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1.
Planta Med ; 86(2): 144-150, 2020 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-31766069

RESUMO

A UHPLC-photodiode array-MS method was developed and validated for the quantification of one chromone and six anthraquinone type of compounds from Bulbine natalensis plant samples and dietary supplements. Metabolites 1:  -  7: were identified based on their retention times and electrospray ionization-MS spectra compared with a mix of previously isolated compounds. The quantification of 1:  -  7: was based on photodiode array detection. The optimized separation was achieved using a CORTECS C18 column with a gradient of water/acetonitrile as the mobile phase. Seven compounds were separated within 15 minutes with detection limits of 50 pg on the column. The analytical method was validated for linearity, repeatability, accuracy, limits of detection, and limits of quantification. The relative standard deviations for intra- and inter-day experiments were less than 5% and the recovery efficiency was 98 - 101%. Nine dietary supplements labeled as containing B. natalensis were examined. Anthraquinone-type compounds were detected in only five out of nine dietary supplements, with the total amount ranging from 11.3 to 90.4 mg per daily dose. The analytical method is simple, economic, rapid, and can be applied for quality assessment of B. natalensis and dietary supplements. Electrospray ionization-MS was used for the identification of these compounds in plant samples and dietary products.


Assuntos
Antraquinonas/análise , Cromatografia Líquida de Alta Pressão/métodos , Suplementos Nutricionais/análise , Extratos Vegetais/química , Espectrometria de Massas por Ionização por Electrospray/métodos , Xanthorrhoeaceae/química , Limite de Detecção , Estrutura Molecular
2.
Life Sci ; 234: 116783, 2019 Oct 01.
Artigo em Inglês | MEDLINE | ID: mdl-31442552

RESUMO

Breast cancer (BCa) is the most commonly diagnosed lethal cancer in women worldwide. Notch signaling pathway is directly linked to BCa recurrence and aggressiveness. Natural remedies are becoming a prime choice to overcome against cancer due to lesser side effect and cost-effectiveness. Bulbine frutescens (Asphodelaceae), a traditional medicinal plant in South Africa possess bioactive flavonoids and terpenoids. Polar (methanol) and non-polar (hexane) B. frutescens plant extracts were prepared. GC-MS analysis revealed the differential presence of secondary metabolites in both methanolic and hexane extracts. We hereby first time evaluated the anticancer potential of B. frutescens methanolic and hexane extract in triple-negative and luminal BCa cells. B. frutescens extracts significantly decreased cell viability (IC50 4.8-28.4 µg/ml) and induced cell cycle arrest at G1 phase in MDA-MB-231 and T47D cells as confirmed by spectrophotometry and flow cytometry technique. RT-PCR analysis of cell cycle (cyclin D1, CDK4, and p21) and apoptosis modulating genes (caspase 3, Bcl2 and survivin) revealed upexpression of p21, and caspase 3, and down expression of cyclin D1, CDK4, Bcl2 and survivin genes in extract-treated BCa cells. Fluorescence spectrophotometry and confocal microscopy showed B. frutescens induced nuclear morphology and mitochondrial integrity disruption, and increased reactive oxygen species production in MDA-MB-231 and T47D cells. Flow cytometric apoptosis analysis of B. frutescens extracts treated MDA-MB-231 cells showed ≈13% increase in early apoptotic population in comparison to non-treated cells. Dual-Luciferase Reporter assay confirmed notch promoter inhibitory activity of B. frutescens extracts. Moreover, RTPCR analysis showed down regulation of notch responsive genes (Hes1 and Hey1) at transcription levels in extract-treated BCa cells. Western Blot analysis showed increased procaspase 3 protein expression in extract-treated BCa cells. In all the assays methanolic extract showed better anti-cancer properties. Literature-based identification of methanol soluble phytochemicals in B. frutescens and in silico docking study revealed Bulbineloneside D as a potent ϒ-secretase enzyme inhibitor. In comparison to standard notch inhibitor, lead phytochemical showed two additional hydrophobic interactions with Ala80 and Leu81 amino acids. In conclusion, B. frutescens phytochemicals have cell cycle arrest, ROS production, apoptosis induction, and mitochondria membrane potential disruption efficacy in breast cancer cells. B. frutescens phytochemicals have the ability to downregulate the notch signaling pathway in triple-negative and luminal breast cancer cells.


Assuntos
Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/farmacologia , Apoptose/efeitos dos fármacos , Neoplasias da Mama/tratamento farmacológico , Receptores Notch/metabolismo , Transdução de Sinais/efeitos dos fármacos , Xanthorrhoeaceae/química , Secretases da Proteína Precursora do Amiloide/antagonistas & inibidores , Secretases da Proteína Precursora do Amiloide/metabolismo , Neoplasias da Mama/metabolismo , Neoplasias da Mama/patologia , Pontos de Checagem do Ciclo Celular/efeitos dos fármacos , Linhagem Celular Tumoral , Feminino , Humanos , Potencial da Membrana Mitocondrial/efeitos dos fármacos , Neoplasias de Mama Triplo Negativas/tratamento farmacológico , Neoplasias de Mama Triplo Negativas/metabolismo , Neoplasias de Mama Triplo Negativas/patologia
3.
J Pharm Biomed Anal ; 168: 174-180, 2019 May 10.
Artigo em Inglês | MEDLINE | ID: mdl-30807922

RESUMO

The present investigation attempts to compare the pharmacological properties and phytochemical profile of four extracts (ethyl acetate, dichloromethane, methanol, and water) of Asphodeline taurica (Pall.) Endl. roots from Bulgaria and Turkey. The Bulgarian ethyl acetate extract displayed the highest antioxidant activity in the DPPH, CUPRAC, and phosphomolybdenum assay, and strongest inhibition against α-amylase and α-glucosidase. The Turkish aqueous extract exhibited the strongest ABTS scavenging and ferric reducing power while its methanol extract was the most effective acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibitor. On the other hand, the Turkish dichloromethane extract showed the highest lipase inhibition. UHPLC/Orbitrap MS analysis showed a wide array of individual phenolics; six free anthraquinones, two bianthraquinones, three bianthracenes, three anthraquinone glycosides and one bianthracen glycoside were identified. The present data suggest that A. taurica roots can be considered as a valuable source of biologically active phytocompounds with functional properties for the cosmetic and pharmaceutical industries.


Assuntos
Inibidores da Colinesterase/farmacologia , Cromatografia Líquida de Alta Pressão/métodos , Extratos Vegetais/farmacologia , Xanthorrhoeaceae/química , Acetilcolinesterase/efeitos dos fármacos , Bulgária , Butirilcolinesterase/efeitos dos fármacos , Inibidores da Colinesterase/química , Inibidores da Colinesterase/isolamento & purificação , Metabolômica/métodos , Extratos Vegetais/química , Raízes de Plantas , Turquia
4.
Int J Environ Health Res ; 29(5): 520-530, 2019 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-30514101

RESUMO

This study explored the efficacy of the methanolic extract of three Asphodeline species (A. damascena subsp. rugosa, A. tenuior subsp. tenuiflora var. tenuiflora, and A. cilicica) to protect against hydrogen peroxide (H2O2)-induced lactate dehydrogenase (LDH) activity in HCT116 cells, and also any protective effects against lipopolysaccharides (LPS)-induced nitrite levels, prostaglandin E2 (PGE2) and 8-iso-prostaglandin F2α (8-iso-PGF2α) levels, 5HIAA/5-HT ratio, tumor necrosis factor (TNF)-α and interleukin (IL)-6 gene expression in rat colon specimens. Interestingly, A. tenuior extract was most effective in improving the tested biomarkers, by reducing LDH activity and nitrite level. On the other hand, A. damascena was the only species able to blunt LPS-induced TNF-α gene expression in rat colon specimens. The present findings highlighted the protective effects of Asphodeline extracts via in vitro and ex vivo models of inflammation and oxidative stress, adding new insights to the pharmacological actions of these medicinal plant species. Abbreviations: IBD: inflammatory bowel disease; LPS: lipopolysaccharide; LDH: lactate dehydrogenase; 5HIAA: 5-hydroxyindoleacetic acid; 5-HT: 5-hydroxytryptamine.


Assuntos
Colo/efeitos dos fármacos , Inflamação/metabolismo , Estresse Oxidativo/efeitos dos fármacos , Extratos Vegetais/farmacologia , Substâncias Protetoras/farmacologia , Xanthorrhoeaceae/química , Animais , Colo/metabolismo , Expressão Gênica/efeitos dos fármacos , Células HCT116 , Humanos , Peróxido de Hidrogênio/toxicidade , Inflamação/induzido quimicamente , L-Lactato Desidrogenase/metabolismo , Lipopolissacarídeos/toxicidade , Masculino , Extratos Vegetais/química , Substâncias Protetoras/química , Ratos , Ratos Sprague-Dawley
5.
Molecules ; 23(11)2018 Oct 25.
Artigo em Inglês | MEDLINE | ID: mdl-30366359

RESUMO

The use of medicinal plants for the management of diabetes mellitus is on the rise in the developing countries, including South Africa. There is increasing scientific evidence that supports the claims by the traditional healers. In this review, we compare the families of previously reported anti-diabetic plants in the Eastern Cape by rating the anti-diabetic activity, mode of action and also highlight their therapeutic potentials based on the available evidence on their pharmacology and toxicity. Forty-five plants mentioned in ethnobotanical surveys were subjected to a comprehensive literature search in the available electronic databases such as PubMed, ScienceDirect, Google Scholar and Elsevier, by using "plant name" and "family" as the keywords for the primary searches to determine the plants that have been scientifically investigated for anti-diabetic activity. The search returned 25 families with Asteraceae highly reported, followed by Asphodelaceae and Alliaceae. Most of the plants have been studied for their anti-diabetic potentials in vivo and/or in vitro, with most of the plants having a higher percentage of insulin release and inhibition against carbohydrate digesting enzymes as compared with insulin mimetic and peripheral glucose uptake. Almost all the investigated plants also inhibit oxidative stress as part of their hypoglycemic activity with less toxicity. However, the isolation of their bioactive molecules is still lacking. This review provides a resource to enable thorough assessments of the therapeutic profiles of available medicinal plants used for the management of diabetes in the Eastern Cape, South Africa. Further studies such as the identification of the active ingredients of potent plants still need to be carried out; this may lead to new molecules in drug discovery and development.


Assuntos
Diabetes Mellitus/tratamento farmacológico , Plantas Medicinais/química , Allium/química , Asteraceae/química , Humanos , Hipoglicemiantes/química , Hipoglicemiantes/uso terapêutico , Estresse Oxidativo/efeitos dos fármacos , África do Sul , Xanthorrhoeaceae/química
6.
Acta Cir Bras ; 33(7): 609-618, 2018 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-30110062

RESUMO

PURPOSE: To investigate the gastroprotective effect of methanol extract of E. spectabilis and its major component isoorientin. METHODS: Effects of isoorientin and methanol extract of E. spectabilis were investigated in indomethacin-induced gastric damage model on rats. Famotidine was used as the standard antiulcer drug. Numerical density of ulcer areas and oxidative status were determined on stomach tissues of rats. RESULTS: All doses of isoorientin and methanol extract decreased MDA level and increased SOD activity and GSH levels in the stomach tissue of rats. When numerical density of ulcer areas were analized, the 500 mg/kg dose of methanol extract (84%) exhibited a similar effect to 20 mg/kg dose of standart drug famotidine (87%). CONCLUSIONS: The gastroprotective effects of E. spectabilis and its major constituent isoorientin in rats for the first time. Detailed analyses suggested that potential antioxidant activity of both plant extract and isoorientin mediates the gastroprotective effect.


Assuntos
Antiulcerosos/farmacologia , Antioxidantes/farmacologia , Luteolina/farmacologia , Metanol/farmacologia , Extratos Vegetais/farmacologia , Úlcera Gástrica/tratamento farmacológico , Xanthorrhoeaceae/química , Animais , Relação Dose-Resposta a Droga , Glutationa/análise , Glutationa/efeitos dos fármacos , Indometacina , Masculino , Malondialdeído/análise , Ratos Wistar , Reprodutibilidade dos Testes , Índice de Gravidade de Doença , Úlcera Gástrica/patologia , Superóxido Dismutase/análise , Superóxido Dismutase/efeitos dos fármacos , Resultado do Tratamento
7.
Food Chem Toxicol ; 120: 172-182, 2018 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-30008431

RESUMO

This study aims to establish the biological and chemical profile of Asphodeline liburnica (Scop.) Rchb. root. The antioxidant, antimicrobial, enzyme inhibitory, DNA protection, apoptotic DNA ladder fragmentation analysis, and anti-proliferative of A. liburnica were established using standard assays. In silico study was also performed to understand interactions between quantified anthraquinones and key enzymes of clinical relevance. Total phenolic and flavonoid contents were found to be 9.67 mgGAE/g and 1.48 mgRE/g extract, respectively. Chrysophanol was detected as a major anthraquinone. The extract exhibited radical scavenging ability against DPPH and ABTS with values of 13.23 and 66.99 mgTE/g extract, respectively. Good inhibitory activity against tyrosinase was recorded. In silico experiments showed that the anthraquinones were able to establish coordinative bonds with the copper atoms present in the enzymatic cavity of tyrosinase. MTT cell viability test on MDA-MB-231 cells showed that at 0.1 and 1 µg of extracts induced anti-proliferative effect. Apoptotic DNA fragmentation analysis indicated nuclear condensation resulting in DNA fragmentation, which exhibited apoptotic cell death in the presence of A. liburnica. This study has provided insights on the potential usage of A. liburnica which could open new avenues for research and stimulate future interest for the development of safe novel biopharmaceuticals.


Assuntos
Antraquinonas/toxicidade , Antraquinonas/uso terapêutico , Extratos Vegetais/toxicidade , Extratos Vegetais/uso terapêutico , Raízes de Plantas/química , Xanthorrhoeaceae/química , Antraquinonas/química , Anti-Infecciosos/farmacologia , Antineoplásicos Fitogênicos/farmacologia , Antioxidantes/farmacologia , Apoptose/efeitos dos fármacos , Linhagem Celular Tumoral , Proliferação de Células/efeitos dos fármacos , Simulação por Computador , DNA/efeitos dos fármacos , Ensaios de Seleção de Medicamentos Antitumorais , Inibidores Enzimáticos/farmacologia , Humanos , Técnicas In Vitro , Testes de Sensibilidade Microbiana , Extratos Vegetais/química
8.
Acta cir. bras ; 33(7): 609-618, July 2018. graf
Artigo em Inglês | LILACS | ID: biblio-949367

RESUMO

Abstract Purpose: To investigate the gastroprotective effect of methanol extract of E. spectabilis and its major component isoorientin. Methods: Effects of isoorientin and methanol extract of E. spectabilis were investigated in indomethacin-induced gastric damage model on rats. Famotidine was used as the standard antiulcer drug. Numerical density of ulcer areas and oxidative status were determined on stomach tissues of rats. Results: All doses of isoorientin and methanol extract decreased MDA level and increased SOD activity and GSH levels in the stomach tissue of rats. When numerical density of ulcer areas were analized, the 500 mg/kg dose of methanol extract (84%) exhibited a similar effect to 20 mg/kg dose of standart drug famotidine (87%). Conclusions: The gastroprotective effects of E. spectabilis and its major constituent isoorientin in rats for the first time. Detailed analyses suggested that potential antioxidant activity of both plant extract and isoorientin mediates the gastroprotective effect.


Assuntos
Animais , Masculino , Úlcera Gástrica/tratamento farmacológico , Extratos Vegetais/farmacologia , Luteolina/farmacologia , Metanol/farmacologia , Xanthorrhoeaceae/química , Antiulcerosos/farmacologia , Antioxidantes/farmacologia , Úlcera Gástrica/patologia , Superóxido Dismutase/análise , Superóxido Dismutase/efeitos dos fármacos , Índice de Gravidade de Doença , Indometacina , Reprodutibilidade dos Testes , Resultado do Tratamento , Ratos Wistar , Relação Dose-Resposta a Droga , Glutationa/análise , Glutationa/efeitos dos fármacos , Malondialdeído/análise
9.
Molecules ; 23(2)2018 Feb 19.
Artigo em Inglês | MEDLINE | ID: mdl-29463056

RESUMO

The present study aims to highlight the therapeutic potential of Asphodeline lutea (AL), a wild edible plant of the Mediterranean diet. Roots, aerial parts, and flowers of AL at two different phenological stages were collected from three locations in Italy. The inhibitory activities of extracts on strategic enzymes linked to human diseases were assessed. The antioxidant properties were evaluated in vitro, using six standard bioassays. The phenolic and anthraquinone profiles were also established using HPLC-PDA. Zinc, cadmium, lead, and copper contents were also determined. All the samples inhibited acetylcholinesterase (from 1.51 to 2.20 mg GALAEs/g extract), tyrosinase (from 7.50 to 25.3 mg KAEs/g extract), and α-amylase (from 0.37 to 0.51 mmol ACAEs/g extract). Aloe-emodin and physcion were present in all parts, while rhein was not detected. The phenolic profile and the heavy metals composition of specimens gathered from three different regions of Italy were different. It can be argued that samples collected near the street can contain higher concentrations of heavy metals. The experimental data confirm that the A. lutea species could be considered as a potential source of bioactive metabolites, and its consumption could play a positive and safe role in human health maintenance.


Assuntos
Antioxidantes/química , Fenóis/química , Xanthorrhoeaceae/química , Acetilcolinesterase/efeitos dos fármacos , Antraquinonas/química , Antioxidantes/isolamento & purificação , Inibidores da Colinesterase/química , Cromatografia Líquida de Alta Pressão , Flores/química , Humanos , Itália , Monofenol Mono-Oxigenase/antagonistas & inibidores , Fenóis/isolamento & purificação , Extratos Vegetais/química , Raízes de Plantas/química , alfa-Amilases/antagonistas & inibidores
10.
Cell Mol Biol (Noisy-le-grand) ; 63(9): 1-7, 2017 Sep 30.
Artigo em Inglês | MEDLINE | ID: mdl-28980914

RESUMO

The genus Eremurus is native to Eastern Europe and temperate Asia. Particularly, Eremurus persicus (Joub. & Spach) Boiss. is highly valued in traditional foods and medicine. Scientific knowledge about E. persicus chemical composition and bioactivity is required. Therefore, the present study is aimed to determine the volatile composition of E. persicus essential oil (EO) by means of gas chromatography coupled to flame ionization/mass spectrometry detection. Moreover, the antioxidant, antimicrobial, anticancer, and acetylcholinesterase inhibitory activities of the EO were tested. Interestingly, the anti-dermatophyte potency was close to that of the drug griseofulvin, with minimum fungicidal concentration ranging between 0.7 and 4.5% depending on the fungi strain. The EO was also effective against hepatocellular carcinoma (Hep-G2) and breast adenocarcinoma (MCF-7) human cancer cell lines in a concentration (200-1500 ng/mL)-dependent manner, with a decrease of the cell viability up to 65% and 52%, respectively. The E. persicus EO was rich in terpenes and oxygenated terpene derivatives. Individually, limonene (16.25%), geranylgeraniol (15.23%), n-nonanal (9.48%), geranyl acetone (9.12%), benzene acetaldehyde (8.51%), linalool (7.93%), α-pinene (6.89%), and 1,8-cineol (5.22%) were the most abundant volatile compounds and could be chosen as analytical markers of this essential oil. In conclusion, our results suggested that this EO possesses a wide range of bioactive properties that could be useful in nutraceutical, functional foods and cosmeceutical formulations.


Assuntos
Óleos Voláteis/química , Óleos Voláteis/farmacologia , Terpenos/química , Terpenos/farmacologia , Xanthorrhoeaceae/química , Anti-Infecciosos/química , Anti-Infecciosos/isolamento & purificação , Anti-Infecciosos/farmacologia , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/isolamento & purificação , Antineoplásicos Fitogênicos/farmacologia , Antioxidantes/química , Antioxidantes/isolamento & purificação , Antioxidantes/farmacologia , Arthrodermataceae/efeitos dos fármacos , Infecções Bacterianas/tratamento farmacológico , Inibidores da Colinesterase/química , Inibidores da Colinesterase/isolamento & purificação , Inibidores da Colinesterase/farmacologia , Dermatomicoses/tratamento farmacológico , Cromatografia Gasosa-Espectrometria de Massas , Células Hep G2 , Humanos , Células MCF-7 , Neoplasias/tratamento farmacológico , Óleos Voláteis/isolamento & purificação , Terpenos/isolamento & purificação
11.
Carbohydr Polym ; 178: 386-393, 2017 Dec 15.
Artigo em Inglês | MEDLINE | ID: mdl-29050609

RESUMO

A new water-soluble polysaccharide (ESPS-1), with the average molecular weight of 52.1kDa and a specific optical rotation of +169.7° (c 1.0, H2O), was successfully isolated by warm-water extraction and then purified using DEAE-Cellulose and Sephadex G-100 columns from the roots of Eremurus stenophyllus. The results from chemical and instrumental tests including FT-IR, methylation and GC-MS analysis, periodate oxidation and Smith degradation, partial acid hydrolysis, and NMR spectroscopy (1H, 13C, 1H-1H COSY, HMQC and HMBC) demonstrated that ESPS-1 was a 2-O-acetylgalactan, composed of galactose, arabinose and mannose in a molar ratio of about 10:3:1, respectively. It has a backbone of (1→6)-α-d-galactopyranosyl residues, with branches at O-3 consisting of α-d-Manp-(1→3)-α-l-Araf-(1→3)-α-l-Araf-(1→3)-α-l-Araf-(1→. The acetyl groups are substituted at O-2 of (1→6)-linked Galp and the degree of acetylation was about 14%.


Assuntos
Raízes de Plantas/química , Polissacarídeos/química , Xanthorrhoeaceae/química , Acetilação , Espectroscopia de Ressonância Magnética , Peso Molecular , Oxirredução , Polissacarídeos/isolamento & purificação , Espectroscopia de Infravermelho com Transformada de Fourier , Água
12.
J Chromatogr A ; 1447: 26-38, 2016 May 20.
Artigo em Inglês | MEDLINE | ID: mdl-27090391

RESUMO

Nowadays, a large portion of synthetic products (active cosmetic and therapeutic ingredients) have their origin in natural products. Kniphofia uvaria is a plant from Africa which has proved in the past by in-vivo tests an antioxidant activity due to compounds present in roots. Recently, we have observed anthraquinones in K. uvaria seeds extracts. These derivatives are natural colorants which could have interesting bioactive potential. The aim of this study was to obtain an extract enriched in anthraquinones from K. uvaria seeds which mainly contains glycerides. First, the separation of the seed compounds was studied by using supercritical fluid chromatography (SFC) in the goal to provide a rapid quantification method of these bioactive compounds. A screening of numerous polar stationary phases was achieved for selecting the most suited phase to the separation of the four anthraquinones founded in the seeds. A gradient elution was optimized for improving the separation of the bioactive compounds from the numerous other families of major compounds of the extracts (fatty acids, di- and triglycerides). Besides, a non-selective and green Supercritical Fluid Extraction (SFE) with pure CO2 was applied to seeds followed by a Centrifugal Partition Chromatography (CPC). The CPC system was optimized by using the Arizona phase system, to enrich the extract in anthraquinones. Two systems were selected to isolate the bioactive compounds from the oily extract with varied purity target. The effect of the injection mode for these very viscous samples was also studied. Finally, in order to directly apply a selective process of extraction to the seeds, the super/subcritical fluid extraction was optimized to increase the anthraquinone yield in the final extract, by studying varied modifier compositions and nature, as well as different temperatures and backpressures. Conditions suited to favour an enrichment factor bases on the ratio of anthraquinone and trilycerides extracted are described.


Assuntos
Diglicerídeos/química , Ácidos Graxos não Esterificados/química , Óleos Vegetais/química , Triglicerídeos/química , Xanthorrhoeaceae/química , Antraquinonas/química , Centrifugação , Cromatografia com Fluido Supercrítico/métodos , Extratos Vegetais/química , Sementes/química
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