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1.
Bol. latinoam. Caribe plantas med. aromát ; 20(4): 416-426, jul. 2021. tab, ilus
Artigo em Inglês | LILACS | ID: biblio-1369485

RESUMO

Reactive oxygen species are implicated in multiple pathological conditions including erectile dysfunction. This study evaluated the in vitro and in vivo antioxidant potential of the methanolic extracts of Inula glomerata and Salacia kraussii. The plant materials were pulverized and extracted with methanol. The phytochemical analysis, ability of the crude extracts to scavenge free radicals (ABTS, DPPH, NO.) in vitroas well as the total phenolic and flavonoid contents was investigated. In vivo, antioxidant potentials of the crude extracts (50/250 mg/kg body weight) were determined in an erectile dysfunction rat model. The phytochemical analysis revealed that both plants contain flavonoids, tannins, terpenoids, and alkaloids. The crude extracts at varying degree of efficiency, scavenged ABTS and DPPH radicals. The crude extracts at low concentrations (50 mg/kg b.w) significantly (p<0.05) diminished the level of malondialdehyde, augmented catalase activities and elevated glutathione levels. However, SOD activities were significantly boosted in a dose-dependent manner by the crude extracts. Therefore, I. glomerataand S. kraussiipossess antioxidant properties, hence, can serve as a therapeutic modality in the treatment of oxidative stress-induced erectile dysfunction.


Las especies reactivas de oxígeno están implicadas en múltiples condiciones patológicas, incluyendo la disfunción eréctil. Este estudio evaluó el potencial antioxidante in vitro e in vivo de extractos metanólicos de Inula glomeratay Salacia kraussii. Los materiales vegetales fueron pulverizados y extraídos con metanol. A estos extractos crudos se les llevó a cabo el análisis fitoquímico junto con el contenido total de fenólicos y flavonoides, así como se les investigó la capacidad in vitro para atrapar radicales (ABTS, DPPH, NO.). Los potenciales antioxidantes in vivo de los extractos crudos (50/250 mg/kg de peso corporal) se determinaron en un modelo en ratas con disfunción eréctil. El análisis fitoquímico reveló que ambas plantas contuvieron flavonoides, taninos, terpenoides y alcaloides. Los extractos crudos con un grado variable de eficiencia, atraparon a los radicales ABTS y DPPH. Los extractos crudos a bajas concentraciones (50 mg/kg p.c) significativamente (p<0.05) disminuyeron el nivel de malondialdehído, aumentaron las actividades de catalasa y elevaron los niveles de glutatión. Sin embargo, las actividades de SOD por los extractos crudos fueron significativamente dosis-dependientes. Así, los extractos de I. glomeratay S. kraussii mostraron propiedades antioxidantes, y por lo tanto, podrían servir como una alternativa terapéutica en el tratamiento de disfunción eréctil inducida por estrés oxidativo.


Assuntos
Animais , Ratos , Extratos Vegetais/farmacologia , Extratos Vegetais/química , Inula/química , Salacia/química , Antioxidantes/farmacologia , Antioxidantes/química , Ácidos Sulfônicos/metabolismo , Flavonoides/análise , Espécies Reativas de Oxigênio , Ratos Sprague-Dawley , Estresse Oxidativo/efeitos dos fármacos , Asteraceae/química , Celastraceae/química , Benzotiazóis/metabolismo , Compostos Fenólicos/análise , Compostos Fitoquímicos/análise , Óxido Nítrico/metabolismo
2.
Phytomedicine ; 85: 153546, 2021 May.
Artigo em Inglês | MEDLINE | ID: mdl-33799221

RESUMO

BACKGROUND: Hyperglycemia-induced cardiovascular dysfunction has been linked to oxidative stress and accelerated apoptosis in the diabetic myocardium. While there is currently no treatment for diabetic cardiomyopathy (DCM), studies suggest that the combinational use of anti-hyperglycemic agents and triterpenes could be effective in alleviating DCM. HYPOTHESIS: To investigate the therapeutic effect of methyl-3ß-hydroxylanosta-9,24-dien-21-oate (RA3), in the absence or presence of the anti-diabetic drug, metformin (MET), against hyperglycemia-induced cardiac injury using an in vitro H9c2 cell model. METHODS: To mimic a hyperglycemic state, H9c2 cells were exposed to high glucose (HG, 33 mM) for 24 h. Thereafter, the cells were treated with RA3 (1 µM), MET (1 µM) and the combination of MET (1 µM) plus RA3 (1 µM) for 24 h, to assess the treatments therapeutic effect. RESULTS: Biochemical analysis revealed that RA3, with or without MET, improves glucose uptake via insulin-dependent (IRS-1/PI3K/Akt signaling) and independent (AMPK) pathways whilst ameliorating the activity of antioxidant enzymes in the H9c2 cells. Mechanistically, RA3 was able to alleviate HG-stimulated oxidative stress through the inhibition of reactive oxygen species (ROS) and lipid peroxidation as well as the reduced expression of the PKC/NF-кB cascade through decreased intracellular lipid content. Subsequently, RA3 was able to mitigate HG-induced apoptosis by decreasing the activity of caspase 3/7 and DNA fragmentation in the cardiomyoblasts. CONCLUSION: RA3, in the absence or presence of MET, demonstrated potent therapeutic properties against hyperglycemia-mediated cardiac damage and could be a suitable candidate in the prevention of DCM.


Assuntos
Apoptose/efeitos dos fármacos , Metabolismo Energético , Hiperglicemia/patologia , Lanosterol/análogos & derivados , Miócitos Cardíacos/efeitos dos fármacos , Estresse Oxidativo/efeitos dos fármacos , Animais , Antioxidantes/farmacologia , Caspases , Linhagem Celular , Cardiomiopatias Diabéticas , Glucose/metabolismo , Insulina/metabolismo , Lanosterol/farmacologia , Metformina/farmacologia , Fosfatidilinositol 3-Quinases/metabolismo , Ratos , Espécies Reativas de Oxigênio/metabolismo , Transdução de Sinais/efeitos dos fármacos
3.
PLoS One ; 14(5): e0216172, 2019.
Artigo em Inglês | MEDLINE | ID: mdl-31048842

RESUMO

Aspalathin is a rooibos flavonoid with established blood glucose lowering properties, however, its efficacy to moderate complications associated with hepatic insulin resistance is unknown. To study such effects, C3A liver cells exposed to palmitate were used as a model of hepatic insulin resistance. These hepatocytes displayed impaired substrate metabolism, including reduced glucose transport and free fatty acid uptake. These defects included impaired insulin signaling, evident through reduced phosphatidylinositol-4,5-bisphosphate 3-kinase/ protein kinase B (PI3K/AKT) protein expression, and mitochondrial dysfunction, depicted by a lower mitochondrial respiration rate. Aspalathin was able to ameliorate these defects by correcting altered substrate metabolism, improving insulin signaling and mitochondrial bioenergetics. Activation of 5'-adenosine monophosphate-activated protein kinase (AMPK) may be a plausible mechanism by which aspalathin increases hepatic energy expenditure. Overall, these results encourage further studies assessing the potential use of aspalathin as a nutraceutical to improve hepatocellular energy expenditure, and reverse metabolic disease-associated complications.


Assuntos
Chalconas/farmacologia , Metabolismo Energético/efeitos dos fármacos , Mitocôndrias/efeitos dos fármacos , Proteínas Quinases Ativadas por AMP/metabolismo , Glicemia/metabolismo , Linhagem Celular , Chalconas/metabolismo , Glucose/metabolismo , Hepatócitos/metabolismo , Humanos , Hipoglicemiantes/farmacologia , Insulina/metabolismo , Resistência à Insulina/fisiologia , Fígado/metabolismo , Mitocôndrias/metabolismo , Modelos Biológicos , Palmitatos/metabolismo , Fosfatidilinositol 3-Quinases/metabolismo , Proteínas Proto-Oncogênicas c-akt/metabolismo , Transdução de Sinais/efeitos dos fármacos
4.
Int J Mol Sci ; 20(3)2019 Feb 01.
Artigo em Inglês | MEDLINE | ID: mdl-30717198

RESUMO

We previously demonstrated that an aspalathin-enriched green rooibos extract (GRE) reversed palmitate-induced insulin resistance in C2C12 skeletal muscle and 3T3-L1 fat cells by modulating key effectors of insulin signalling such as phosphatidylinositol-4,5-bisphosphate 3-kinase/protein kinase B (PI3K/AKT) and AMP-activated protein kinase (AMPK). However, the effect of GRE on hepatic insulin resistance is unknown. The effects of GRE on lipid-induced hepatic insulin resistance using palmitate-exposed C3A liver cells and obese insulin resistant (OBIR) rats were explored. GRE attenuated the palmitate-induced impairment of glucose and lipid metabolism in treated C3A cells and improved insulin sensitivity in OBIR rats. Mechanistically, GRE treatment significantly increased PI3K/AKT and AMPK phosphorylation while concurrently enhancing glucose transporter 2 expression. These findings were further supported by marked stimulation of genes involved in glucose metabolism, such as insulin receptor (Insr) and insulin receptor substrate 1 and 2 (Irs1 and Irs2), as well as those involved in lipid metabolism, including Forkhead box protein O1 (FOXO1) and carnitine palmitoyl transferase 1 (CPT1) following GRE treatment. GRE showed a strong potential to ameliorate hepatic insulin resistance by improving insulin sensitivity through the regulation of PI3K/AKT, FOXO1 and AMPK-mediated pathways.


Assuntos
Proteínas Quinases Ativadas por AMP/genética , Chalconas/farmacologia , Hiperglicemia/tratamento farmacológico , Hipoglicemiantes/farmacologia , Resistência à Insulina , Fosfatidilinositol 3-Quinases/genética , Proteínas Proto-Oncogênicas c-akt/genética , Células 3T3 , Proteínas Quinases Ativadas por AMP/metabolismo , Animais , Aspalathus/química , Carnitina O-Palmitoiltransferase/genética , Carnitina O-Palmitoiltransferase/metabolismo , Linhagem Celular , Chalconas/isolamento & purificação , Dieta Hiperlipídica/efeitos adversos , Açúcares da Dieta/efeitos adversos , Regulação da Expressão Gênica , Hepatócitos/citologia , Hepatócitos/efeitos dos fármacos , Hepatócitos/metabolismo , Hiperglicemia/etiologia , Hiperglicemia/genética , Hiperglicemia/metabolismo , Hipoglicemiantes/isolamento & purificação , Proteínas Substratos do Receptor de Insulina/genética , Proteínas Substratos do Receptor de Insulina/metabolismo , Masculino , Camundongos , Fibras Musculares Esqueléticas/citologia , Fibras Musculares Esqueléticas/efeitos dos fármacos , Fibras Musculares Esqueléticas/metabolismo , Proteínas do Tecido Nervoso/genética , Proteínas do Tecido Nervoso/metabolismo , Ácido Palmítico/farmacologia , Fosfatidilinositol 3-Quinases/metabolismo , Fosforilação/efeitos dos fármacos , Extratos Vegetais/química , Proteínas Proto-Oncogênicas c-akt/metabolismo , Ratos , Ratos Wistar , Receptor de Insulina/genética , Receptor de Insulina/metabolismo , Transdução de Sinais
5.
Pharmacol Res ; 137: 179-192, 2018 11.
Artigo em Inglês | MEDLINE | ID: mdl-30315968

RESUMO

Accumulative evidence shows that chronic hyperglycaemia is a major factor implicated in the development of pancreatic ß-cell dysfunction in diabetic patients. Furthermore, most of these patients display impaired insulin signalling that is responsible for accelerated pancreatic ß-cell damage. Indeed, prominent pathways involved in glucose metabolism such as phosphatidylinositol 3-kinase/ protein kinase B (PI3-K/AKT) and 5' AMP-activated protein kinase (AMPK) are impaired in an insulin resistant state. The impairment of this pathway is associated with over production of reactive oxygen species and pro-inflammatory factors that supersede pancreatic ß-cell damage. Although several antidiabetic drugs can improve ß-cell function by modulating key regulators such as PI3-K/AKT and AMPK, evidence of their ß-cell regenerative and protective effect is scanty. As a result, there has been continued exploration of novel antidiabetic therapeutics with abundant antioxidant and antiinflammatory properties that are essential in protecting against ß-cell damage. Such therapies include triterpenes, which have displayed robust effects to improve glycaemic tolerance, insulin secretion, and pancreatic ß-cell function. This review summarises most relevant effects of various triterpenes on improving pancreatic ß-cell function in both in vitro and in vivo experimental models. A special focus falls on studies reporting on the ameliorative properties of these compounds against insulin resistance, oxidative stress and inflammation, the well-known factors involved in hyperglycaemia associated tissue damage.


Assuntos
Hipoglicemiantes/uso terapêutico , Células Secretoras de Insulina/efeitos dos fármacos , Triterpenos/uso terapêutico , Animais , Diabetes Mellitus/tratamento farmacológico , Humanos , Resistência à Insulina , Estresse Oxidativo/efeitos dos fármacos
6.
Malar J ; 17(1): 296, 2018 Aug 15.
Artigo em Inglês | MEDLINE | ID: mdl-30111328

RESUMO

BACKGROUND: Malaria continues to be a global burden as the efficacy of most commercial anti-malarial drugs has been compromised by the evolution of parasite resistance. With the urgent need created for the development of alternative and more efficient anti-malarial drugs, this study focused on the evaluation of anti-malarial agents of the Warburgia salutaris stem bark. METHODS: The stem bark was extracted with dichloromethane followed by silica gel column chromatography that led to the isolation of iso-mukaadial acetate, a drimanoid sesquiterpene. This compound was characterized by spectroscopic analysis (1H NMR, 13C NMR, IR and MS), and its structure was confirmed by X-ray crystallography. In vitro anti-plasmodial activity was investigated using a chloroquine sensitive NF54 Plasmodium falciparum strain. Cytotoxicity was measured using the MTT assay on HEK239 and HEPG2 cell lines. Chloroquine-sensitive Plasmodium berghei was used to infect Sprague-Dawley rats for in vivo studies. The W. salutaris crude extract and iso-mukaadial acetate were administered orally at 0.5; 1.5, 2.5 and 5 mg/kg, chloroquine was used as the reference drug. Determination of percentage parasitaemia, haematological parameters, and rat body weights was done throughout the experimental study period. RESULTS: The crude extract and iso-mukaadial acetate showed very good activity on the inhibition of parasite growth (IC50 0.01 ± 0.30 µg/ml) and (IC50 0.44 ± 0.10 µg/ml), respectively, with iso-mukaadial acetate having cytotoxicity activity of 36.7 ± 0.8 and 119.2 ± 8.8 (µg/ml) on HEK293 and HEPG2 cells, respectively. The crude extract and iso-mukaadial acetate reduced percentage parasitaemia in a dose-dependent manner in comparison to the control. There were no significant differences in the haematological parameters in all the experimental groups in comparison to control group. This study proves that W. salutaris contains components (including iso-mukaadial acetate) that exhibit anti-malarial activity. This study scientifically validates the use of this plant in folk medicine. CONCLUSIONS: This study proves that Warburgia salutaris contains components (including iso-mukaadial acetate) that exhibit anti-malarial activity and scientifically validates the use of this plant in folk medicine.


Assuntos
Antimaláricos/farmacologia , Magnoliopsida/química , Plasmodium berghei/efeitos dos fármacos , Plasmodium falciparum/efeitos dos fármacos , Sesquiterpenos/farmacologia , Animais , Relação Dose-Resposta a Droga , Células HEK293 , Humanos , Masculino , Medicinas Tradicionais Africanas , Casca de Planta/química , Extratos Vegetais/isolamento & purificação , Caules de Planta/química , Sesquiterpenos Policíclicos , Ratos , Ratos Sprague-Dawley
7.
Molecules ; 22(8)2017 Jul 26.
Artigo em Inglês | MEDLINE | ID: mdl-28933769

RESUMO

Type 2 diabetes remains one of the leading causes of death worldwide. Persistent hyperglycemia within a diabetic state is implicated in the generation of oxidative stress and aggravated inflammation that is responsible for accelerated modification of pancreatic beta cell structure. Here we investigated whether a lanosteryl triterpene, methyl-3ß-hydroxylanosta-9,24-dien-21-oate (RA-3), isolated from Protorhus longifolia can improve glucose tolerance and pancreatic beta cell ultrastructure by reducing oxidative stress and inflammation in high fat diet and streptozotocin-induced type 2 diabetes in rats. In addition to impaired glucose tolerance, the untreated diabetic rats showed increased fasting plasma glucose and C-peptide levels. These untreated diabetic rats further demonstrated raised cholesterol, interleukin-6 (IL-6), and lipid peroxidation levels as well as a destroyed beta cell ultrastructure. Treatment with RA-3 was as effective as metformin in improving glucose tolerance and antioxidant effect in the diabetic rats. Interestingly, RA-3 displayed a slightly more enhanced effect than metformin in reducing elevated IL-6 levels and in improving beta cell ultrastructure. Although the involved molecular mechanisms remain to be established, RA-3 demonstrates a strong potential to improve pancreatic beta cell ultrastructure by attenuating impaired glucose tolerance, reducing oxidative stress and inflammation.


Assuntos
Anacardiaceae/química , Antioxidantes/farmacologia , Diabetes Mellitus Tipo 2/tratamento farmacológico , Hipoglicemiantes/farmacologia , Células Secretoras de Insulina/efeitos dos fármacos , Lanosterol/análogos & derivados , Triterpenos/química , Animais , Glicemia , Diabetes Mellitus Tipo 2/induzido quimicamente , Diabetes Mellitus Tipo 2/patologia , Dieta Hiperlipídica , Glucose/metabolismo , Teste de Tolerância a Glucose , Hiperglicemia/tratamento farmacológico , Inflamação/tratamento farmacológico , Insulina/metabolismo , Células Secretoras de Insulina/ultraestrutura , Interleucina-6/metabolismo , Lanosterol/química , Lanosterol/isolamento & purificação , Lanosterol/metabolismo , Estresse Oxidativo/efeitos dos fármacos , Extratos Vegetais/química , Ratos Sprague-Dawley , Estreptozocina , Triterpenos/isolamento & purificação , Triterpenos/farmacologia
8.
BMC Complement Altern Med ; 17(1): 306, 2017 Jun 12.
Artigo em Inglês | MEDLINE | ID: mdl-28606081

RESUMO

BACKGROUND: Tuberculosis is counted amongst the most infectious and lethal illnesses worldwide and remains one of the major threats to human health. The aim of the current study was to isolate and characterize anti-mycobacterial compounds present in Curtisia dentata (Burm.f.) C.A.Sm , a medicinal plant reportedly used in the treatment of tuberculosis, stomach ailments and sexually transmitted infections. METHODS: The bioassay guided principle was followed to isolate the anti-mycobacterial compounds. The crude ethanol extracts of the leaves was partitioned with various solvents four compounds such as ß-sitosterol, betulinic acid, ursolic acid and lupeol were successfully isolated. The compounds and their derivatives were evaluated for anti-mycobacterial activity using Microplate Alamar Blue Assay (MABA) against Mycobacterium tuberculosis H37RV (ATCC 27294). Furthermore, the derivatives were investigated for their toxicity against HepG2 and HEK293 using the MTT assay. RESULTS: The methanol fraction had the lowest minimum inhibitory concentration (MIC) of 22.2 µg/ml against the selected Mycobacterium strain when compared to other fractions. Ursolic acid acetate (UAA) was the most active compound with MIC value of 3.4 µg/ml. The derivatives had varying degrees of toxicity, but were generally non-toxic to the selected cell lines. Derivatives also exhibited highest selectivity index and offers a higher safety margin. CONCLUSIONS: The derivatives had better antimicrobial activity and low cytotoxic effects compared to isolated compounds. These increased their selectivity. It appears that acetylation of both betulinic acid and ursolic acid increased their activity against the selected Mycobacterium species. The results obtained in this study gives a clear indication that Curtisia dentata may serve as major source of new alternative medicines that may be used to treat TB. Furthermore, there is a need to explore the activity of these tested plant against other pathogenic Mycobacterium species.


Assuntos
Antibacterianos/química , Antibacterianos/farmacologia , Magnoliopsida/química , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Antibacterianos/isolamento & purificação , Sobrevivência Celular/efeitos dos fármacos , Células HEK293 , Humanos , Testes de Sensibilidade Microbiana , Mycobacterium tuberculosis/efeitos dos fármacos , Extratos Vegetais/isolamento & purificação , Folhas de Planta/química
9.
Pharm Biol ; 54(12): 3244-3248, 2016 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-27572517

RESUMO

CONTEXT: The current rapid increase in the incidence of cardiovascular events indicates a need for the discovery of more effective cardioprotective agents. OBJECTIVE: This study evaluated the cardioprotective potential of a lanosteryl triterpene from Protorhus longifolia (Benrh.) Engl. stem bark. MATERIALS AND METHODS: Spectroscopic data analysis was used to confirm the structure of methyl-3ß-hydroxylanosta-9, 24-dien-21-oate (RA-3). The cardioprotective effect of RA-3 in isoproterenol-induced myocardial injury in hyperlipidemic rats was investigated. Rats were divided into the normal diet (ND) fed and high fat diet (HFD) fed groups. The HFD rats were further subdivided into three groups. The experimental group was orally administered with RA-3 (100 mg/kg) for 15 days. The rats were then injected with isoproterenol (85 mg/kg) to induce myocardial injury. At the end of the experiment, hearts and blood tissues were collected and used for histology and biochemical assays, respectively. RESULTS: RA-3 exhibited a cardioprotective effect as it minimized myocardial injury in HFD rats. Few lesions of acute hyaline degeneration and reduced fat deposition were observed in the heart tissue of the triterpene pretreated rats. Lactate dehydrogenase (LDH) activity was decreased in the blood of the RA-3 pretreated rats (44.1 mU/mL) compared to the untreated group (64.8 mU/mL). Increased glutathione (GSH) content and catalase (CAT) activity along with lower levels of malondialdehyde (MDA) in the triterpene pretreated animals (120.8 nmol/µL) than in the non-treated HFD fed rats (143.6 nmol/µL) were also observed. DISCUSSION AND CONCLUSION: The cardioprotective effect exhibited by RA-3 indicates its potential use in the management of cardiovascular diseases (CVD) and related health problems.


Assuntos
Anacardiaceae , Cardiotônicos/farmacologia , Lanosterol/farmacologia , Extratos Vegetais/farmacologia , Triterpenos/farmacologia , Animais , Cardiotônicos/isolamento & purificação , Dieta Hiperlipídica/efeitos adversos , Coração/efeitos dos fármacos , Lanosterol/isolamento & purificação , Miocárdio/metabolismo , Miocárdio/patologia , Casca de Planta , Extratos Vegetais/isolamento & purificação , Caules de Planta , Ratos , Ratos Sprague-Dawley , Triterpenos/isolamento & purificação
10.
Molecules ; 20(7): 13374-83, 2015 Jul 22.
Artigo em Inglês | MEDLINE | ID: mdl-26205060

RESUMO

Control of postprandial hyperglycemia is crucial in the management of diabetes mellitus. Despite the use of the current hypoglycemic drugs, incidence of diabetes and related diseases continue to increase. This study aimed at evaluating the in vivo antihyperglycemic activity of methyl-3ß-hydroxylanosta-9,24-dien-21-oate (RA-3), a lanosteryl triterpene isolated, and characterized from Protorhus longifolia stem bark. Spectroscopic data analysis was used to establish and verify the structure of the triterpene. The antihyperglycemic activity of the triterpene was evaluated in an STZ-induced diabetes rat model. The experimental animals were orally administered with RA-3 (100 mg/kg body weight) daily for 14 days. An oral glucose tolerance test was also performed. The animals were euthanized and biochemical analysis of antioxidant status, some glycolytic enzymes and glycogen content were conducted on serum and liver samples, respectively. RA-3 exhibited hypoglycemic activity by reducing blood glucose levels by 37%. The triterpene also improved glucose tolerance in the diabetic rats. Relatively higher hepatic glycogen content, hexokinase and glucokinase activity with a decrease in glucose-6-phosphatase activity were observed in the triterpene-treated diabetic group when compared with the diabetic control group. The triterpene treatment further increased antioxidant status of the diabetic animals; increased activity of superoxide dismutase and catalase were observed along with a decrease in malondialdehyde content. The results indicate potential pharmaceutical effects of lanosteryl triterpene in the management of diabetes mellitus.


Assuntos
Anacardiaceae/química , Anti-Hipertensivos , Diabetes Mellitus Experimental/tratamento farmacológico , Hipertensão/tratamento farmacológico , Lanosterol , Triterpenos , Animais , Anti-Hipertensivos/química , Anti-Hipertensivos/isolamento & purificação , Anti-Hipertensivos/farmacologia , Feminino , Hipertensão/induzido quimicamente , Lanosterol/química , Lanosterol/isolamento & purificação , Lanosterol/farmacologia , Masculino , Ratos , Ratos Sprague-Dawley , Triterpenos/química , Triterpenos/isolamento & purificação , Triterpenos/farmacologia
11.
Nat Prod Commun ; 9(11): 1613-4, 2014 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-25532294

RESUMO

This paper reports on the compounds identified in the leaf and flower essential oils obtained by hydrodistillation of Plumeria alba L. (Apocynaceae) grown in Nigeria. The chemical analysis of the essential oils was achieved by means of gas chromatography (GC) and gas chromatography coupled with mass spectrometry (GC-MS). Linalool (13.2%), n-nonanal (9.6%), phenyl acetaldehyde (8.5%), neryl acetone (5.3%) and n-decanal (5.1%) were the main constituents of the leaf oil. On the other hand, the flower oil comprised mainly of limonene (9.1%), linalool (7.9%), α-cedrene (8.0%), caryophyllene oxide (7.9%) and (E, E)-α-farnesene (6.6%). This is the first report on the essential oil constituents of P. alba.


Assuntos
Apocynaceae/química , Flores/química , Óleos Voláteis/análise , Folhas de Planta/química , Monoterpenos Acíclicos , Cicloexenos/análise , Cromatografia Gasosa-Espectrometria de Massas , Limoneno , Monoterpenos/análise , Nigéria , Sesquiterpenos Policíclicos , Sesquiterpenos/análise , Terpenos/análise
12.
Planta Med ; 80(18): 1685-91, 2014 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-25389058

RESUMO

Two lanostane triterpenes, 3ß-hydroxylanosta-9,24-dien-21-oic acid (1) and methyl-3ß-hydroxylanosta-9,24-dien-21-oate (2), were isolated from the stem bark of Protorhus longifolia. Their structures were deduced on the basis of spectroscopic analysis (NMR, HRMS, IR). This study investigated the in vitro anti-adipogenic activity of the two triterpenes. Their inhibitory activity was evaluated on selected lipid digestive enzymes (pancreatic lipase and cholesterol esterase). The inhibitory activity of the compounds on hormone-sensitive lipase and their ability to bind bile acids were also evaluated. The effect of the compounds on glucose uptake in C2C12 muscle cells and 3T3-L1 adipocytes, and on triglyceride accumulation in 3T3-L1 adipocytes was investigated. The triterpenes effectively inhibited the activities of the enzymes with IC50 values ranging from 0.04 to 0.31 mg/mL. The compounds showed a high affinity for secondary bile acids. Both compounds stimulated glucose uptake in C2C12 muscle cells and 3T3-L1 adipocytes. Compound 1 significantly reduced triglyceride accumulation in mature differentiated 3T3-L1 adipocytes. It is apparent that these lanostane triterpenes enhance glucose uptake and suppress adipogenesis, which together with their inhibitory effects on lipid digestive enzymes suggests that they have antihyperlipidemic potential.


Assuntos
Anacardiaceae/química , Hipolipemiantes/química , Hipolipemiantes/farmacologia , Lanosterol/análogos & derivados , Triterpenos/farmacologia , Células 3T3-L1/efeitos dos fármacos , Animais , Ácidos e Sais Biliares/metabolismo , Linhagem Celular , Relação Dose-Resposta a Droga , Avaliação Pré-Clínica de Medicamentos/métodos , Inibidores Enzimáticos/farmacologia , Glucose/metabolismo , Lanosterol/química , Lanosterol/farmacologia , Metabolismo dos Lipídeos/efeitos dos fármacos , Masculino , Camundongos , Estrutura Molecular , Casca de Planta/química , Ratos Sprague-Dawley , Esterol Esterase/antagonistas & inibidores , Esterol Esterase/metabolismo , Triterpenos/química
13.
Lipids Health Dis ; 13: 131, 2014 Aug 15.
Artigo em Inglês | MEDLINE | ID: mdl-25127687

RESUMO

BACKGROUND: Hyperlipidemia, a metabolic disorder of lipids, is a well known risk factor of cardiovascular events and metabolic syndrome. In this study, the in vivo lipid-lowering activity of the triterpene (Methyl-3ß-hydroxylanosta-9,24-dien-21-oate), isolated from the stem bark of Protorhus longifolia, in high fat diet (HFD)-induced hyperlipidemic rats was investigated. METHODS: Structure of the isolated compound was established and confirmed based on spectral (NMR, HRMS, IR) data analysis. Rats were divided into two groups; normal group (fed the normal commercial rats' chow) and the HFD group. After 21 days of experimental period on their respective diets, the HFD rats were sub-divided into 4 groups of six rats per group. Two of the HFD groups were orally treated with the triterpene (100 and 200 mg/kg body weight) for 15 days. At the end of the experimental periods, the rats were sacrificed and blood samples were collected for biochemical assays. RESULTS: The results show that there were significant increases in total serum cholesterol (TC, 15.72 mmol/L) and low-density lipoprotein cholesterol (LDL-c, 7.41 mmol/L) with a reduction in high-density lipoprotein cholesterol (HDL-c, 14.75 mmol/L) in HFD-induced hyperlipidemic rats after 21 days. Oral administration of the triterpene (100 mg/kg.bw and 200 mg/kg.bw) for a period of 15 days resulted in significant lowering of the levels of TC (7.51 mmol/L) and LDL-c (4.46 mmol/L) with an increase in HDL-c (47.3 mmol/L) in HFD-induced hyperlipidemic rats. Significant decrease in atherogenic index and coronary risk index by the triterpene was observed in HFD-induced hyperlipidemic rats. CONCLUSIONS: The triterpene could effectively reduce or control the amount of serum cholesterol and LDL. It is apparent that the compound could contribute to new formulation with significant hypolipidemic effects.


Assuntos
Hipolipemiantes/farmacologia , Lanosterol/análogos & derivados , Magnoliopsida/química , Extratos Vegetais/farmacologia , Animais , Aterosclerose/etiologia , Aterosclerose/prevenção & controle , Doença das Coronárias/etiologia , Doença das Coronárias/prevenção & controle , Dieta Hiperlipídica/efeitos adversos , Avaliação Pré-Clínica de Medicamentos , Hiperlipidemias/tratamento farmacológico , Hiperlipidemias/etiologia , Hipolipemiantes/uso terapêutico , Lanosterol/farmacologia , Lanosterol/uso terapêutico , Fígado/efeitos dos fármacos , Fígado/enzimologia , Fígado/patologia , Tamanho do Órgão/efeitos dos fármacos , Casca de Planta/química , Extratos Vegetais/uso terapêutico , Caules de Planta/química , Ratos Sprague-Dawley , Fatores de Risco
14.
J Oleo Sci ; 63(6): 629-35, 2014.
Artigo em Inglês | MEDLINE | ID: mdl-24881772

RESUMO

The chemical composition of essential oil obtained by hydrodistillation of the leaves of Pachira glabra Pasq., (PgEO) has been studied by Gas Chromatography (GC) and Gas Chromatography coupled with Mass Spectrometry (GC/MS). Thirty three constituents representing 98.4% of total contents were identified from the essential oil. The major constituents of oil were limonene (23.2%), ß-caryophyllene (14.5%), phtyol (8.5%) and ß-bisabolene (6.3%). The antimicrobial activity of the PgEO was evaluated against a panel of ten bacteria and three fungal strain using agar diffusion and broth microdilution methods. Results have shown that the PgEO exhibited moderate to strong antimicrobial activity against the tested microorganisms except Citrobacter youagae, Micrococcus spp. and Proteus spp. The activity zones of inhibition (ZI) and minimum inhibitory concentrations (MIC) ranged between 13.7 mm-24.0 mm and 0.3 mg/mL-2.5 mg/mL, respectively. The insecticidal activity of PgEO was assayed against the adult Sitophilus zeamais. The lethal concentrations (LC50 and LC90) of the PgEO showed it to be toxic against adult S. zeamais at 32.2 and 53.7 mg/mL, respectively. This is the first report on the chemical composition and in vitro biological activities of essential oil of P. glabra growing in Nigeria.


Assuntos
Antibacterianos , Bactérias/efeitos dos fármacos , Bombacaceae/química , Inseticidas , Óleos Voláteis/química , Óleos Voláteis/farmacologia , Animais , Cromatografia Gasosa , Cicloexenos/análise , Farmacorresistência Bacteriana , Cromatografia Gasosa-Espectrometria de Massas , Limoneno , Sesquiterpenos Monocíclicos , Óleos Voláteis/isolamento & purificação , Fitol/análise , Folhas de Planta , Sesquiterpenos Policíclicos , Sesquiterpenos/análise , Terpenos/análise
15.
Molecules ; 18(10): 12313-23, 2013 Oct 08.
Artigo em Inglês | MEDLINE | ID: mdl-24108397

RESUMO

Mimusops caffra E. Mey. ex A.DC and Mimusops obtusifolia Lam (both members of the Sapotaceae family), and Hypoxis colchicifolia Bak (family Hypoxidaceae) are used by traditional healers in Zululand to manage malaria. Anti-plasmodial investigation of the crude extracts and some triterpenes isolated from the plants showed activity against a chloroquine sensitive (CQS) strain of Plasmodium falciparum (D10). Among the crude extracts the leaves of M. caffra exhibited the highest activity, with an IC50 of 2.14 µg/mL. The pentacyclic tritepenoid ursolic acid (1), isolated from the leaves of M. caffra was the most active compound (IC50 6.8 µg/mL) as compared to taraxerol (2) and sawamilletin (3) isolated from the stem bark of M. obtusifolia (IC50 > 100). Chemical modification of the ursolic acid (1) to 3ß-acetylursolic acid (4) greatly enhanced its anti-plasmodial activity. Compound 4 reduced parasitaemia against Plasmodium berghei by 94.01% in in vivo studies in mice. The cytotoxicity of 3ß-acetylursolic acid (IC50) to two human cell lines (HEK293 and HepG2) was 366.00 µg/mL and 566.09 µg/mL, respectively. The results validate the use of these plants in folk medicine.


Assuntos
Antimaláricos/farmacologia , Malária/tratamento farmacológico , Mimusops/química , Extratos Vegetais/farmacologia , Triterpenos/farmacologia , Animais , Antimaláricos/isolamento & purificação , Antimaláricos/uso terapêutico , Sobrevivência Celular/efeitos dos fármacos , Avaliação Pré-Clínica de Medicamentos , Feminino , Células HEK293 , Células Hep G2 , Humanos , Concentração Inibidora 50 , Masculino , Medicina Tradicional , Camundongos , Extratos Vegetais/isolamento & purificação , Extratos Vegetais/uso terapêutico , Folhas de Planta/química , Plantas Medicinais/química , Plasmodium berghei/efeitos dos fármacos , Plasmodium falciparum/efeitos dos fármacos , Triterpenos/isolamento & purificação , Triterpenos/uso terapêutico
16.
IUBMB Life ; 64(12): 995-1002, 2012 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-23180461

RESUMO

Cadmium selenide (CdSe) quantum dots have gained increased attention for their potential use in biomedical applications. This has raised interest in assessing their toxicity. In this study, water-soluble, cysteine-capped CdSe nanocrystals with an average size of 15 nm were prepared through a one-pot solution-based method. The CdSe nanoparticles were synthesized in batches in which the concentration of the capping agent was varied with the aim of stabilizing the quantum dot core. The effects of the CdSe quantum dots on DNA stability, aggregation of blood platelets, and reducing activity of iron were evaluated in vitro . DNA damage was observed at a concentration of 200 µg/mL of CdSe quantum dots. Furthermore, the CdSe nanocrystals exhibited high reducing power and chelating activity, suggesting that they may impair the function of haemoglobin by interacting with iron. In addition, the CdSe quantum dots promoted aggregation of blood platelets in a dose dependent manner.


Assuntos
Plaquetas/efeitos dos fármacos , Compostos de Cádmio/toxicidade , DNA/química , Quelantes de Ferro/toxicidade , Ferro/química , Sondas Moleculares/toxicidade , Pontos Quânticos , Compostos de Selênio/toxicidade , Plaquetas/fisiologia , Compostos de Cádmio/síntese química , Cisteína/química , Dano ao DNA , Relação Dose-Resposta a Droga , Humanos , Ferro/metabolismo , Quelantes de Ferro/síntese química , Microscopia Eletrônica de Transmissão , Sondas Moleculares/síntese química , Desnaturação de Ácido Nucleico , Oxirredução , Tamanho da Partícula , Agregação Plaquetária/efeitos dos fármacos , Compostos de Selênio/síntese química , Água
17.
Nat Prod Commun ; 6(6): 875-8, 2011 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-21815430

RESUMO

The volatile oils extracted from leaves of eight cultivars of Citrus sinensis (L) Osbeck were comprehensively analysed by a combination of GC and GC-MS. Fifty four constituents accounting for 82.3-98.2% were identified. Sabinene (20.9-49.1%), delta-3-carene (0.3-14.3%), (E)-beta-ocimene (4.4-12.6%), linalool (3.7-11.1%) and terpinen-4-ol (1.7-12.5%) were the major constituents that are common to all the volatile oils. In addition, a cluster analysis was carried out and indicated at least four different chemotypes for the C. sinensis cultivars.


Assuntos
Citrus sinensis/química , Óleos Voláteis/química , Folhas de Planta/química , Óleos de Plantas/química , Análise por Conglomerados , Nigéria
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