33058972

RESUMO

Herein acid phosphatase isoenzyme was extracted from the C. murale seedlings. The purification was accomplished by chromatographic techniques and passing through DEAE-cellulose and Sephadex G-100 column. The specific activity of acid phosphatase 5.75 U/mg of protein was obtained with 66 purification fold 15.8% yield and molecular mass was 29 kDa with very faint bands corresponding to 18 kDa and 14 kDa. The maximal activity at pH 5.0 and 50 °C best illustrated by first order kinetics. When temperature was raised (55 °C to 75 °C), the deactivation rate constant was increased from 0.001 to 0.014 min-1, while half-life was decreased from 693 to 49 min-1. The results of activity collected at different temperature were then used to estimate, activation energy of hydrolysis reaction (Ea = 47.59 kJmol-1). A high Z-value (18.86 °C min-1) was obtained indicating a less sensitivity towards temperatures. The residual activity examinations were carried out from 55 °C to 75 °C and assessing the Deactivation Energy (Ed 116.39 kJmol-1), Enthalpy change (ΔH° 113.55kJmol-1), Entropy change (ΔS° 110.33kJmol-1) and change in Gibbs free energy (ΔG° 10.02 kJmol-1). Taken together, thermodynamic parameters confirm the high stability of enzyme and show potential commercial applicability.


Assuntos
Fosfatase Ácida/química , Chenopodium/química , Cinética , Extratos Vegetais/química , Fosfatase Ácida/genética , Entropia , Estabilidade Enzimática/efeitos dos fármacos , Concentração de Íons de Hidrogênio , Peso Molecular , Extratos Vegetais/farmacologia , Plântula/química , Temperatura , Termodinâmica
5.
Rev. chil. nutr ; 46(5): 593-605, oct. 2019. tab
Artigo em Espanhol | LILACS | ID: biblio-1042700

RESUMO

Sólo un 30% de los hogares en México, presentan seguridad alimentaria, es decir, un gran porcentaje de los hogares y por ende de la población no satisfacen las necesidades básicas diarias de macro y micronutrimentos. Los quelites, que se definen como plantas silvestres comestibles (hojas, tallos y flores) son una fuente accesible, continua, económica y adecuada de nutrimentos. Sin embargo, su consumo ha disminuido por modificaciones en las preferencias alimentarias, derivadas de los cambios en estilos de vida. El objetivo del presente trabajo fue valorizar a los quelites como fuente de alimento. Los quelites, aportan proteínas, aminoácidos, minerales (Ca, Mg, Zn), vitaminas (E, C) y fibra. Además, son una excelente fuente de compuestos bioactivos, como ácidos fenólicos (ácido cafeico, ferúlico) y flavonoides (quercetina, kaempferol, espinacetina), carotenoides, ácido α-linolénico y betalainas, que presentan elevada actividad antioxidante. Su consumo habitual se ha relacionado con beneficios a la salud, tales como efectos antitumorales, antihiperlipidémicos y antidiabéticos. Los quelites, además de estar disponibles en forma silvestre, forman parte de las tradiciones culinarias de México, incorporados de forma cruda y cocida en los platillos regionales. Por lo tanto, la revalorización y reincorporación de los quelites en la dieta, puede coadyuvar a cubrir las necesidades nutrimentales, en poblaciones con poco acceso o inseguridad alimentaria, además de contribuir a proporcionar efectos adicionales a través de sus compuestos bioactivos.


Only 30% of households in Mexico present food security, which means a large percentage of households and the population does not meet their needs in terms of macro and micronutrients. Thus, quelites, which are defined as wild edible plants, are an accessible, continuous, economical and adequate source of nutrients. However, quelite consumption in Mexico has been decreasing in response to changes in food preferences and lifestyles, including increased exposure to hypercaloric foods. Therefore, the aim of this work was to discuss the value of quelites as a food source rich in nutrients, proteins, amino acids, minerals (Ca, Mg, Zn), vitamins (E, C) and fiber. We also discuss how quelites are good source of bioactive compounds, such as phenolic acids (caffeic acid, ferulic acid) and flavonoids (quercetin, kaempferol, spinacetin), carotenoids, α-linolenic acid and betalaines. There use have been mainly related to the anti-tumor, antihyperlipidemic and antidiabetic benefits. We further discuss topics related to the culinary traditions of Mexico and the incorporation of quelites in the raw and cooked form in regional markets. The revaluation and the reincorporation of quelites in the diet can help meet nutritional needs, in addition to possibly providing additional health benefits.


Assuntos
Humanos , Plantas Comestíveis , Chenopodium/química , Portulaca/química , Compostos Fitoquímicos/análise , Plantas Medicinais , Abastecimento de Alimentos , México
6.
J Diabetes Res ; 2019: 7836820, 2019.
Artigo em Inglês | MEDLINE | ID: mdl-31179342

RESUMO

Diabetes mellitus (DM) is considered the epidemic of the 21st century. Traditional medicine uses plants to treat DM; many of these have hypoglycemic effects in both animal models and diabetic patients. Our objective was to evaluate the hypoglycemic activity of Tilia americana, Borago officinalis, Chenopodium nuttalliae, and Piper sanctum on diabetic rats. The methanolic extracts of the plants under study were obtained by Soxhlet extraction. Toxicity was evaluated on Artemia salina; the antioxidant potential was evaluated using the DPPH technique. Hypoglycemic capacity at doses of 250 and 500 mg/kg was tested on Wistar rats with diabetes induced by alloxan (120 mg/kg). The toxicity on A. salina was null for the extracts of B. officinalis and P. sanctum, moderate for T. americana, and highly toxic for C. nuttalliae. The relevant extract of T. americana var. mexicana showed antioxidant activity. Three plants of the studied plants showed hypoglycemic activity: Tilia Americana (p = 0.0142), Borago officinalis (p = 0.0112), and Piper sanctum (p = 0.0078); P. sanctum was the one that showed the greatest reduction in glucose levels at a lower dose.


Assuntos
Borago/química , Chenopodium/química , Hipoglicemiantes/farmacologia , Piper/química , Extratos Vegetais/farmacologia , Tilia/química , Animais , Antioxidantes/farmacologia , Artemia/efeitos dos fármacos , Glicemia/efeitos dos fármacos , Diabetes Mellitus Experimental/tratamento farmacológico , Concentração de Íons de Hidrogênio , Masculino , Medicina Tradicional , Compostos Fitoquímicos/farmacologia , Ratos , Ratos Wistar , Água do Mar
7.
Z Naturforsch C J Biosci ; 74(11-12): 329-337, 2019 Nov 26.
Artigo em Inglês | MEDLINE | ID: mdl-31116705

RESUMO

An ultra-high-performance liquid chromatography-high-resolution mass spectrometry based profiling of a purified MeOH extract (PME) from the roots of Chenopodium bonus-henricus L. (Amaranthaceae) tentatively identified 15 saponins of six sapogenins. The PME exerts hepatoprotective and antioxidant activities comparable to those of flavonoid complex silymarin in in vitro (1 and 10 µg/mL) and in vivo (200 mg/kg/daily for 7 days) models of hepatotoxicity, induced by CCl4. The main constituents of PME, respectively saponins bonushenricoside A (1), 3-O-ß-D-glucuronopyranosyl-bayogenin-28-O-ß-D-glucopyranosyl ester (2), 3-O-ß-D-glucuronopyranosyl-medicagenic acid-28-O-ß-D-xylopyranosyl (1→4)-α-L-rhamnopyranosyl(1→2)-α-L-arabinopyranosyl ester (3), 3-O-ß-D-glucuronopyranosyl-2ß-hydroxygypsogenin-28-O-ß-D-glucopyranosyl ester (4), 3-O-α-L-rabinopyranosyl-bayogenin-28-O-ß-D-glucopyranosyl ester (6) and bonushenricoside B (8) (3 µg/mL each), compared to silymarin (5 and 50 µg/mL), significantly reduced the cellular damage caused by CCl4 in rat hepatocytes, preserved cell viability and glutathione level, decreased lactate dehydrogenase leakage and reduced lipid damage. The experimental data suggest that the glycosides of phytolaccagenin, bayogenin, medicagenic acid, 2ß-hydroxygypsogenin, 2ß-hydroxyoleanoic acid and oleanoic acid are a promising and safe class of hepatoprotective agents.


Assuntos
Chenopodium/química , Fígado/efeitos dos fármacos , Metanol/química , Extratos Vegetais/isolamento & purificação , Extratos Vegetais/farmacologia , Raízes de Plantas/química , Substâncias Protetoras/farmacologia , Saponinas/farmacologia , Animais , Modelos Animais de Doenças , Hepatócitos/efeitos dos fármacos , Masculino , Ratos Wistar , Saponinas/química , Silimarina/farmacologia
8.
J Sci Food Agric ; 99(7): 3693-3702, 2019 May.
Artigo em Inglês | MEDLINE | ID: mdl-30663065

RESUMO

BACKGROUND: Various physical and chemical methods for synthesis of metal nanoparticles have had some drawbacks. Therefore, green synthesis of gold nanoparticles (Au NPs) has became one of the most crucial emerging areas of nanobiotechnology. In the present study, plant-mediated synthesis of Au NPs was performed using Djulis (Chenopodium formosanum) shell extract as a reducing and stabilizing agent. RESULTS: Reaction parameters were manipulated to optimize the Au NPs using a UV-visible spectrophotometer. Optimized Au NPs with a surface plasmon resonance band at 533 nm were prepared using a 744 µg mL-1 extract and a solution of pH 2.62 chloroauric acid (HAuCl4 ·3H2 O) at 40 °C. High-resolution transmission electron microscopy (HR-TEM) results indicated that most of the resultant Au NPs were spherical in shape and exhibited a mean size of 8 ± 6 nm. Energy-dispersive X-ray spectroscopy (EDS), and selected area electron diffraction (SAED), and X-ray diffraction (XRD) confirmed the elemental gold and crystalline nature of the resultant NPs. FTIR spectrum analysis indicated the critical role of phenolic groups in the reduction of Au3+ ions and stabilization of the formed Au NPs. Moreover, the synthesized Au NPs possessed antibacterial activity for Escherichia coli and Staphylococcus aureus. CONCLUSION: In this study, Au NPs were synthesized with high efficiency and stability using Djulis shell extract, and related antibacterial applications were demonstrated. © 2019 Society of Chemical Industry.


Assuntos
Antibacterianos/síntese química , Antibacterianos/farmacologia , Chenopodium/química , Ouro/química , Nanopartículas Metálicas/química , Extratos Vegetais/química , Antibacterianos/química , Escherichia coli/efeitos dos fármacos , Escherichia coli/crescimento & desenvolvimento , Química Verde , Testes de Sensibilidade Microbiana , Microscopia Eletrônica de Transmissão , Espectroscopia de Infravermelho com Transformada de Fourier , Staphylococcus aureus/efeitos dos fármacos , Staphylococcus aureus/crescimento & desenvolvimento
9.
Nat Prod Res ; 33(14): 2024-2031, 2019 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-29882435

RESUMO

Two new glycosides of phytolaccagenin and 2ß-hydroxyoleanoic acid, namely bonushenricoside A (3) and bonushenricoside B (5) together with four known saponins, respectively compounds 3-O-L-α-arabinopyranosyl-bayogenin-28-O-ß-glucopyranosyl ester (1), 3-O-ß-glucuronopyranosyl-2ß-hydroxygypsogenin-28-O-ß-glucopyranosyl ester (2), 3-O-ß-glucuronopyranosyl-bayogenin-28-O-ß-glucopyranosyl ester (4) and 3-O-ß-glucuronopyranosyl-medicagenic acid-28-ß-xylopyranosyl(1→4)-α-rhamnopyranosyl(1→2)-α-arabinopyranosyl ester (6) were isolated from the roots of Chenopodium bonus-henricus L. The structures of the compounds were determined by means of spectroscopic methods (1D and 2D NMR, IR and HRMS). The MeOH extract and compounds were tested for cytotoxic activity on five leukemic cell lines (HL-60, SKW-3, Jurkat E6-1, BV-173 and K-562). In addition, the ability of metanolic extract and saponins to modulate the interleukin-2 production in PHA/PMA stimulated Jurkat E6-1 cells was investigated as well.


Assuntos
Chenopodium/química , Saponinas/isolamento & purificação , Antineoplásicos/química , Antineoplásicos/isolamento & purificação , Antineoplásicos/farmacologia , Linhagem Celular Tumoral , Glicosídeos/química , Humanos , Interleucina-2/biossíntese , Leucemia/tratamento farmacológico , Leucemia/patologia , Estrutura Molecular , Extratos Vegetais/química , Saponinas/química , Análise Espectral
10.
Int J Mol Sci ; 19(9)2018 Sep 12.
Artigo em Inglês | MEDLINE | ID: mdl-30213072

RESUMO

To maximize the extraction of antioxidants from Chenopodium formosanum seeds, the process factors, such as the ethanol concentration (0⁻100%), extraction time (30⁻180 min) and temperature (30⁻70 °C), for the extraction of the bioactive contents as well as the antioxidant capacity are evaluated using response surface methodology (RSM). The experimental results fit well with quadratic models. The extract was identified by GC/MS, and it was found that some active compounds had antioxidant, repellency and insecticidal activities. Various concentrations of the extract were prepared for the evaluation of the insecticidal activity against Tribolium castaneum, and the toxicity test results indicated that the extract was toxic to Tribolium castaneum, with an LC50 value of 354.61 ppm. The oxidative stability of the olive oil determined according to the radical scavenging activity and p-anisidine test demonstrates that the extract obtained from the Chenopodium formosanum seeds can retard lipid oxidation.


Assuntos
Antioxidantes/química , Chenopodium/química , Inseticidas/química , Inseticidas/farmacologia , Extratos Vegetais/química , Sementes/química , Animais , Oxirredução/efeitos dos fármacos , Extratos Vegetais/farmacologia , Tribolium/efeitos dos fármacos
11.
Molecules ; 23(7)2018 Jul 19.
Artigo em Inglês | MEDLINE | ID: mdl-30029534

RESUMO

The aim of this study was to provide new insights into the role of the ethanolic extracts of Djulis (Chenopodium formosanum, EECF) and its bioactive compounds in preventing adipogenesis in 3T3-L1 adipocytes. The results demonstrated EECF significantly inhibited oil red O-stained material (OROSM), triglyceride levels and glycerol-3-phosphate dehydrogenase (GPDH) activity in 3T3-L1 adipocytes. The expression of the critical molecules involved in lipid synthesis such as PPARγ, C/EBPα and SREBP-1c was attenuated in EECF-treated cells. According to HPLC-DAD and HPLC-MS/MS analysis, rutin, kaempferol, betanin and another nine compounds were present in EECF. The suppression of lipid accumulation by rutin, kaempferol and betanin occurred by decreasing the gene expression of PPARγ, C/EBPα and SREBP-1c. Taken together, these findings suggest the presence of bioactive compounds in EECF may partly account for the anti-adipogenesis of EECF and EECF is therefore a potentially lipid lowering functional food.


Assuntos
Adipócitos/efeitos dos fármacos , Adipogenia/efeitos dos fármacos , Chenopodium/química , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Células 3T3-L1 , Adipócitos/citologia , Adipócitos/metabolismo , Adipogenia/genética , Animais , Sobrevivência Celular , Cromatografia Líquida , Regulação da Expressão Gênica/efeitos dos fármacos , Quempferóis/farmacologia , Metabolismo dos Lipídeos/efeitos dos fármacos , Espectrometria de Massas , Camundongos
12.
Pak J Pharm Sci ; 30(3): 761-766, 2017 May.
Artigo em Inglês | MEDLINE | ID: mdl-28653919

RESUMO

We investigated antioxidant, antibacterial potentials and secondary metabolites of Chenopodium botrys aerial parts to rationalize its effectiveness in free radicals induced disorders and infectious diseases. Antioxidant activity of plant extracts were investigated using DPPH and ABTS free radicals scavenging assays. Antibacterial potential was studied using well diffusion method. Phytochemical analysis was performed for the presence of secondary metabolites. In DPPH assay chloroform fraction (CHF), ethyl acetate fraction (EAF) and n-hexane fraction (NHF) were most active causing average inhibition of 65.9, 59.2 and 55.9% at concentration of 1mg/ml with IC50 values of 140, 30 and 590 µgml respectively. EAF, CHF and aqueous fraction (AQF) revealed highest scavenging effect against ABTS free radicals causing 85.46, 82.73 and 68.80% inhibition with of IC50 of 75, 94 and 530 µg/ml respectively. In antibacterial assay, CHF was found most effective against S. aureus presenting an inhibitory zone of 19 mm whereas; EAF, CHF and NHF were most active against K. pneumoneae with inhibitory zones of 27.1 mm, 25.4 and 18.7 mm respectively. C. botrys was tested positive for flavonoids, anthraquinones, saponins and tannins. Current findings revealed that that C. botrys is rich source of natural antioxidant and antibacterial bioactive compounds and may be further investigated.


Assuntos
Antibacterianos/farmacologia , Benzotiazóis/química , Compostos de Bifenilo/química , Chenopodium/química , Sequestradores de Radicais Livres/farmacologia , Picratos/química , Componentes Aéreos da Planta/química , Extratos Vegetais/farmacologia , Ácidos Sulfônicos/química , Metanol/química
13.
Fitoterapia ; 118: 13-20, 2017 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-28229939

RESUMO

Three new flavonoid glycosides (7-9) named patuletin-3-O-(5″'-О-Е-feruloyl)-ß-d-apiofuranosyl(1→2)[ß-d-glucopyranosyl (1→6)]-ß-d-glucopyranoside (7), spinacetin-3-O-(5″'-О-Е-feruloyl)-ß-d-apiofuranosyl (1→2)[ß-d-glucopyranosyl(1→6)]-ß-d-glucopyranoside (8) and 6-methoxykaempferol-3-O-(5″'-О-Е-feruloyl)-ß-d-apiofuranosyl(1→2)[ß-d-glucopyranosyl (1→6)]-ß-d-glucopyranoside (9) together with six known flavonoid glycosides of patuletin, spinacetin and 6-methoxykaempferol (1-6) were isolated from the aerial parts of C. bonus-henricus and identified with spectroscopic methods (1D and 2D NMR, UV, IR, HRESIMS). The MeOH extract exerts hepatoprotective and antioxidant activities comparable to those of flavonoid complex silymarin in in vitro (60µg/mL) and in vivo (100mg/kg/daily for 7days) models of hepatotoxicity, induced by CCl4. Flavonoids (1-9) (100µM), compared to silybin, significantly reduced the cellular damage caused by CCl4 in rat hepatocytes, preserved cell viability and GSH level, decreased LDH leakage and reduced lipid damage. High concentrations of compounds (1-9) showed marginal or no cytotoxicity on HepG2 cell line. The experiment data suggest that the glycosides of 6-methoxykaempferol, spinacetin and patuletin are a promising and safe class of hepatoprotective agents.


Assuntos
Chenopodium/química , Flavonoides/química , Glicosídeos/química , Hepatócitos/efeitos dos fármacos , Substâncias Protetoras/química , Animais , Cromonas/química , Cromonas/isolamento & purificação , Flavonoides/isolamento & purificação , Glicosídeos/isolamento & purificação , Células Hep G2 , Humanos , Masculino , Estrutura Molecular , Componentes Aéreos da Planta/química , Extratos Vegetais/química , Substâncias Protetoras/isolamento & purificação , Ratos , Ratos Wistar
14.
J Pharm Biomed Anal ; 132: 109-116, 2017 Jan 05.
Artigo em Inglês | MEDLINE | ID: mdl-27701037

RESUMO

A high performance liquid chromatography-diode array detection-tandem mass spectrometry method (HPLC-DAD-MS/MS) was developed for simultaneous determination of phenolic acids and flavonoids in djulis (Chenopodium formosanum Koidz.), a traditional Chinese herb reported to possess vital biological activities. A high yield of phenolic acids and flavonoids was attained by employing 50% ethanol in water as the extraction solvent and shaking in a 60°C water bath for 3h. A total of 8 phenolic acids and 14 flavonoids were separated and identified within 55min by using a Poroshell 120 EC-C18 column with detection at 280nm, flow rate at 0.8mL/min, column temperature at 35°C, and a gradient solvent system of 0.1% formic acid in water and acetonitrile. Two internal standards caffeic acid and kaempferol-3-O-rutinoside were used for quantitation of phenolic acids and flavonoids in djulis respectively. The amounts of phenolic acids ranged from 11.5±0.8µg/g (caffeoyl-putrescine-derivative (2)) to 1855.3±16.9µg/g (hydroxylphenylacetic acid pentoside), while the flavonoids ranged from 19.93±2.29µg/g (quercetin-3-O-(coumaryl)-rutinoside-pentoside (1)) to 257.3±2.05µg/g (rutin-O-pentoside (2)). A high recovery (89.68-97.20%) and high reproducibility was obtained for both phenolic acids and flavonoids with the relative standard deviation (RSD) for the latter ranging from 0.09-8.22% (intra-day variability) and 0.80-8.48% (inter-day variability). This method may be applied to determination of both phenolic acids and flavonoids in food products and Chinese herbs.


Assuntos
Chenopodium/química , Flavonoides/análise , Hidroxibenzoatos/análise , Acetonitrilas/química , Ácidos Cafeicos/química , Cromatografia Líquida de Alta Pressão , Flavonoides/química , Hidroxibenzoatos/química , Quempferóis/química , Limite de Detecção , Extratos Vegetais/química , Pós , Reprodutibilidade dos Testes , Solventes/química , Espectrometria de Massas por Ionização por Electrospray , Espectrometria de Massas em Tandem , Temperatura
15.
Biomed Res Int ; 2016: 7368797, 2016.
Artigo em Inglês | MEDLINE | ID: mdl-27847821

RESUMO

Dermal photoaging is a condition of skin suffering inappropriate ultraviolet (UV) exposure and exerts inflammation, tissue alterations, redness, swelling, and uncomfortable feelings. Djulis (Chenopodium formosanum Koidz.) is a cereal food and its antioxidant and pigment constituents may provide skin protection from photoaging, but it still lacks proved experiments. In this study, protective effects of djulis extract (CFE) on UVB-irradiated skin were explored. The results showed that HaCaT cells with 150 µg/mL CFE treatment had higher survival and less production of interleukin- (IL-) 6, matrix metalloprotease- (MMP-) 1, and reactive oxygen species (ROS) in UVB-irradiated conditions. Subsequently, in animal studies, mice supplemented with CFE (100 mg/kg BW) were under UVB irradiation and had thinner epidermis and lower IL-6 levels in skin layer. These data demonstrate that bioactive compounds possessing the potency of antiphotoaging exist in CFE. Following that, we found rutin and chlorogenic acid (10-100 µM) could significantly increase cell viability and decrease the production of IL-6 in UVB models. Additionally, djulis pigment-betanin has no effect of increasing cell viability in this study. Our findings suggest CFE can protect skin against UV-induced damage and this protection is mainly from contributions of rutin and chlorogenic acid.


Assuntos
Chenopodium/química , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Pele/efeitos dos fármacos , Pele/efeitos da radiação , Raios Ultravioleta/efeitos adversos , Água/química , Animais , Sobrevivência Celular/efeitos dos fármacos , Ácido Clorogênico/farmacologia , Feminino , Humanos , Interleucina-6/metabolismo , Metaloproteinase 1 da Matriz/metabolismo , Camundongos , Camundongos Endogâmicos BALB C , Pigmentos Biológicos/química , Substâncias Protetoras/farmacologia , Espécies Reativas de Oxigênio/metabolismo , Rutina/farmacologia , Sementes/química , Pele/metabolismo
16.
Pak J Pharm Sci ; 29(3): 929-33, 2016 May.
Artigo em Inglês | MEDLINE | ID: mdl-27166536

RESUMO

The aim of the current study was to evaluate the antinociceptive activity of the selected Pakistani medicinal plants (Chenopodium botrys, Micromeria biflora and Teucrium stocksianum) in-vivo followed by their antioxidant potential against 1,1-diphenyl-2-picrylhidrazyl (DPPH) in-vitro. The results demonstrated profound antinociceptive effect of both the crude methanolic extract of Chenopodium botrys (CBM) and subsequent aqueous fraction (CBW) of C. botrys with 80.76% and 84% pain relief in acetic acid induced writhing test at 100 mg/kg i.p respectively. Similarly the crude methanolic extract of Micromeria biflora (MBM) and its subsequent aqueous fraction (MBW) with 66.46% 78.08% pain reversal in acetic acid induced writhing test respectively at 100mg/kg i.p. However, the crude methanolic extract and isolated water fraction of Teucrium stocksianum (TS) did not show any significant effect at test doses. Both the crude extracts and aqueous fractions of selected medicinal plants exhibited marked scavenging effects on DPPH and therefore strongly support the antinociceptive activity. Phytochemical analysis indicated the presence of various classes of natural products (alkaloids, terpenoids, flavonoids etc.) and thus the current finding can be attributed to the presence of these compounds. In short, our findings provide a strong scientific background to the folk uses C. botrys and M. biflora in the management of various painful conditions.


Assuntos
Analgésicos/farmacologia , Antioxidantes/farmacologia , Chenopodium/química , Lamiaceae/química , Dor/prevenção & controle , Compostos Fitoquímicos/farmacologia , Extratos Vegetais/farmacologia , Teucrium/química , Ácido Acético , Analgésicos/isolamento & purificação , Animais , Antioxidantes/isolamento & purificação , Compostos de Bifenilo/química , Modelos Animais de Doenças , Relação Dose-Resposta a Droga , Metanol/química , Camundongos Endogâmicos BALB C , Dor/induzido quimicamente , Paquistão , Compostos Fitoquímicos/isolamento & purificação , Fitoterapia , Picratos/química , Extratos Vegetais/isolamento & purificação , Plantas Medicinais , Solventes/química , Água/química
17.
Nat Prod Res ; 30(15): 1766-70, 2016 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-26810568

RESUMO

Extracts from leaves and stems of Chenopodium hybridum were characterised for the presence and quantity of flavonoids and phenolic acids by LC-ESI-MS/MS. Five flavonoids and eight phenolic acids were detected for the first time in aerial parts of this plant species, the most abundant compounds being rutin (2.80 µg/g DW), 3-kaempferol rutinoside (2.91 µg/g DW), 4-OH-benzoic (1.86 µg/g DW) and syringic acids (2.31 µg/g DW). Extracts were tested for anti-inflammatory/antiarthritic, antihyaluronidase and cytotoxic activities against human prostate cancer (Du145, PC3) and melanoma cell lines (A375, HTB140 and WM793) of different malignancy. None of the extracts protected bovine serum albumin from heat-induced denaturation. Antihyaluronidase effect at the tested concentration was higher than standard naringenin. Cytotoxic activity was generally low with an exception of the extract from the leaves, which was found most effective against prostate Du145 cell line with 98.28 ± 1.13% of dead cells at 100 µg/mL.


Assuntos
Chenopodium/química , Flavonoides/análise , Hidroxibenzoatos/análise , Componentes Aéreos da Planta/química , Extratos Vegetais/farmacologia , Linhagem Celular Tumoral , Cromatografia Líquida/métodos , Humanos , Espectrometria de Massas em Tandem/métodos
18.
J Food Sci ; 81(1): C19-26, 2016 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-26646715

RESUMO

Pseudocereal Chenopodium berlandieri spp. (huauzontle) was evaluated to determine saponin composition. Saponins were evaluated in raw and germinated grains subjected to chemical stress induced by sodium selenite. Analysis by liquid chromatography coupled with ELSD detector revealed the presence of 12 saponins, identified according to compounds previously assayed in Chenopodium quinoa. Saponins found at the highest concentrations in raw grains were derived from oleanolic and phytolaccagenic acids. Total saponin concentration significantly decreased in germinated compared to raw grains due to the significant loss of 90.1% and 95.7% of the phytolaccagenic acid without and with chemical selenium stress, respectively. The most abundant saponin in germinated sprouts decreased during normal germination. Interestingly, the concentration of this particular saponin significantly increased during the Se-induced stress germination. Chemical stress with selenium salts proved to change the saponin composition in geminated Chenopodium berlandieri spp. grains, therefore affecting their potential use as ingredient in the food industry.


Assuntos
Chenopodium/química , Saponinas/análise , Selênio/farmacologia , Triterpenos/análise , Chenopodium/efeitos dos fármacos , Chenopodium/crescimento & desenvolvimento , Germinação , Sementes/química , Sementes/efeitos dos fármacos , Sementes/crescimento & desenvolvimento , Selênio/análise
19.
Nat Prod Commun ; 10(8): 1377-80, 2015 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-26434121

RESUMO

One new, namely 6-methoxykaempferol 3-O-[ß-apiofuranosyl(l-->2)]-f-glucopyranosyl(l->6)-fl-glucopyranoside (2), and two known flavonoid glycosides, spinacetin 3-O-[ß-apiofuranosyl(1-->2)]-ß-glucopyranosyl(1-->6)-ß-glucopyranoside (1) and spinacetin 3-O-gentiobioside (3), were isolated from the roots of Chenopodium bonus-henricus L. Their structures were determined by means of spectroscopic methods (ID, 2D NMR, UV, IR) and HR-ESI-MS. Radical scavenging and anti-oxidant activities of 1 and 3 were established using DPPH and ABTS free radicals, FRAP assay and inhibition of lipid peroxidation (LP) in a linoleic acid system by the ferric thiocyanate method. Compound 3 was found to possess stronger DPPH and ABTS radical scavenging activity (IC50 0.44 +/- 0.008 mM and 0.089 +/- 0.002 mM, respectively) compared with 1 (IC50 1.22 +/- 0.0 10 mM and 0.11 +/- 0.004 mM, respectively). Both flavonoids inhibited the lipid peroxidation of linoleic acid significantly. Additionally, 1 and 3 significantly reduced the cellular damage caused by the hepatotoxic agent CCI4 in rat hepatocytes and preserved cell viability and GSH level, decreased LDH leakage and reduced lipid damage. Effects were similar to those of the positive control silymarin. Control of self-toxic effects made in a MTT based assay using HepG2 cells revealed statistically significant cytotoxic effects only in very high concentrations (exceeding mM) and an incubation time of 72 h, making flavonoid glycosides with a 6-methoxykaempferol skeleton a promising and safe class of hepatoprotective compounds.


Assuntos
Chenopodium/química , Flavonóis/farmacologia , Glicosídeos/farmacologia , Extratos Vegetais/farmacologia , Raízes de Plantas/química , Substâncias Protetoras/farmacologia , Animais , Sobrevivência Celular/efeitos dos fármacos , Células Cultivadas , Flavonóis/química , Glicosídeos/química , Células Hep G2 , Hepatócitos/citologia , Hepatócitos/efeitos dos fármacos , Humanos , Masculino , Extratos Vegetais/química , Substâncias Protetoras/química , Ratos , Ratos Wistar
20.
Pediatr Dermatol ; 30(5): e89-90, 2013.
Artigo em Inglês | MEDLINE | ID: mdl-23458206

RESUMO

Ethnomedical practices are increasing in all parts of the world, including many urban centers. We describe a unique case of a 7-year-old girl with atopic dermatitis who was responsive to parent-initiated treatment with the extract of a plant from the Chenopodium genus. A brief discussion raises awareness of such practices to the practicing dermatologist.


Assuntos
Chenopodium/química , Dermatite Atópica/tratamento farmacológico , Medicina Tradicional/métodos , Fitoterapia/métodos , Extratos Vegetais/uso terapêutico , Criança , Feminino , Humanos , Resultado do Tratamento
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