RESUMO
Coumarinlignan (1), possessing a unique coumarin-containing lignan skeleton, was isolated from the stems of Kadsura heteroclita. Its structure and absolute configuration were determined by spectroscopic techniques, especially 2D NMR and X-ray crystallographic data analyses. The proposed biosynthetic pathway is discussed. This new compound showed good anti-HBV activity against HBeAg and HBsAg, and moderate anti-fibrotic and neuroprotective activities.
Assuntos
Antivirais/farmacologia , Cumarínicos/farmacologia , Vírus da Hepatite B/efeitos dos fármacos , Kadsura/química , Lignanas/farmacologia , Fármacos Neuroprotetores/farmacologia , Caules de Planta/química , Animais , Antivirais/química , Antivirais/isolamento & purificação , Linhagem Celular , Cumarínicos/química , Cumarínicos/isolamento & purificação , Cristalografia por Raios X , Relação Dose-Resposta a Droga , Antígenos de Superfície da Hepatite B/efeitos dos fármacos , Antígenos E da Hepatite B/efeitos dos fármacos , Humanos , Lignanas/química , Lignanas/isolamento & purificação , Testes de Sensibilidade Microbiana , Modelos Moleculares , Estrutura Molecular , Neurônios/efeitos dos fármacos , Fármacos Neuroprotetores/química , Fármacos Neuroprotetores/isolamento & purificação , Células PC12 , Ratos , Relação Estrutura-AtividadeRESUMO
OBJECTIVE: To establish an HPLC fingerprint of ethanol extract of QingGuangAn, and to determine the contents of paeoniflorin and calycosin-7-glucosid. METHODS: HPLC analysis was performed on an Agilent 1260 Infinity LC system and carried out at 35 degrees C on a column of GRACE Alltima C18 (250 mm x 4.6 mm, 5 µm). A binary gradient elution system was composed of acetonitrile (phase A) and water solution (phase B). Detection was performed at the wavelength of 254 nm, the mobile flow rate was 0.8 mL/min. A matrix including 20 variations (characteristic peaks area) and 10 samples was constructed for similarity evaluation. RESULTS: The results showed that the collected samples had a good similarity. A specificity fingerprint was produced and 20 characteristic peaks were designated. The content of paeoniflorin and calycosin-7-glucosid was 0.368 and 0.049 mg/g, respectively. CONCLUSION: It is a reliable, available and quick method for quality control of QingGuangAn,which provides some reference for the comparison of different extracting methods of QingGuangAn and the differences of pharmacodynamic.
Assuntos
Medicamentos de Ervas Chinesas/química , Glucosídeos/análise , Isoflavonas/análise , Monoterpenos/análise , Cromatografia Líquida de Alta Pressão , Controle de QualidadeRESUMO
OBJECTIVE: To study the chemical constituents of Pileostegia viburnoides var. glabrescens. METHODS: The compounds were isolated and purified by various techniques. Their structures were determined by physicochemical properties and spectral analysis. RESULTS: Five compounds were isolated and identified as friedelin (1), beta-sitosterol (2), umbelliferone (3), daucosterol (4) and skimmin (5). CONCLUSION: All the compounds were isolated from this genus for the first time.
Assuntos
Saxifragaceae/química , Sitosteroides/isolamento & purificação , Triterpenos/isolamento & purificação , Umbeliferonas/isolamento & purificação , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Sitosteroides/química , Triterpenos/química , Umbeliferonas/químicaRESUMO
OBJECTIVE: To analyze the chemical constituents of volatile oil from the rhizomes and leaves of Pileostegia viburnoides var. glabrescens by GC-MS. METHODS: The volatile oil was extracted from the rhizomes and leaves of Pileostegia viburnoides var. glabrescens by steam distillation. The constituents of volatile oil were identified by GC-MS technology. RESULTS: 37 compounds were identified from the oil of rhizomes. 36 compounds were identified from the oil of leaves. The rhizomes and leaves volatile oil had 18 compounds in common. CONCLUSION: This study is the first one to report the volatile components of Pileostegia viburnoides var. glabrescens. It can provide a scientific basis for rational use of the rhizomes and leaves of Pileostegia viburnoides var. glabrescens.
Assuntos
Monoterpenos/análise , Óleos Voláteis/isolamento & purificação , Folhas de Planta/química , Rizoma/química , Saxifragaceae/química , Cromatografia Gasosa-Espectrometria de Massas , Ácido Mirístico/análise , Óleos Voláteis/química , Fitol/análise , Plantas Medicinais/química , VaporRESUMO
Five new glycosides including mimenghuasu A and B (1-2), isolinarin (3), cyclocitralosides A and B (4-5), along with forty-seven known compounds were isolated from the flower buds of Buddleja officinalis. These structures were elucidated by extensive spectroscopic analysis (UV, IR, 1 D, 2 D NMR, and MS spectra). The anti-inflammatory activities of the isolated compounds were determined by enzyme-linked immunosorbent assay (ELISA) on the expression of TNF-α (LPS-activated RAW264.7 cells) and MTT experiment on LPS-induced HUVECs proliferation effects. Good suppressive effects on the expression of TNF-α were shown by 4 and 5 with IC50 values of 19.35 and 22.10 µM, respectively, compared to positive control indomethacin (IC50 16.40 µM). In addition to this, some isolated compounds exhibited excellent antioxidant activities including compounds 16, 18, 29, 39, and 47 (IC50 µM: 82.59, 72.94, 33.65, 46.67, and 20.81, respectively) with almost the same or stronger potency with reference to vitamin C as positive control (IC50 81.83 µM).
Assuntos
Buddleja , Anti-Inflamatórios/química , Antioxidantes/química , Buddleja/química , Flores/química , Lipopolissacarídeos/farmacologia , Extratos Vegetais/química , Fator de Necrose Tumoral alfaRESUMO
Two new ditetrahydrofuran lignans, named sieverlignans A and B (1 and 2), together with six known ones (3-8), were isolated from the aerial parts of Artemisia sieversiana. Their structures were established on the basis of spectroscopic analysis including HRMS, NMR spectra and circular dichroism experiments. All the compounds were evaluated for their anti-neuroinflammatory effects on the lipopolysaccharides (LPS)-induced nitric oxide production in BV-2 murine microglial cells. Compound 2 exhibited the significant activity with its IC50 value of 11.9 ± 0.8 µM, respectively, compared to a positive control quercetin with its IC50 value of 16.0 ± 1.1 µM.
Assuntos
Artemisia , Lignanas , Animais , Lignanas/farmacologia , Lipopolissacarídeos/farmacologia , Camundongos , Microglia , Estrutura Molecular , Óxido NítricoRESUMO
Phytochemical investigation of the roots and rhizomes of Pileostegia viburnoides var. glabrescens led to the isolation and identification of 31 compounds (1-31), 25 of which (1-2, 4-7, 9-12, 15-18, 21-31) were isolated from the Pileostegia genus for the first time. 7α-Hydroxyfriedelan-3-one-26-ol-29-oic acid (1) is a new friedelane-type triterpene. The structure of n-butyl-ß-D-fructopyranoside (2) was determined by single-crystal X-ray diffraction. Compounds 4 and 12 displayed marginal cytotoxicity against the P388 murine leukemia cell line with IC50 values of 13.4 µM and 25.0 µM, respectively. Compound 23 exhibited marginal anti-inflammatory activity by the inhibition of lipopolysaccharide induced nitric oxide production in RAW 264.7 macrophage cells, with an IC50 value of 32.0 µM. Compounds 3, 8-10, 25, and 27 were phytotoxic to the dicot Lactuca sativa (lettuce) and/or the monocot Agrostis stolonifera (bentgrass).
Assuntos
Raízes de Plantas/química , Rizoma/química , Saxifragaceae/química , Triterpenos/química , Animais , Anti-Inflamatórios/química , Anti-Inflamatórios/farmacologia , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/farmacologia , Linhagem Celular Tumoral , Sobrevivência Celular , Biologia Computacional , Herbicidas/química , Herbicidas/farmacologia , Lactuca/efeitos dos fármacos , Camundongos , Estrutura Molecular , Sementes/efeitos dos fármacos , Triterpenos/farmacologiaRESUMO
Two new bicyclic sesquiterpenes, namely 6α,9α-dihydroxycadinan-4-en-3-one (1) and guai-3-en-10α-ol (2), together with one known sesquiterpene were isolated from the stems of Kadsura heteroclita, which is a Tujia ethnomedicine called 'Xue Tong'. Their structures were elucidated by using spectroscopic analyses and by comparing the NMR data with those reported previously.