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1.
J Ethnopharmacol ; 264: 112915, 2021 Jan 10.
Artigo em Inglês | MEDLINE | ID: mdl-32360044

RESUMO

ETHNOPHARMACOLOGICAL RELEVANCE: The genus Stellera Linn. consists of species of perennial herbs and shrubs, and is mainly distributed in the temperate regions of east Asia to west Asia. There are 10∼12 species in the world, two species in China: Stellera chamaejasme Linn. and Stellera formosana Hayata ex Li. As recorded, the roots of Stellera species are used to dissipate phlegm and relieve pain. The roots and the barks can be used for papermaking. AIM OF THIS REVIEW: This review aims to summarize the ethnopharmacological uses, chemical constituents, pharmacological activities, clinical applications and toxicology of the genus Stellera to better understand their therapeutic potential in the future. MATERIALS AND METHODS: The relevant information of the genus Stellera was collected from scientific databases (Pubmed, ACS website, SciFinder Scholar, Elsevier, Google Scholar, Web of Science and CNKI). Information was also gathered from 'Flora Republicae Popularis Sinicae (〈〈〉〉)', folk records, conference papers on ethnopharmacology, Ph.D. and Masters' Dissertation. RESULTS: Stellera plants have been studied as traditional folk medicines all around the world. The chemical constituents of Stellera species mainly comprise terpenoids, flavonoids, coumarins, lignans, and so on. Extracts and compounds of Stellera species exhibit extensive pharmacological activities, such as anti-tumor, anti-viral, anti-convulsive, anti-epileptic, anti-bacterial and anti-insect activities, etc. Clinical applications have suggested that the genus Stellera has the effects in treating several skin diseases and cancers, however, the results should be further verification. The genus Stellera plants are toxic and should be used reasonable. CONCLUSION: This paper reviewed the ethnopharmacological uses, chemical constituents, pharmacology, clinical applications and toxicology of the genus Stellera. The genus Stellera has broad application prospects. However, further in-depth studies are needed to determine the medical uses of the genus and its chemical constituents, pharmacological activities, clinical applications and toxicology.

2.
Phytochemistry ; 177: 112428, 2020 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-32535346

RESUMO

Erythrosides A-G, seven undescribed oleanane-type triterpenoid saponins, were isolated from the seeds of Erythrophleum fordii. Their structures with absolute configurations were determined by extensive spectroscopic analysis including one-dimensional [1D] and two-dimensional [2D] nuclear magnetic resonance [NMR], high-resolution electrospray ionization mass spectroscopy [HR-ESI-MS] analysis, and chemical methods. Erythrosides A-G featured a diverse oligosaccharide chain containing 4-6 pentoses or hexoses at C-3 and a monoterpenic acid or a (E)-cinnamic acid unit at the C-21 position. Of particular interest, erythrosides A-C, E and F contained a rare alpha xylose in their sugar chains. The bioassay results indicated that erythrosides A-C showed moderate cytotoxic activities against human lung cancer cell line PC9 with IC50 values of 13.14, 16.67 and 17.59 µM, respectively (the positive control, Taxol, IC50 = 0.60 nM).


Assuntos
Antineoplásicos Fitogênicos , Fabaceae , Saponinas , Triterpenos , Humanos , Estrutura Molecular , Sementes
3.
Neurochem Int ; 136: 104731, 2020 06.
Artigo em Inglês | MEDLINE | ID: mdl-32201280

RESUMO

Increasing evidences support that glial connexins are involved in the demyelination pathology of multiple sclerosis (MS), a chronic inflammatory demyelinating disorder. Here, we review the data from patients with MS and animal models of MS that implicate connexins in demyelination. Connexins expressed in oligodendrocytes and astrocytes show diverse changes at the different phases of MS. Loss of oligodendrocyte or astrocyte connexins contributes to demyelination and exaggerates the pathology of MS. Channel-dependent and -independent connexins are involved in the pathology of demyelination, which is related with myelin integrity, metabolic homeostasis, the brain-blood barrier, the immune cell infiltration, and the inflammatory response. A comprehensive understanding of connexin function in demyelination may provide new therapeutic targets for MS.

4.
Phytochemistry ; 171: 112232, 2020 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-31911266

RESUMO

Corni Fructus, also known as the fruit of Cornus officinalis Sieb. et Zucc., has long been used as a traditional Chinese medicine and is widely consumed as a nutritional food in the form of function drink and wine. Recently, Corni Fructus has attracted considerable interest because of its anti-diabetic effects. A systematic phytochemical investigation of Corni Fructus was performed to find anti-diabetic components, which led to the isolation of 10 unreported iridoid glycosides, cornusdiglycosides A-J (1-8, 9a/9b and 10a/10b). Their chemical structures were determined through spectroscopic analysis (ultraviolet [UV], infrared [IR], high-resolution electrospray ionisation mass spectroscopy [HRESIMS], one-dimensional [1D] and two-dimensional [2D] nuclear magnetic resonance [NMR]). Such morroniside-type diglycosides were first reported from natural sources, and all isolates were evaluated for α-glucosidase inhibitory activity. The results showed that all compounds (1-10) exhibited α-glucosidase (from Saccharomyces cerevisiae) inhibitory activities with IC50 values ranging from 78.9 ± 4.09 to 162.2 ± 9.17 µM, whereas acarbose, the positive control, displayed α-glucosidase inhibitory activity with IC50 value of 118.9 ± 7.89 µM.


Assuntos
Cornus/química , Inibidores de Glicosídeo Hidrolases/farmacologia , Glicosídeos/farmacologia , Glucosídeos Iridoides/farmacologia , Compostos Fitoquímicos/farmacologia , alfa-Glucosidases/metabolismo , Inibidores de Glicosídeo Hidrolases/química , Inibidores de Glicosídeo Hidrolases/isolamento & purificação , Glicosídeos/química , Glicosídeos/isolamento & purificação , Humanos , Glucosídeos Iridoides/química , Glucosídeos Iridoides/isolamento & purificação , Conformação Molecular , Compostos Fitoquímicos/química , Compostos Fitoquímicos/isolamento & purificação
5.
Chem Biodivers ; 16(11): e1900421, 2019 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-31487435

RESUMO

Phytochemical study on the fruit of Cornus officinalis Sieb. et Zucc. yielded two new iridoid glucosides, named cornusglucoside A (1) and cornusglucoside B (2). The structures of 1 and 2 were elucidated via comprehensive NMR and HR-ESI-MS data analysis. Additionally, their inhibitory effects on IL-6-induced STAT3 activation were assessed.


Assuntos
Cornus/química , Frutas/química , Glucosídeos Iridoides/isolamento & purificação , Células Hep G2 , Humanos , Interleucina-6/antagonistas & inibidores , Interleucina-6/metabolismo , Glucosídeos Iridoides/química , Glucosídeos Iridoides/farmacologia , Conformação Molecular , Fator de Transcrição STAT3/antagonistas & inibidores , Fator de Transcrição STAT3/metabolismo
6.
Front Pharmacol ; 10: 409, 2019.
Artigo em Inglês | MEDLINE | ID: mdl-31068813

RESUMO

Corni fructus, the fruit of Cornus officinalis Sieb. et Zucc., has been used as a tonic for the kidney in China for thousands of years. Loganin is one of the major constituents derived from Corni fructus. In this study, we revealed the sedative and hypnotic activity of loganin and investigated its mechanisms for the first time. Pentobarbital-induced sleep test and insomnia mice models [induced by caffeine and p-chlorophenylalanine (PCPA)] were used for the assessment of sedative and hypnotic effects of loganin. It was found that loganin (20-50 mg/kg) exerted sedative effect in normal mice. Loganin exhibited hypnotic effect by increasing sleep onset and sleep duration in pentobarbital-treated mice, recovering PCPA-induced insomnia and exerting synergistic hypnosis effect with 5-HTP. In addition, electroencephalograph (EEG) and electromyography (EMG) recordings of rats showed that loganin (35 mg/kg) prolonged the ratio of non-rapid eye movement (NREM) sleep and shortened wakefulness significantly, further immunohistochemistry showed that loganin (35 mg/kg) increased c-Fos expression in GABAergic neurons of rats in the ventrolateral preoptic nucleus (VLPO). The levels of norepinephrine (NE), dopamine (DA), serotonin (5-HT) and its metabolite were measured in the hippocampus, prefrontal cortex and striatum of mice, 1 h after loganin (35 mg/kg) treatment. 5-HT, 5-HIAA/5-HT, DA, and DOPAC were decreased significantly in the prefrontal cortex. In conclusion, these results indicated that loganin produced beneficial sedative and hypnotic activity, which might be mainly mediated by modification of the serotonergic system and GABAergic neurons.

7.
Chem Biodivers ; 16(4): e1900004, 2019 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-30784185

RESUMO

Three new withanolides (1-3), named as daturanolide A-C, along with six known withanolides (4-9) were isolated from the flowers of Datura metel L. Their structures with absolute configurations were elucidated by a series of spectroscopic methods, electronic circular dichroism (ECD) analyses, and X-ray crystallography. All the isolates were evaluated for cytotoxicity against five human cancer cell lines (HCT116, U87-MG, NCI-H460, BGC823, and HepG2), and 6 exhibited marked cytotoxicity.


Assuntos
Antineoplásicos Fitogênicos/farmacologia , Datura metel/química , Medicamentos de Ervas Chinesas/farmacologia , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/isolamento & purificação , Linhagem Celular Tumoral , Proliferação de Células/efeitos dos fármacos , Cristalografia por Raios X , Relação Dose-Resposta a Droga , Ensaios de Seleção de Medicamentos Antitumorais , Medicamentos de Ervas Chinesas/química , Medicamentos de Ervas Chinesas/isolamento & purificação , Flores/química , Humanos , Medicina Tradicional Chinesa , Modelos Moleculares , Estrutura Molecular , Relação Estrutura-Atividade
8.
Org Biomol Chem ; 17(10): 2721-2724, 2019 03 06.
Artigo em Inglês | MEDLINE | ID: mdl-30775763

RESUMO

Fischeriana A (1), a new meroterpenoid with a rare carbon skeleton, along with one of its known biosynthesis-related compounds 2,4-dihydroxy-6-methoxyacetophenone (2) and two known ent-abietane-type diterpenoids (3-4), were isolated from the roots of Euphorbia fischeriana. Their structures, including the stereochemistry, were elucidated using comprehensive spectroscopic methods, single-crystal X-ray diffraction, and electronic circular dichroism analysis. Compound 1 was found to be made up of an unusual heptacyclic ring system (6/6/5/5/5/6/6) featuring a modified ent-abietane diterpene with a phloroglucinol moiety. A possible biogenetic pathway for 1 was proposed. Compound 1 exhibited marked anti-tumor activities against the HepG2 cell line.


Assuntos
Carbono/química , Diterpenos/química , Diterpenos/farmacologia , Euphorbia/química , Raízes de Plantas/química , Compostos Policíclicos/química , Antineoplásicos/química , Antineoplásicos/farmacologia , Células Hep G2 , Humanos
9.
Bioorg Chem ; 82: 1-5, 2019 02.
Artigo em Inglês | MEDLINE | ID: mdl-30267969

RESUMO

Five novel and rare cadinane-type sesquiterpene glycosides, cornucadinoside A-E (1-5) were isolated from water extract of the fruit of Cornus officinalis Sieb. et Zuuc.. The new chemical structures, together with their absolute configurations, were elucidated on the basis of extensive spectroscopic analysis, including a comparison of their experimental and calculated electronic circular dichroism (ECD) spectra. Their structures, which possess a naphthalene skeleton, are the first report on the occurrence of cadinane sesquiterpene glycosides in Cornus. Additionally, all the compounds exhibited marked α-glucosidase inhibitory activity except for 3in vitro.


Assuntos
Cornus/química , Frutas/química , Inibidores de Glicosídeo Hidrolases/química , Glicosídeos/química , Sesquiterpenos/química , Dicroísmo Circular , Inibidores de Glicosídeo Hidrolases/isolamento & purificação , Glicosídeos/isolamento & purificação , Naftalenos/química , Naftalenos/isolamento & purificação , Sesquiterpenos/isolamento & purificação
10.
Zhongguo Zhong Yao Za Zhi ; 43(21): 4264-4266, 2018 Nov.
Artigo em Chinês | MEDLINE | ID: mdl-30583627

RESUMO

To investigate the chemical compounds from the ripe fruit of Cornus officinalis, a new phenylpropanoid glycoside 1-O-(6'-O-p-hydroxybenzoyl-ß-D-glucopyranosyl)-p-phenylpropanol, named cornuphenylpropanoid A (1), were separated and purified by D101 macroporous resin, silica gel and ODS column chromatography. Its structure was extensively determined on basis of ¹H-NMR, ¹³C-NMR, DEPT, HSQC, HMBC and HR-ESI-MS spectroscopic data.


Assuntos
Cornus/química , Frutas/química , Glicosídeos/química , Glicosídeos/isolamento & purificação , Estrutura Molecular , Compostos Fitoquímicos/química , Compostos Fitoquímicos/isolamento & purificação
11.
Zhongguo Zhong Yao Za Zhi ; 43(8): 1649-1653, 2018 Apr.
Artigo em Chinês | MEDLINE | ID: mdl-29751712

RESUMO

To investigate the chemical compounds from the rhizome of Stellera chamaejasme, nine lignans, including stellerachamin A (1), 8-hydroxypluviatolide (2), wikstromol (3), pinoresinol (4), matairesinol (5), dextrobursehernin (6), hinokinin(7), (-)-glaberide I (8) and (-) medioresinol (9) were isolated by various chromatographic methods. Their structures were extensively determined on basis of MS and NMR spectroscopic data analysis. Among them, compound 1 was a new lignan, and compounds 2 and 7 were isolated from Thymelaeaceae for the first time.


Assuntos
Thymelaeaceae , Lignanas , Estrutura Molecular , Rizoma
12.
Fitoterapia ; 125: 240-244, 2018 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-29217189

RESUMO

A rare C12-norabietane diterpene racemate (1) and a new abietane diterpene alkaloid (2) were isolated from the roots of Salvia miltiorrhiza Bunge. Their structures were established by comprehensive spectroscopic analyses, and 1 was successfully resolved by chiral HPLC, demonstrating that 1 is racemic. The absolute configurations of 1a [(+)-miltiorolide A], 1b [(-)-miltiorolide A], and 2 were determined using TDDFT-ECD calculations. 1a and 1b are the first examples of enantiomeric C12-norabietane diterpenes featuring an isobutylene with a tetrahydronaphthalene-butyrolactone ring system. The cytotoxic activities of the isolates (1 and 2) were evaluated against three human cancer cell lines BEL-7402, HT-29 and PANC-28. A plausible biogenetic pathway of 1 was also proposed.


Assuntos
Abietanos/química , Alcaloides/química , Salvia miltiorrhiza/química , Abietanos/isolamento & purificação , Alcaloides/isolamento & purificação , Linhagem Celular Tumoral , China , Humanos , Estrutura Molecular , Raízes de Plantas/química
13.
J Nat Prod ; 80(12): 3103-3111, 2017 12 22.
Artigo em Inglês | MEDLINE | ID: mdl-29140705

RESUMO

Fifteen new and rare iridoid glucoside dimers, cornusides A-O (1-15), and 10 known iridoid glucosides (16-25) were isolated from the fruit of Cornus officinalis. These new chemical structures were established through spectroscopic analysis (UV, IR, HRESIMS, 1D and 2D NMR). Compounds 1-25 were tested for their inhibitory activities by measuring IL-6-induced STAT3 promoter activity in HepG2 cells, and 3, 12, 17, 22, and 23 showed inhibitory effects, with IC50 values of 11.9, 12.2, 14.0, 7.0, and 6.9 µM, respectively.


Assuntos
Cornus/química , Frutas/química , Glucosídeos/química , Glucosídeos Iridoides/química , Iridoides/química , Piranos/química , Extratos Vegetais/química
14.
Fitoterapia ; 120: 136-141, 2017 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-28596026

RESUMO

Four new and rare iridoid glucosides, cornusfuroside A-D (1-4), containing the furan ring were identified from water extract of the fruit of Cornus officinalis. These new chemical structures were determined through extensive spectroscopic analysis, including 1D and 2D NMR, IR, HRESIMS, experimental and calculated electronic circular dichroism (ECD). Notably, this study is the first report on the isolation of four iridoid glucoside structures with acetal functions in the sugar moiety. The neuroprotective effects of these compounds were also evaluated in vitro.


Assuntos
Cornus/química , Frutas/química , Glucosídeos Iridoides/química , Fármacos Neuroprotetores/química , Animais , Glucosídeos Iridoides/isolamento & purificação , Estrutura Molecular , Fármacos Neuroprotetores/isolamento & purificação , Células PC12 , Ratos
15.
Zhongguo Zhong Yao Za Zhi ; 41(10): 1880-1883, 2016 May.
Artigo em Chinês | MEDLINE | ID: mdl-28895337

RESUMO

Immunogenic antigen (jujuboside A-BSA) and coating antigen (jujuboside A-OVA) of jujuboside A were synthesized by sodium periodate oxidation method for the first time. Jujuboside A artificial antigen was confirmed by matrix-assisted laser desorption ionization/time-of-flight mass spectrometry (MALDI-TOF-MS). The titer and specificity of the antibody in serum of immunized mice were detected by enzyme-linked immunosorbent assay (ELISA). The corrected relation curve of inhibition rate showed that the antibody against Jujuboside A obtained from immunized mice could bind to jujuboside A and the titer was up to 1∶4 000. The jujuboside A artificial antigen was synthesized, which can be used further to preparation of monoclonal antibody and the pharmacokinetics study of jujuboside A in laboratory animals.


Assuntos
Antígenos/química , Saponinas/síntese química , Animais , Ensaio de Imunoadsorção Enzimática , Camundongos , Espectrometria de Massas por Ionização e Dessorção a Laser Assistida por Matriz
16.
Zhongguo Zhong Yao Za Zhi ; 41(24): 4605-4609, 2016 Dec.
Artigo em Chinês | MEDLINE | ID: mdl-28936844

RESUMO

To investigate the chemical compounds from the fruit of Cornus officinalis, six compounds were isolated and determined by extensive spectroscopic analysis as 6'-O-acetyl-7α-O-ethyl morroniside (1), (-)-isolariciresinol 3α-O-ß-D-glucopyranoside(2), apigenin (3), cirsiumaldehyde(4), p-coumaric acid (5), caffeic acid (6). Compound 1 was a new iridoid glucoside,and compounds 2-4 were obtained from the Cornus genus for the first time. Compounds 2-6 were evaluated for the viability of PC12 cells when exposed in conditions of oxygen and glucose deprivation. The MTT results showed that compound 4 increased cell viability moderately in OGD/R treated PC12 cells at the concentration of 1.0 µmol•L⁻¹.


Assuntos
Cornus/química , Frutas/química , Compostos Fitoquímicos/isolamento & purificação , Extratos Vegetais/química , Animais , Glicosídeos Iridoides/química , Glicosídeos Iridoides/isolamento & purificação , Células PC12 , Compostos Fitoquímicos/química , Ratos
17.
Zhongguo Zhong Yao Za Zhi ; 40(13): 2612-6, 2015 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-26697687

RESUMO

To investigate the chemical compounds from the twigs of Euonymus alatus, nine compounds were isolated and identified as(+)-delta(2,11)-enaminousnic acid(1), 11-keto-beta-boswellic acid(2), acetyl 11-keto-beta-boswellic acid(3), camaldulenic acid(4), betulinic acid(5), 6beta-hydroxy-stigmast-4-en-3-one(6), 5-hydroxy-6,7-dimethoxyflavone(7), ethyl 2,4-dihydroxy-6-methylbenzoate(8), 4,4'-dimethoxy-1,1'-biphenyl(9). Their structures were elucidated by extensive spectroscopic analysis. Among them, compound 1 was a new natural product. Compounds 2-4 and 7-9 were obtained from the Euonymus genus for the first time. In vitro study showed that compounds 2 and 3 showed significant anti-tumor activities to BEL-7402 and HCT-8 at the concentration of 10 mg x L(-1). The inhibition rate of compound 2 was 61.78% and 68.29%, whereas the inhibition rate of compound 3 had reached to 70.91% and 84.07%.


Assuntos
Antineoplásicos Fitogênicos/isolamento & purificação , Euonymus/química , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/farmacologia , Linhagem Celular Tumoral , Humanos
18.
Zhongguo Zhong Yao Za Zhi ; 40(7): 1287-90, 2015 Apr.
Artigo em Chinês | MEDLINE | ID: mdl-26281548

RESUMO

The method of monoclonal antibody-based immunoassay has a great importance in the study of quality control of traditional Chinese medicine (TCM) and detection of trace components in vivo animals. Synthesis of small molecule artificial antigen is the prerequisite for the establishment of this method. In present study, catalpol-BSA was synthesized by sodium periodate oxidation method. Matrix-assisted laser desorption ionization-time-of-flight mass spectrometry ( MALDI-TOF-MS) and molecular exclusion chromatography showed that catalpol was successfully conjugated with BSA. The mice could specifically produce anti-catalpol antibodies with titer up to 1:8000. The artificial antigen of catalpol was successfully synthesized.


Assuntos
Antígenos/imunologia , Glucosídeos Iridoides/imunologia , Animais , Anticorpos/imunologia , Antígenos/química , Imunoensaio , Glucosídeos Iridoides/química , Masculino , Medicina Tradicional Chinesa , Camundongos , Camundongos Endogâmicos BALB C , Soroalbumina Bovina/química , Soroalbumina Bovina/imunologia
19.
Zhongguo Zhong Yao Za Zhi ; 40(7): 1316-9, 2015 Apr.
Artigo em Chinês | MEDLINE | ID: mdl-26281554

RESUMO

A new benzaldehyde, 3-hydroxy-4-(4-(2-hydroxyethyl) phenoxy) henzaldehyde(1), together with six known compounds, including isovanillic acid(2), pyrocatechol(3), glutinosalactone A(4), chrysoeriol(5), apigenin(6) and luteolin(7) were isolated from aerial part of Rehmannia glutinosa. The compounds were isolated by macroporous resin, silica gel, Sephadex LH-20 and HPLC chromatographies. The chemical structures of 1-7 were elucidated on the basis of spectral analysis (MS, 1D NMR and 2D NMR).


Assuntos
Benzaldeídos/química , Medicamentos de Ervas Chinesas/química , Componentes Aéreos da Planta/química , Rehmannia/química , Benzaldeídos/isolamento & purificação , Medicamentos de Ervas Chinesas/isolamento & purificação , Estrutura Molecular , Espectrometria de Massas por Ionização por Electrospray
20.
J Asian Nat Prod Res ; 17(5): 541-9, 2015 May.
Artigo em Inglês | MEDLINE | ID: mdl-26022233

RESUMO

Three new cyathane diterpenoids, cyathin W (1), cyathin V (2), and cyathin T (3), were isolated from the solid culture of Cyathus africanus. The structures and configurations of these new compounds were elucidated on the basis of comprehensive spectroscopic analysis including 1D NMR, 2D NMR (HSQC, HMBC, NOESY), and HR-ESI-MS experiments. Compounds 1 and 3 showed moderate inhibition against nitric oxide production in lipopolysaccaride-activated macrophages with IC50 value of 80.07 and 88.87 µM, respectively. In cytotoxicity assay, compound 1 showed weak cytotoxicity against K562 cell line with IC50 value of 12.1 µM.


Assuntos
Antineoplásicos/isolamento & purificação , Cyathus/química , Diterpenos/isolamento & purificação , Animais , Antineoplásicos/química , Antineoplásicos/farmacologia , Diterpenos/química , Diterpenos/farmacologia , Ensaios de Seleção de Medicamentos Antitumorais , Humanos , Células K562 , Lipopolissacarídeos/farmacologia , Macrófagos/efeitos dos fármacos , Camundongos , Estrutura Molecular , Óxido Nítrico/biossíntese , Ressonância Magnética Nuclear Biomolecular
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