Your browser doesn't support javascript.
loading
Mostrar: 20 | 50 | 100
Resultados 1 - 20 de 416
Filtrar
Más filtros

Medicinas Complementárias
Tipo del documento
Intervalo de año de publicación
1.
J Nat Med ; 78(3): 709-721, 2024 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-38575838

RESUMEN

Methanol extract of the Cnidium officinale Makino rhizome, which is used as a crude drug Cnidium Rhizome (Cnidii Rhizoma; "Senkyu" in Japanese) and is listed in the Japanese Pharmacopoeia XVIII, showed intracellular triglyceride metabolism-promoting activity in high glucose-pretreated HepG2 cells. Thirty-five constituents, including two new alkylphthalide glycosides, senkyunosides A (1) and B (2), and a neolignan with a new stereoisomeric structure (3), were isolated in the extract. Their stereostructures were elucidated based on chemical and spectroscopic evidence. Among the isolates, several alkylphthalides, (Z)-3-butylidene-7-methoxyphthalide (9) and senkyunolides G (10), H (14), and I (15), and a polyacetylene falcarindiol (26), were found to show significant activity without any cytotoxicity at 10 µM.


Asunto(s)
Benzofuranos , Cnidium , Rizoma , Triglicéridos , Humanos , Rizoma/química , Células Hep G2 , Cnidium/química , Triglicéridos/metabolismo , Benzofuranos/farmacología , Benzofuranos/química , Benzofuranos/aislamiento & purificación , Estructura Molecular , Extractos Vegetales/farmacología , Extractos Vegetales/química , Glicósidos/farmacología , Glicósidos/química , Glicósidos/aislamiento & purificación
2.
J Oleo Sci ; 71(1): 127-134, 2022.
Artículo en Inglés | MEDLINE | ID: mdl-35013035

RESUMEN

Lichen Usnea sp. is potential as a new natural medicine. This study report isolation of secondary metabolites from lichen Usnea sp. and α-glucosidase inhibitory, which is potential as an antidiabetic agent. Lichen powder was macerated using methanol, separated using column chromatography gravity and thin-layer chromatography. The crystalline was isolated and purified by the recrystallization process for obtaining pure compound. The isolated compound was determined using FTIR and NMR spectroscopy (1H and 13C). The results showed that the isolated compound was yellow needle crystals. Based on the spectra data interpretation, it was obtained usnic acid compound with the molecular formula of C18H16O7. The α-glucosidase inhibitory activity test showed that the usnic acid had activity in inhibiting the α-glucosidase enzyme with an IC50 value of 106.78 µg/mL. The usnic acid from Usnea sp. has a very good impact on the source of natural compounds as an antidiabetic drug in the future.


Asunto(s)
Benzofuranos/aislamiento & purificación , Benzofuranos/farmacología , Inhibidores de Glicósido Hidrolasas , Hipoglucemiantes , Usnea/química , Benzofuranos/química , Productos Biológicos , Cristalización , Espectroscopía de Resonancia Magnética , Espectroscopía Infrarroja por Transformada de Fourier
3.
Fitoterapia ; 155: 105057, 2021 Nov.
Artículo en Inglés | MEDLINE | ID: mdl-34655701

RESUMEN

Six new glucosides of benzofuran (1-6), together with three known glucosides of benzofuran (8, 9, 14), nine flavonoids (12, 13, 15, 18, 19, 20, 21, 22 and 24), three coumarins (16, 17, 23) and four other-typic compounds (7, 10, 11 and 25) were isolated from the fruits of Psoralia corylifolia L. Their structures were elucidated by extensive spectroscopic methods. The biosynthesis pathway of benzofuran system was discussed. Besides, all isolated compounds and additional ring-opening derivatives of psoralen/isopsoralen (P-1, P-2, IP-1 and IP-2) were assayed for inhibition of nitric oxide (NO) production on lipopolysaccharides-induced RAW 264.7 macrophage cells. The results of the assay showed that the glycosides showed weaker or no effects, while most isolated non-glycoside compounds showed moderate or high activities. And the structure-activity relationships of non-glycoside compounds were discussed.


Asunto(s)
Antiinflamatorios/farmacología , Benzofuranos/farmacología , Glicósidos/farmacología , Psoralea/química , Animales , Antiinflamatorios/aislamiento & purificación , Benzofuranos/aislamiento & purificación , China , Frutas/química , Glicósidos/aislamiento & purificación , Ratones , Estructura Molecular , Óxido Nítrico/metabolismo , Células RAW 264.7 , Relación Estructura-Actividad
4.
Molecules ; 26(20)2021 Oct 09.
Artículo en Inglés | MEDLINE | ID: mdl-34684679

RESUMEN

(1) Background: Many flavonoids have been reported to exhibit pharmacological activity; a preparatory study confirmed that Coreopsis lanceolata flowers (CLFs) contained high flavonoid structure content; (2) Methods: CLFs were extracted in aqueous methanol (MeOH:H2O = 4:1) and fractionated into acetic ester (EtOAc), normal butanol (n-BuOH), and H2O fractions. Repeated column chromatographies for two fractions led to the isolation of two aurones and two flavonols; (3) Results: Four flavonoids were identified based on a variety of spectroscopic data analyses to be leptosidin (1), leptosin (2), isoquercetin (3), and astragalin (4), respectively. This is the first report for isolation of 2-4 from CLFs. High-performance liquid chromatography (HPLC) analysis determined the content levels of compounds 1-4 in the MeOH extract to be 2.8 ± 0.3 mg/g (1), 17.9 ± 0.9 mg/g (2), 3.0 ± 0.2 mg/g (3), and 10.9 ± 0.9 mg/g (4), respectively. All isolated compounds showed radical scavenging activities and recovery activities in Caco-2, RAW264.7, PC-12, and HepG2 cells against reactive oxygen species. MeOH extract, EtOAc fraction, and 1-3 suppressed NO formation in LPS-stimulated RAW 264.7 cells and decreased iNOS and COX-2 expression. Furthermore, all compounds recovered the pancreatic islets damaged by alloxan treatment in zebrafish; (4) Conclusions: The outcome proposes 1-4 to serve as components of CLFs in standardizing anti-oxidant, pro-inflammatory inhibition, and potential anti-diabetic agents.


Asunto(s)
Antiinflamatorios , Antioxidantes , Benzofuranos , Coreopsis/química , Flavonoides , Animales , Antiinflamatorios/química , Antiinflamatorios/aislamiento & purificación , Antiinflamatorios/farmacología , Antioxidantes/química , Antioxidantes/aislamiento & purificación , Antioxidantes/farmacología , Benzofuranos/química , Benzofuranos/aislamiento & purificación , Benzofuranos/farmacología , Línea Celular/efectos de los fármacos , Flavonoides/química , Flavonoides/aislamiento & purificación , Flavonoides/farmacología , Flores/química , Humanos , Islotes Pancreáticos/efectos de los fármacos , Ratones , Extractos Vegetales/química , Células RAW 264.7/efectos de los fármacos , Especies Reactivas de Oxígeno , Pez Cebra
5.
Biomed Pharmacother ; 142: 112109, 2021 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-34470730

RESUMEN

Plant-derived chemicals are a source of novel chemotherapeutic agents. Throughout the human civilization, these novel chemicals have led to the discovery of new pharmacological active agents. Research on herbal medicine is of great importance, as most of the active agents used for treating numerous diseases are from natural sources, while other agents are either semisynthetic or synthetic. Pongamol, a flavonoid, which is the main constituent of Pongamia pinnata, is one such active agents, which exhibits diverse pharmacological activities. Various in vivo and in vitro studies revealed that pongamol is a potentially active agent, as it exerts anticancer, anti-inflammatory, antioxidant, antimicrobial, and anti-diabetic activities. Accordingly, the aim of the present review was to give an up-to-date overview on the chemistry, isolation, bioavailability, pharmacological activity, and health benefits of pongamol. This review focuses on the medicinal and health promoting activities of pongamol, along with possible mechanisms of action. For this purpose, this review summarizes the most recent literature pertaining to pongamol as a therapeutic agent against several diseases. In addition, the review covers information related to the toxicological assessment and safety of this phytochemical, and highlights the medicinal and folk values of this compound against various diseases and ailments.


Asunto(s)
Benzofuranos/farmacología , Millettia/química , Animales , Benzofuranos/efectos adversos , Benzofuranos/aislamiento & purificación , Disponibilidad Biológica , Humanos , Medicina Tradicional/métodos
6.
Biomed Pharmacother ; 142: 111988, 2021 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-34371307

RESUMEN

Dieckol [C36H22O18], is a naturally occurring phlorotannin found in some brown algal species. Dieckol is gaining more attention in the scientific community for its potential biological activities. It has been exhibited a broad spectrum of therapeutic functions including anti-bacterial, anti-cancer, anti-oxidant, anti-aging, anti-diabetic, neuroprotective, and other medicinal applications. Distinct emphasis has been given to extraction, purification, and biomedical applications of dieckol. This critical review comprises of in vitro, in vivo, and in silico biological properties of dieckol. An attempt has been made to evaluate the effectiveness, therapeutical application, and mechanism of dieckol against various diseases. The pharmacological significance, current status and the dosage of multifunctional dieckol and its mechanisms have been discussed in this review. Dieckol plays an important role in apoptosis induction via inhibiting the PI3K, AKT, mTOR and FAK signaling molecules. Dieckol remarkably inhibited the lipid accumulation in high fat diet induced animal models. Dieckol, a multifaceted compound will be beneficial in attenuating the action of various diseases and it could be a potential pharmaceutical and nutraceutical compound. Therefore, the combined effects of dieckol with existing drugs and natural compounds will be studied in future to optimize its benefits. Besides limited information on the toxicological action and dosage administration of dieckol on the human was reported to date. Overall, dieckol is a prospective health-promoting compound for the development of a novel drug against numerous diseases.


Asunto(s)
Benzofuranos/farmacología , Phaeophyceae/química , Animales , Apoptosis/efectos de los fármacos , Benzofuranos/aislamiento & purificación , Simulación por Computador , Suplementos Dietéticos , Desarrollo de Medicamentos , Humanos , Transducción de Señal/efectos de los fármacos
7.
Chem Biodivers ; 18(11): e2100302, 2021 Nov.
Artículo en Inglés | MEDLINE | ID: mdl-34436820

RESUMEN

The rhizome of Ligusticum chuanxiong Hort. has been widely used for the therapy of diabetic nephropathy (DN) in traditional Chinese medicine (TCM). The nuclear transcription factor erythroid 2-related factor (Nrf2) is a potential target for treating DN. The purpose of this research was to study the chemical constituents from the rhizome of L. chuanxiong, evaluate their Nrf2 inducing activity, and find the molecules with potential therapeutic effect against DN. In this study, two new phthalides (1-2) along with twenty-seven known constituents were obtained from the rhizome of L. chuanxiong. Their structures were elucidated through various spectroscopic methods. Twelve constituents, including eight phthalides (2, 5, 6,10-13, 14) and four other compounds (17, 18, 20,28), stimulated NAD(P)H: quinone reductase (QR) activity, suggesting that these bioactive constituents were potential Nrf2 activators. Among the isolated compounds, phthalide levistolide A (LA, 14) upregulated the protein levels of Nrf2, NQO1, and γ-GCS in a dose-dependent manner. Our results implied that the clinical application of the rhizome of L. chuanxiong as an anti-DN drug in TCM might be attributed to the Nrf2 inducing effect of phthalides. Thus, phthalides is a group of promising leading molecules for discovering anti-DN agents.


Asunto(s)
Benzofuranos/farmacología , Nefropatías Diabéticas/tratamiento farmacológico , Hipoglucemiantes/farmacología , Ligusticum/química , Factor 2 Relacionado con NF-E2/metabolismo , Rizoma/química , Benzofuranos/química , Benzofuranos/aislamiento & purificación , Nefropatías Diabéticas/metabolismo , Humanos , Hipoglucemiantes/química , Hipoglucemiantes/aislamiento & purificación , Estructura Molecular
8.
Molecules ; 26(15)2021 Jul 30.
Artículo en Inglés | MEDLINE | ID: mdl-34361791

RESUMEN

As a key enzyme regulating postprandial blood glucose, α-Glucosidase is considered to be an effective target for the treatment of diabetes mellitus. In this study, a simple, rapid, and effective method for enzyme inhibitors screening assay was established based on α-glucosidase catalyzes reactions in a personal glucose meter (PGM). α-glucosidase catalyzes the hydrolysis of maltose to produce glucose, which triggers the reduction of ferricyanide (K3[Fe(CN)6]) to ferrocyanide (K4[Fe(CN)6]) and generates the PGM detectable signals. When the α-glucosidase inhibitor (such as acarbose) is added, the yield of glucose and the readout of PGM decreased accordingly. This method can achieve the direct determination of α-glucosidase activity by the PGM as simple as the blood glucose tests. Under the optimal experimental conditions, the developed method was applied to evaluate the inhibitory activity of thirty-four small-molecule compounds and eighteen medicinal plants extracts on α-glucosidase. The results exhibit that lithospermic acid (52.5 ± 3.0%) and protocatechualdehyde (36.8 ± 2.8%) have higher inhibitory activity than that of positive control acarbose (31.5 ± 2.5%) at the same final concentration of 5.0 mM. Besides, the lemon extract has a good inhibitory effect on α-glucosidase with a percentage of inhibition of 43.3 ± 3.5%. Finally, the binding sites and modes of four active small-molecule compounds to α-glucosidase were investigated by molecular docking analysis. These results indicate that the PGM method is feasible to screening inhibitors from natural products with simple and rapid operations.


Asunto(s)
Benzaldehídos/farmacología , Benzofuranos/farmacología , Glucemia/análisis , Catecoles/farmacología , Depsidos/farmacología , Diabetes Mellitus Tipo 2/diagnóstico , Inhibidores de Glicósido Hidrolasas/farmacología , Monitoreo Ambulatorio/métodos , alfa-Glucosidasas/sangre , Acarbosa/química , Acarbosa/farmacología , Benzaldehídos/química , Benzaldehídos/aislamiento & purificación , Benzofuranos/química , Benzofuranos/aislamiento & purificación , Sitios de Unión , Técnicas Biosensibles/instrumentación , Catecoles/química , Catecoles/aislamiento & purificación , Depsidos/química , Depsidos/aislamiento & purificación , Diabetes Mellitus Tipo 2/sangre , Diabetes Mellitus Tipo 2/tratamiento farmacológico , Inhibidores de Glicósido Hidrolasas/química , Humanos , Hidrólisis , Cinética , Maltosa/metabolismo , Simulación del Acoplamiento Molecular , Monitoreo Ambulatorio/instrumentación , Extractos Vegetales/química , Plantas Medicinales , Unión Proteica , Conformación Proteica en Hélice alfa , Conformación Proteica en Lámina beta , Dominios y Motivos de Interacción de Proteínas , Bibliotecas de Moléculas Pequeñas/química , Bibliotecas de Moléculas Pequeñas/farmacología , Termodinámica , Dispositivos Electrónicos Vestibles , alfa-Glucosidasas/química
9.
Bioorg Chem ; 113: 105030, 2021 08.
Artículo en Inglés | MEDLINE | ID: mdl-34089946

RESUMEN

Five new racemic alkyl-benzofuran dimers, (±)-dieupachinins I-M (1-5), were isolated from the root tubers of Eupatorium chinense, a well-known traditional Chinese medicine for the treatment of diphtheria in Guangdong province. The structures of these compounds, especially the first examples of 12,10'-epoxy dimer dieupachinin I (1), 12-nor-dimer dieupachinin J (2), and 12,12'-dinor-dimer dieupachinin K (3), were elucidated by spectroscopic data analysis. Chiral resolution were further carried out on a cellulose column by HPLC, and compounds 2-5 were successfully separated into two enantiomers, respectively. The absolute configurations of (+)-(2-5) and (-)-(2-5) were established by theoretical ECD calculation. All the compounds were evaluated for insulin-stimulated glucose uptake in C2C12 myotubes and (±)-dieupachinin I (1) exhibited the best activity. Compound 1 enhanced insulin-stimulated glucose uptake via activating the insulin receptor substrate 1/protein kinase B/glycogen synthase kinase-3ß signaling pathway. Moreover, all the isolates were tested for their nitric oxygen (NO) inhibitory effects in lipopolysaccharide-treated RAW264.7 macrophages, and compounds (±)-1, (±)-2, and (±)-4 showed promising inhibitory effects with IC50 values of 6.42 ± 1.85, 6.29 ± 1.94, and 16.03 ± 2.07 µM, respectively. (±)-Dieupachinin I (1) again dose-dependently suppressed LPS-induced expression of inducible NO synthase and nuclear translocation of p65.


Asunto(s)
Antiinflamatorios/química , Benzofuranos/química , Eupatorium/química , Animales , Antiinflamatorios/aislamiento & purificación , Antiinflamatorios/farmacología , Benzofuranos/aislamiento & purificación , Benzofuranos/farmacología , Supervivencia Celular/efectos de los fármacos , Dimerización , Eupatorium/metabolismo , Glucosa/metabolismo , Proteínas Sustrato del Receptor de Insulina/metabolismo , Lipopolisacáridos/farmacología , Macrófagos/citología , Macrófagos/efectos de los fármacos , Macrófagos/metabolismo , Medicina Tradicional China , Ratones , Conformación Molecular , Mioblastos/citología , Mioblastos/efectos de los fármacos , Mioblastos/metabolismo , Óxido Nítrico/metabolismo , Óxido Nítrico Sintasa de Tipo II/genética , Óxido Nítrico Sintasa de Tipo II/metabolismo , Células RAW 264.7
10.
J Ethnopharmacol ; 278: 114289, 2021 Oct 05.
Artículo en Inglés | MEDLINE | ID: mdl-34090908

RESUMEN

ETHNOPHARMACOLOGICAL RELEVANCE: Salvianolic acid B (SalB) is a polyphenolic compound in Salvia miltiorrhiza Bunge ("Danshen"), which has been largely used in Traditional Chinese Medicine for the treatment of metabolic syndrome, obesity, diabetes, among others. AIM OF STUDY: This study was to investigate the effects of Salvianolic acid B (SalB) on mRNA, lncRNA and circRNA's expression profile in brown adipose tissue (BAT) of obese mice. MATERIALS AND METHODS: High-fat-diet induced obese C57BL/6J mice were treated with SalB (100 mg/kg/day) for 8 weeks. Then, BAT was harvested for RNA-Seq analysis. Differentially expressed mRNAs, lncRNAs and circRNAs were analyzed using the Illumina Hiseq 4000. Following this procedure, bioinformatic tools including Gene ontology (GO), KEGG pathway and lncRNA-mRNA co-network analysis were utilized. Finally, RT-qPCR was performed to validate the differentially expressed RNAs. RESULTS: Compared with control group, 2532 mRNAs, 774 lncRNAs and 25 circRNAs were differentially expressed in SalB group. Additionally, 40 upregulated and 109 downregulated gene-related pathways were identified in the SalB group. Among them, metabolic pathways showed the highest enrichment coefficient in upregulated genes. Moreover, 54 up-regulated and 626 down-regulated coding mRNAs associated with lncRNA-Hsd11b1 and lncRNA-Vmp1. CONCLUSIONS: SalB may play an anti-obesity role by adjusting the expression of mRNAs correlated with inflammatory response and energy metabolism through regulating the expression of lncRNA-Hsd11b1. The findings of this research provide new directions to study the mechanisms of SalB, and would open therapeutic avenues for the treatment of obesity.


Asunto(s)
Tejido Adiposo Pardo/efectos de los fármacos , Benzofuranos/farmacología , Obesidad/tratamiento farmacológico , Salvia miltiorrhiza/química , Tejido Adiposo Pardo/metabolismo , Animales , Benzofuranos/aislamiento & purificación , Biología Computacional , Dieta Alta en Grasa , Regulación hacia Abajo , Metabolismo Energético/efectos de los fármacos , Masculino , Ratones , Ratones Endogámicos C57BL , Ratones Obesos , Obesidad/genética , ARN Circular/genética , ARN Largo no Codificante/genética , ARN Mensajero/genética , Regulación hacia Arriba
11.
Molecules ; 26(6)2021 Mar 18.
Artículo en Inglés | MEDLINE | ID: mdl-33803532

RESUMEN

Polyphenolic enriched extracts from two species of Cyperus, Cyperus glomeratus and Cyperus thunbergii, possess mammalian arginase inhibitory capacities, with the percentage inhibition ranging from 80% to 95% at 100 µg/mL and 40% to 64% at 10 µg/mL. Phytochemical investigation of these species led to the isolation and identification of two new natural stilbene oligomers named thunbergin A-B (1-2), together with three other stilbenes, trans-resveratrol (3), trans-scirpusin A (4), trans-cyperusphenol A (6), and two flavonoids, aureusidin (5) and luteolin (7), which were isolated for the first time from C.thunbergii and C. glomeratus. Structures were established on the basis of the spectroscopic data from MS and NMR experiments. The arginase inhibitory activity of compounds 1-7 was evaluated through an in vitro arginase inhibitory assay using purified liver bovine arginase. As a result, five compounds (1, 4-7) showed significant inhibition of arginase, with IC50 values between 17.6 and 60.6 µM, in the range of those of the natural arginase inhibitor piceatannol (12.6 µM). In addition, methanolic extract from Cyperus thunbergii exhibited an endothelium and NO-dependent vasorelaxant effect on thoracic aortic rings from rats and improved endothelial dysfunction in an adjuvant-induced arthritis rat model.


Asunto(s)
Arginasa/antagonistas & inhibidores , Cyperus/química , Inhibidores Enzimáticos/química , Inhibidores Enzimáticos/farmacología , Animales , Aorta Torácica/efectos de los fármacos , Artritis Experimental/tratamiento farmacológico , Artritis Experimental/fisiopatología , Benzofuranos/química , Benzofuranos/aislamiento & purificación , Benzofuranos/farmacología , Calamus , Bovinos , Endotelio Vascular/efectos de los fármacos , Endotelio Vascular/fisiopatología , Inhibidores Enzimáticos/aislamiento & purificación , Flavonoides/química , Flavonoides/aislamiento & purificación , Flavonoides/farmacología , Técnicas In Vitro , Espectroscopía de Resonancia Magnética , Masculino , Metanol , Estructura Molecular , Extractos Vegetales/química , Extractos Vegetales/aislamiento & purificación , Extractos Vegetales/farmacología , Ratas , Resveratrol/química , Resveratrol/aislamiento & purificación , Resveratrol/farmacología , Estilbenos/química , Estilbenos/aislamiento & purificación , Estilbenos/farmacología , Vasodilatadores/química , Vasodilatadores/aislamiento & purificación , Vasodilatadores/farmacología
12.
Fitoterapia ; 151: 104876, 2021 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-33675885

RESUMEN

Six rocaglaol derivatives were isolated from Dysoxylum gotadhora, and those compounds showed good cytotoxic activity with IC50 values ranging from 10 to 350 ng/mL against five different cancer cells. Obviously, further total synthesis of rocaglaol derivatives for medical chemistry study is of great significance. Then, twenty six rocaglaol derivatives including 25 new compounds were designed, synthesized, and evaluated for their cytotoxic activities against three human cancer cell lines: human colon cancer cells (HCT116), colorectal cancer stem cells (P6C), and human red leukocyte leukemia cells (HEL), using MTT assay. Most of derivatives showed good cytotoxic activities, with the lowest IC50 being 3.2 nM for HEL cells, which was 169 times stronger than that of the positive control (doxorubicin). Further mechanism study indicated that 11k could significantly suppress MAPK pathway in HCT116 cells, which may responsible for induction of apoptosis and cell cycle arrest.


Asunto(s)
Antineoplásicos Fitogénicos/farmacología , Apoptosis/efectos de los fármacos , Benzofuranos/farmacología , Sistema de Señalización de MAP Quinasas/efectos de los fármacos , Meliaceae/química , Antineoplásicos Fitogénicos/aislamiento & purificación , Benzofuranos/aislamiento & purificación , Puntos de Control del Ciclo Celular/efectos de los fármacos , Línea Celular Tumoral , China , Ensayos de Selección de Medicamentos Antitumorales , Células HCT116 , Humanos , Estructura Molecular , Fitoquímicos/aislamiento & purificación , Fitoquímicos/farmacología
13.
Fitoterapia ; 150: 104837, 2021 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-33515648

RESUMEN

Two new phthalide dimers (1 and 2) were obtained from the rhizomes of Ligusticum sinense Oliv., along with three known dimeric phthalides (3-5). Their structures were determined with the aid of the spectroscopic data, and their absolute configurations were elucidated based on the comparison of calculated and experimental electronic circular dichroism (ECD) spectra. All the compounds were evaluated in vitro for their inhibitory activities against NO production in LPS-treated RAW264.7 macrophages. Among them, compounds 1 and 3 showed potent NO prohibitive activity with IC50 values at 4.86 ± 0.29 µM and 4.87 ± 0.32 µM, respectively.


Asunto(s)
Benzofuranos/farmacología , Ligusticum/química , Rizoma/química , Animales , Benzofuranos/aislamiento & purificación , China , Ratones , Estructura Molecular , Óxido Nítrico , Fitoquímicos/aislamiento & purificación , Fitoquímicos/farmacología , Plantas Medicinales/química , Células RAW 264.7
14.
Eur J Pharmacol ; 891: 173686, 2021 Jan 15.
Artículo en Inglés | MEDLINE | ID: mdl-33121949

RESUMEN

Adipogenesis, the maturation process of preadipocytes, is closely associated with the development of obesity and other complex metabolic syndromes. Herein, we investigated the effect of 7- methoxy-3-methyl-5-((E)- prop-1-enyl)-2-(3,4,5-trimethoxyphenyl)-2,3-dihydrobenzofuran (TM), a benzofuran, isolated from the mace of Myristica fragrans Houtt on adipogenesis in 3T3-L1 preadipocytes to extrapolate whether this compound has any anti-obesity potential. For this, 3T3-L1 preadipocytes were induced to differentiate in the presence of various concentrations of TM (1, 5, 10 µM) and analyzed for triglyceride (TG) accumulation and the expression of proteins and genes involved in lipogenesis and lipolysis associated with adipogenesis. Results showed that TM significantly reduced TG accumulation and expression of marker proteins of adipocyte differentiation (peroxisome proliferator-activated receptor γ, CCAAT/enhancer-binding protein α, and fatty acid-binding protein 4) and increased the secretion of glycerol in a dose-dependent manner. There was a significant dose-dependent decrease in the expression of fatty acid synthase, stearoyl-CoA desaturase-1, sterol regulatory element-binding transcription factor 1c, and acetyl-CoA carboxylase 1 and an increase in carnitine palmitoyltransferase 1, acyl-CoA oxidase, and peroxisome proliferator-activated receptor α in TM treated cells. The phosphorylation of cAMP-activated protein kinase was also increased, which in turn activated the phosphorylation of acetyl-CoA carboxylase in mature adipocytes. Also, there was an increase in glucose uptake by TM, suggesting its insulin-sensitizing potential. This is the first report on the anti-obesity effects of TM from Myristica fragrans on adipogenesis and lipid metabolism in 3T3-L1 adipocytes and demands detailed in vivo study for developing TM as anti-obesity therapeutics.


Asunto(s)
Adipocitos/efectos de los fármacos , Adipogénesis/efectos de los fármacos , Fármacos Antiobesidad/farmacología , Benzofuranos/farmacología , Metabolismo de los Lípidos/efectos de los fármacos , Myristica , Extractos Vegetales/farmacología , Células 3T3-L1 , Adipocitos/metabolismo , Adipogénesis/genética , Animales , Fármacos Antiobesidad/aislamiento & purificación , Benzofuranos/aislamiento & purificación , Regulación de la Expresión Génica , Glucosa/metabolismo , Metabolismo de los Lípidos/genética , Lipogénesis/efectos de los fármacos , Lipólisis/efectos de los fármacos , Ratones , Myristica/química , Extractos Vegetales/aislamiento & purificación , Transducción de Señal , Triglicéridos/metabolismo
15.
Biochem Biophys Res Commun ; 533(4): 925-931, 2020 12 17.
Artículo en Inglés | MEDLINE | ID: mdl-33010892

RESUMEN

Isoparvifuran is a benzofuran compound isolated from the heartwood of Dalbergia odorifera. Related research reported that isoparvifuran has antioxidant property. However, it is unclear whether isoparvifuran has anti-aging effects. In this research, we established an aging model, hydrogen peroxide (H2O2)-induced BJ cell senescence, to explore the protective effect of isoparvifuran on cell senescence and its related mechanisms. Our results revealed that isoparvifuran obviously attenuated H2O2-induced cell senescence, increased the cell proliferation rate,and reversed senescence-associated molecular markers expression such as cyclin D1, pRb, caveolin-1, ace-p53, p21 and p16. Moreover, isoparvifuran dose and time dependently increased the expression level of Sirtuin 1 (SIRT1) in BJ cells. The inhibition of SIRT1 obviously reversed the reduction of SA-ß-gal activity and the alteration of senescence-associated molecular markers induced by isoparvifuran. Additionally, isoparvifuran also inhibited H2O2-induced AKT and S6 phosphorylation and increase of SA-ß-gal activity. In summary, isoparvifuran protects BJ cells from H2O2-induced premature senescence, the anti-senescence effect of isoparvifuran is associated with the activation of SIRT1 and the suppression of AKT/mTOR signaling pathway.


Asunto(s)
Antioxidantes/farmacología , Benzofuranos/farmacología , Senescencia Celular/efectos de los fármacos , Sirtuina 1/metabolismo , Antioxidantes/aislamiento & purificación , Benzofuranos/aislamiento & purificación , Línea Celular , Dalbergia/química , Humanos , Peróxido de Hidrógeno/toxicidad , Medicina Tradicional de Asia Oriental , Plantas Medicinales/química , Proteínas Proto-Oncogénicas c-akt/antagonistas & inhibidores , ARN Interferente Pequeño/genética , Transducción de Señal/efectos de los fármacos , Sirtuina 1/antagonistas & inhibidores , Sirtuina 1/genética , Serina-Treonina Quinasas TOR/antagonistas & inhibidores
16.
Arch Pharm Res ; 43(9): 961-975, 2020 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-32978714

RESUMEN

Among the 2-arylbenzofuran derivatives isolated from Morus alba, the farnesylated 2-arylbenzofuran is a rarer constituent. The derivative has been reported to exert anti-obesity effect; however, its inhibitory effect on protein tyrosine phosphatase 1B (PTP1B) has not been investigated. In the previous study, the presence of the farnesyl group in the structure of 2-arylbenzofurans was found to have positive influences on their pancreatic lipase inhibitory activity. In the present study, we have confirmed the authenticity of the notation based on the PTP1B inhibitory activity of farnesylated 2-arylbenzofurans. Specifically, two farnesylated 2-arylbenzofurans [morusalfurans B (2) and C (3)] showed strong inhibitory effects on PTP1B with IC50 values of 8.92 and 7.26 µM, respectively, which was significantly higher than that of the positive controls [sodium orthovanadate (IC50 = 15.10 µM) and ursolic acid (IC50 = 11.34 µM)]. Besides, two 2-arylbenzofurans [morusalfurans A (1) and F (6)], one flavonoid [morusalnol B (9)], and one geranylated stilbene [morusibene A (11)] exhibited PTP1B inhibition with IC50 values ranging from 11.02 to 26.56 µM. Kinetic studies revealed compounds 2, 3, 6, and 11 as mixed type PTP1B inhibitors, while 1 and 9 are known as noncompetitive. Molecular docking simulations demonstrated that these active compounds can bind with the respective catalytic or/and allosteric sites of PTP1B with negative binding energies and the results are in accordance with that of the kinetic studies. To the best of our knowledge, this is the first time, the PTP1B inhibitory activity of eleven compounds (1-11), as well as the mechanism of action underlying the effects on PTP1B enzyme of the active compounds, were investigated. In vitro and in silico results suggest that the farnesylated 2-arylbenzofurans from M. alba may potentially be utilized as an effective treatment therapy for type 2 diabetes mellitus and its associated complications.


Asunto(s)
Benzofuranos/farmacología , Hipoglucemiantes/farmacología , Morus/química , Extractos Vegetales/farmacología , Proteína Tirosina Fosfatasa no Receptora Tipo 1/antagonistas & inhibidores , Regulación Alostérica/efectos de los fármacos , Benzofuranos/química , Benzofuranos/aislamiento & purificación , Dominio Catalítico/efectos de los fármacos , Diabetes Mellitus Tipo 2/tratamiento farmacológico , Diabetes Mellitus Tipo 2/metabolismo , Pruebas de Enzimas , Humanos , Hipoglucemiantes/química , Hipoglucemiantes/aislamiento & purificación , Concentración 50 Inhibidora , Insulina/metabolismo , Cinética , Simulación del Acoplamiento Molecular , Corteza de la Planta/química , Extractos Vegetales/química , Extractos Vegetales/aislamiento & purificación , Raíces de Plantas/química , Prenilación , Proteína Tirosina Fosfatasa no Receptora Tipo 1/metabolismo
17.
Molecules ; 25(15)2020 Jul 30.
Artículo en Inglés | MEDLINE | ID: mdl-32751545

RESUMEN

Three new compounds, a dihydrobenzofuran (coumaran) derivative (compound 1) and two pterocarpans (compounds 2 and 3) were isolated from a root extract of Calicotome villosa growing wild in Corsica. Their structures were elucidated using 1D and 2D NMR spectroscopy and MS/MS as 2-(1-methylethenyl)-5-hydroxy-6-carbomethoxy-2,3-dihydro-benzofuran, 4,9-dihydroxy-3-methoxy-2-dimethylallylpterocarpan, and 4,9-dihydroxy-3',3'-dimethyl-2,3-pyranopterocarpan.


Asunto(s)
Benzofuranos/química , Fabaceae/química , Extractos Vegetales/química , Pterocarpanos/química , Benzofuranos/análisis , Benzofuranos/aislamiento & purificación , Resonancia Magnética Nuclear Biomolecular , Extractos Vegetales/análisis , Extractos Vegetales/aislamiento & purificación , Raíces de Plantas/química , Pterocarpanos/análisis , Pterocarpanos/aislamiento & purificación
18.
Fitoterapia ; 146: 104674, 2020 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-32561423

RESUMEN

Three new sesquiterpenoids (1-3) and four new benzofuran dimers (+)-4 and (-)-4, (+)-5 and (-)-5, and four known benzofuran dimers (+)-6 and (-)-6, (+)-7 and (-)-7 were isolated from the underground parts of Eupatorium chinense. The enantiomers of racemates (±)-4 ~ (±)-7 were separated by chiral HPLC columns, and their absolute configurations were determined by circular dichroism experiments. The structures of all new compounds were elucidated on the basis of their NMR, and MS data as well as by comparison with literature values. The all of the isolated compounds were tested in vitro for their cytotoxic activities against the Caski, MDA-MB-231 and HepG2 cancer cell lines.


Asunto(s)
Antineoplásicos Fitogénicos/farmacología , Benzofuranos/farmacología , Eupatorium/química , Sesquiterpenos/farmacología , Antineoplásicos Fitogénicos/aislamiento & purificación , Benzofuranos/aislamiento & purificación , China , Células Hep G2 , Humanos , Estructura Molecular , Fitoquímicos/aislamiento & purificación , Fitoquímicos/farmacología , Raíces de Plantas/química , Sesquiterpenos/aislamiento & purificación
19.
Behav Brain Res ; 389: 112601, 2020 07 01.
Artículo en Inglés | MEDLINE | ID: mdl-32361037

RESUMEN

Major Depressive Disorder (MDD) is a highly disabling condition and has been linked to increased inflammatory mediators. Hydroalcoholic extract from barks of Rapanea ferruginea (HEBRF) and the majoritary compounds-myrsinoic acid A (MAA) and B (MAB)-have been studied due to their anti-inflammatory potential, but there is no evidence about its antidepressant-like effects. This research investigated the HEBRF, MAA, and MAB antidepressant-like effect, besides the involvement of the monoaminergic system and MAO-A activity in the HEBRF antidepressant-like effect. HEBRF (50-300 mg/kg, p.o.), MAA (5-30 mg/kg, p.o.) or MAB (3-60 mg/kg, p.o.) were administrated to mice, and behavioral parameters were assessed using the tail suspension test (TST), splash test (ST) and open field test (OFT). The involvement of monoaminergic system in the HEBRF antidepressant-like effect was established through the pretreatment of mice with antagonists. The influence triggered by HEBRF in the monoamine oxidase A (MAO-A) activity was evaluated in the hippocampus (HIP) and prefrontal cortex (PFC) of mice. HEBRF (100-300 mg/kg) promoted antidepressant-like effect in the TST and augmented the total time of grooming in the ST, without compromising the locomotor activity. Pretreatment of mice with serotoninergic, dopaminergic, and noradrenergic antagonists, reversed the HEBRF antidepressant-like effect. Besides, HEBRF inhibited the MAO-A activity in the HIP and PFC. Moreover, MAA (5 mg/kg) and MAB (3 mg/kg) also promoted antidepressant-like and anti-anhedonic effects in mice. Data showed that monoaminergic system is involved in the HEBRF antidepressant-like effect, besides MAA and MAB possibly could be responsible for these pharmacological effects.


Asunto(s)
Alquenos/administración & dosificación , Antidepresivos/administración & dosificación , Conducta Animal/efectos de los fármacos , Benzofuranos/administración & dosificación , Monoaminas Biogénicas/metabolismo , Encéfalo/efectos de los fármacos , Encéfalo/metabolismo , Alquenos/aislamiento & purificación , Animales , Benzofuranos/aislamiento & purificación , Femenino , Ratones , Monoaminooxidasa/metabolismo , Extractos Vegetales/administración & dosificación , Extractos Vegetales/aislamiento & purificación
20.
Zhongguo Zhong Yao Za Zhi ; 45(4): 896-898, 2020 Feb.
Artículo en Chino | MEDLINE | ID: mdl-32237491

RESUMEN

A new isobenzoisofuran(1) has been isolated from the whole plant of Cassia pumila using various chromatographic techniques, including silica gel, Sephadex, MCI-gel resin, and RP-HPLC, and its structure was determined as 9-(2-hydroxyethyl)-2,2-dimethyl-2H-furo[3,4-g]chromen-6(8H)-one. This compound was also evaluated for its antibacterial activity. The results showed that it had prominent antibacterial activity with MIC_(90) value of(45.2±4.2) µg·mL~(-1) for methicillin resistant Staphylococcus aureus(MRSA) strain. This value was closed to that of levofloxacin [with MIC_(90) value(48.5±4.3) µg·mL~(-1)].


Asunto(s)
Antibacterianos/farmacología , Benzofuranos/farmacología , Cassia/química , Staphylococcus aureus Resistente a Meticilina/efectos de los fármacos , Antibacterianos/aislamiento & purificación , Benzofuranos/aislamiento & purificación , Levofloxacino , Pruebas de Sensibilidad Microbiana , Fitoquímicos/aislamiento & purificación , Fitoquímicos/farmacología , Plantas Medicinales/química
SELECCIÓN DE REFERENCIAS
DETALLE DE LA BÚSQUEDA