RESUMEN
Context Siolmatra brasiliensis (Cogn.) Baill (Cucurbitaceae) is a climbing plant widely used for the treatment of diabetes mellitus symptoms. Objective This work evaluates the antidiabetic activity of an extract of S. brasiliensis in streptozotocin-diabetic rats and promotes the phytochemical investigation to isolate the major compounds of the same extract. Materials and methods Male Wistar rats were divided into normal (N) and diabetic rats (DC) treated with water; diabetic rats treated with 3U insulin (DI) or with 250 (DSb250) or 500 mg/kg (DSb500) of hydroalcoholic extract of the stalks of S. brasiliensis, via oral gavage, for 21 days. Physiological and biochemical parameters classically altered in diabetes were monitored. The triterpenoids were isolated from the ethyl acetate fraction under silica gel column chromatography and Sephadex-LH20 methods and their structures were determined by NMR, HR-ESI-MS and DC analysis. Results When compared with DC, DSb250 rats showed a reduction in the hyperglycemia (DC: 26.46 ± 0.69 versus DSb250: 19.67 ± 1.06 mmol/L) and glycosuria (DC: 43.02 ± 3.19 versus DSb250: 28.46 ± 2.14 mmol/24 h) and increase in hepatic glycogen (DC: 14.44 ± 1.26 versus DSb250: 22.08 ± 4.26 mg/g). Three known cucurbitacins were isolated from a hydroalcoholic extract of S. brasiliensis, i.e., cayaponosides A1, B4, D, and a new dammarane saponin 3-O-ß-d-gentiobiosyl-26-O-ß-d-glucopyranosyl-20-hydroxydammar-24-ene. The structures of these compounds were elucidated by spectral data analysis of the natural products and their acetyl derivatives. Discussion and conclusion The known cucurbitacins and/or the new identified saponin may be related with the antidiabetic activity of S. brasiliensis.
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Cucurbitaceae , Diabetes Mellitus Experimental/tratamiento farmacológico , Hipoglucemiantes/farmacología , Extractos Vegetales/farmacología , Saponinas/farmacología , Triterpenos/farmacología , Animales , Biomarcadores/sangre , Glucemia/efectos de los fármacos , Glucemia/metabolismo , Espectroscopía de Resonancia Magnética con Carbono-13 , Dicroismo Circular , Cucurbitaceae/química , Diabetes Mellitus Experimental/sangre , Diabetes Mellitus Experimental/inducido químicamente , Relación Dosis-Respuesta a Droga , Glucógeno/metabolismo , Glucosuria/inducido químicamente , Glucosuria/prevención & control , Hipoglucemiantes/aislamiento & purificación , Insulina/farmacología , Hígado/efectos de los fármacos , Hígado/metabolismo , Masculino , Estructura Molecular , Fitoterapia , Extractos Vegetales/aislamiento & purificación , Tallos de la Planta , Plantas Medicinales , Espectroscopía de Protones por Resonancia Magnética , Ratas Wistar , Saponinas/aislamiento & purificación , Espectrometría de Masa por Ionización de Electrospray , Estreptozocina , Factores de Tiempo , Triterpenos/aislamiento & purificación , DamaranosRESUMEN
BACKGROUND: Obesity is accompanied by insulin resistance and glucose intolerance, which favor the onset of complications related to oxidative stress. The aim of this study was to investigate the effects and underlying mechanisms of hydroethanolic extract from Siolmatra brasiliensis stems on insulin resistance, glucose intolerance, advanced glycation end product (AGE) formation, and oxidative stress in mice with induced obesity. METHODS: C57BL-6 J mice were fed a high-fat diet for 14 weeks and treated with 125 or 250 mg/kg S. brasiliensis extract during the last 7 weeks. The study assessed glucose tolerance and insulin sensitivity, lipid profile, plasma levels of thiobarbituric acid reactive substances (TBARS, biomarkers of oxidative damage), fluorescent AGEs (biomarkers of advanced glycation), and paraoxonase 1 (PON1) activity (antioxidant enzyme). The activities of the antioxidant enzymes superoxide dismutase (SOD), catalase (CAT), and glutathione peroxidase (GSH-Px) in the liver and kidneys were also investigated. RESULTS: Siolmatra brasiliensis extract had antiobesogenic effects; improved insulin sensitivity and glucose tolerance; decreased the total plasma cholesterol levels; decreased the levels of glycoxidative stress biomarkers, including AGEs (plasma, liver, kidneys) and TBARS (liver, kidneys); and also improved endogenous antioxidant defenses by increasing the activities of PON1 (plasma), SOD (kidneys), CAT (liver, kidneys), and GSH-Px (kidneys). CONCLUSION: This study expands on our knowledge about the pharmacological properties of S. brasiliensis and substantiates the potential of this plant species to be used as a complementary therapeutic agent to alleviate the metabolic dysfunctions resulting from dyslipidemia and glycoxidative stress.
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Intolerancia a la Glucosa , Resistencia a la Insulina , Animales , Antioxidantes/farmacología , Arildialquilfosfatasa , Biomarcadores/metabolismo , Dieta Alta en Grasa , Glucosa/metabolismo , Intolerancia a la Glucosa/tratamiento farmacológico , Intolerancia a la Glucosa/metabolismo , Humanos , Peroxidación de Lípido , Hígado/metabolismo , Ratones , Ratones Endogámicos C57BL , Obesidad/tratamiento farmacológico , Obesidad/metabolismo , Estrés Oxidativo , Extractos Vegetales/farmacología , Superóxido Dismutasa/metabolismo , Superóxido Dismutasa/farmacología , Sustancias Reactivas al Ácido Tiobarbitúrico/metabolismo , Sustancias Reactivas al Ácido Tiobarbitúrico/farmacologíaRESUMEN
Black pepper essential oil (EO) was encapsulated by complex coacervation with lactoferrin and sodium alginate using transglutaminase as a cross-linking agent. The encapsulation efficiency varied from 31.66 to 84.48%. Chemical and morphological characteristics suggest that the EO was encapsulated in a lactoferrin/sodium alginate shell. The chemical composition of the encapsulated EO was identified by gas chromatography (GC) and nuclear magnetic resonance (NMR). The GC and NMR analyses indicated good core protection with the materials used. The stability of the black pepper EO capsules under in vitro digestion was evaluated. Theses capsules demonstrated the low release of the EO during gastric digestion and higher release in intestinal digestion. These results suggest that these capsules can be used to transport active ingredients and that they are resistant to oral and gastric conditions that were tested in vitro.
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Alginatos/química , Lactoferrina/química , Aceites Volátiles/química , Piper nigrum/química , Cápsulas/química , Cromatografía de GasesRESUMEN
Seven undescribed dammarane-type triterpenoids, together with ten known compounds, were isolated from the stems of Ziziphus glaziovii Warm (= Sarcomphalus glaziovii (Warm.) Hauenschild). The structures were fully assigned by means of uni- and bidimensional NMR and HR-ESI-MS experiments. Extract, fractions and also isolated compounds were evaluated for their antibacterial (against Bacillus subtilis and Aliivibrio fischeri), cytotoxic (against PC-3 and HT-29 human cancer cell lines), anthelmintic (against Caenorhabditis elegans) and antifungal (against Septoria triciti, Botrytis cinerea and Phytopthoria infestans) activities. The methanolic crude extract exhibited substantial antibacterial and cytotoxic activity. The known triterpenes epigouanic acid and alphitolic acid were the most active compounds against B. subtilis, with IC50 of 12 and 22⯵M, respectively. The isolated compounds presented up to a concentration of 10⯵M none or only weak effects in the cytotoxicity assays. No anthelminthic and antifungal activities were observed.
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Antineoplásicos Fitogénicos/química , Antineoplásicos Fitogénicos/farmacología , Tallos de la Planta/química , Triterpenos/química , Triterpenos/farmacología , Ziziphus/química , Línea Celular Tumoral , Humanos , DamaranosRESUMEN
Twenty compounds were isolated from the hydroethanolic extract of the stems of Siolmatra brasiliensis, five flavonoids, two lignans, one glucosyl phytosterol, seven nor-cucurbitacins, one new phenolic derivative named siolmatrin (1) and four new dammarane-type saponins named siolmatrosides II-V (2-5), the structures of the compounds were assigned by means of 1D and 2D NMR experiments and HRESIMS of the natural compounds and some acetyl derivatives. The effects of the crude hydroethanolic extract (SbExt) and the ethyl acetate fraction (SbEtAc) of Siolmatra brasiliensis stems on the formation of advanced glycation end-products (AGEs) were also investigated. In the in vitro model system of protein glycation using bovine serum albumin (BSA) and glucose, addition of SbExt or SbEtAc inhibited the formation of fluorescent AGEs, in parallel to minor levels of fructosamine (SbEtAc) and markers of tyrosine and tryptophan oxidation (SbExt and SbEtAc). Protein crosslinking, which represents changes of late stages of protein glycation, was reduced in the presence of SbExt and SbEtAc. Siolmatra brasiliensis stems seem to be a promising source of compounds having ability to prevent glycoxidation changes, arising as an interesting option to be studied as a complementary therapy for complications of diabetes.