RESUMEN
Three new indole diketopiperazines, ochrolines A-C (1-3), along with three known compounds (4-6), were isolated and identified from the EtOAc extract of the solid fermentation of Bionectria ochroleuca SLJB-2. Notably, compound 1 featured a natural rarely-occurring caged skeleton with a 6/5/6/7 heterotetracyclic bridged ring system. The structures including absolute configurations of 1-3 were fully accomplished by extensive spectroscopic analyses, DFT GIAO 13C NMR and electronic circular dichroism (ECD) calculations. The plausible biogenetic pathways of these new indole diketopiperazines were also proposed. Moreover, the cytotoxic activity screening revealed that compound 2 exhibited moderate inhibitory effect against A549 with inhibition rate of 57.44% at the concentration of 50 µM and compound 1 exhibited mild inhibitory activities against A549, Hela and MCF-7.
Asunto(s)
Dicetopiperazinas , Hypocreales , Dicetopiperazinas/química , Estructura Molecular , Hongos , Hypocreales/química , Indoles/farmacologíaRESUMEN
Two new lignans, noreucol A (1) and (+)-epicycloolivil (2), along with seven known compounds (3-9) were isolated from the aqueous extract of Eucommia ulmoides Oliver. Compound 1 was a new norlignan and 2 was an epimer at C-7 of (+)-cycloolivil (3). Their structures were elucidated by spectroscopic methods, and the absolute configurations of new compounds were determined by conformational analysis and DFT theoretic electronic circular dichroism spectra calculations. In addition, the neuroprotective activity of compounds 1-3 against glutamate-induced HT-22 cells injury were evaluated, and only compound 1 exhibited moderate effect at the concentrations ranging from 10 â¼ 50 µM.
Asunto(s)
Medicamentos Herbarios Chinos , Eucommiaceae , Lignanos , Lignanos/farmacologíaRESUMEN
Three new biflavones, apigenin-(3',8â³)-chrysin (1), (2S)-2,3-Dihydroametoflavone 5,4'-dimethyl ether (2), and (2S)-5â³,7â³-Dihydroxy-2â³-phenoxychromonyl-(4'â³,3')-naringenin (3), together with seven known biflavones (4-10) were isolated from the 75% EtOH extract of Selaginella doederleinii. The structures of new compounds were established by application of spectroscopic methods, including 1D and 2D NMR, HRMS, and CD measurements. In addition, all new compounds were evaluated for their cytotoxic potential against three human cancer cell lines A549, MCF-7, and SMMC-7721 in vitro. Compound 2 exhibited potent cytotoxic activity with IC50 values ranging from 6.35 to 10.18 µM.
Asunto(s)
Flavonas/farmacología , Selaginellaceae/química , Antineoplásicos/química , Antineoplásicos/farmacología , Apigenina/química , Apigenina/farmacología , Muerte Celular/efectos de los fármacos , Línea Celular Tumoral , Flavanonas/química , Flavonas/química , Flavonoides/química , Flavonoides/farmacología , Humanos , Espectroscopía de Resonancia Magnética , Extractos Vegetales/químicaRESUMEN
Mulberry leaf, an important traditional Chinese medicine, possesses many biological activities, including effects of anti-obesity. However, which constituents of mulberry leaf are responsible for its anti-adipogenic action is unclear. This study primarily investigated the chemical constituents from mulberry leaf and their bioactivity on the proliferation and differentiation of 3T3-L1 preadipocytes. A new flavane derivative, (2S)-4'-hydroxy-7-methoxy-8-prenylflavan (1), together with twelve known compounds including three flavanes (2-4), three chalcones (5-7), two flavones (8-9), two benzofurans (10-11) and two coumarin (12-13) was isolated from mulberry leaf. The structure of the new compound was elucidated by various spectroscopic methods including UV, HR-ESI-MS, (1)H and (13)C NMR and CD. The results of activity screening showed that compound 2, 6 and 7 inhibited the proliferation and differentiation of 3T3-L1 preadipocytes.
Asunto(s)
Adipocitos/química , Diferenciación Celular/efectos de los fármacos , Morus/química , Células 3T3-L1 , Animales , Proliferación Celular/efectos de los fármacos , Ratones , Estructura Molecular , Hojas de la Planta/químicaRESUMEN
Two new triterpenoids, (24R/S)-24-hydroxy-3α 10α-epoxy-9-eip-cucurbita-25-ene (1a, b), as well as six known compounds (3-8), were isolated from the extraction of Fructus Viticis Negundo. Their structures were established on the basis of spectral analysis. In addition, all the compounds were tested for inhibitory effect against K-562 and A-549 cell lines.
Asunto(s)
Antineoplásicos Fitogénicos/uso terapéutico , Medicamentos Herbarios Chinos/uso terapéutico , Neoplasias/tratamiento farmacológico , Fitoterapia , Triterpenos/uso terapéutico , Vitex/química , Antineoplásicos Fitogénicos/química , Antineoplásicos Fitogénicos/aislamiento & purificación , Antineoplásicos Fitogénicos/farmacología , Medicamentos Herbarios Chinos/química , Medicamentos Herbarios Chinos/farmacología , Frutas , Humanos , Interacciones Hidrofóbicas e Hidrofílicas , Células K562 , Triterpenos/química , Triterpenos/aislamiento & purificación , Triterpenos/farmacologíaRESUMEN
OBJECTIVE: To develop an HPLC method for the quantification of six active components in three species (Swertia davidi, S. nervosa and S. mussotii) . METHOD: The determination was performed on a Hypersil BDS colunm (4. 6 mm x 200 mm, 5 microm). Acetonitrile and 0.5% phosphoric acid solution were used as the mobile phases with a gradient elution. The flow rate was 1.0 mL x min(-1). The UV detection wavelength was at 240, 274, 325 and 334 nm. The column oven temperature was at 25 degrees C. RESULT: Six components were separated commendably in 60 minutes. The calibration curves of swertiamarin, gentiopicroside, norswertianolin, swertianolin, demethylbellidifolin and bellidifolin were in good linearity over the range of 0.520-20.8, 0.202-8.06, 0.107-4.28, 0.097-3.86, 0.094-3.77, 0.101-4.02 microg, respectively (r = 0.999 9). The average recoveries were 98.7%, 98.1%, 98.3%, 98.8%, 98.1% and 98.6%, respectively, and the RSD were less than 3.0% (n = 6). CONCLUSION: The method is accurate,simple and reproducible, and can be used to control the quality of Swertia.
Asunto(s)
Cromatografía Líquida de Alta Presión/métodos , Medicamentos Herbarios Chinos/análisis , Swertia/química , Cromatografía Líquida de Alta Presión/instrumentación , Glucósidos/análisis , Glucósidos Iridoides , Iridoides/análisis , Pironas/análisis , Xantonas/análisisRESUMEN
OBJECTIVE: To in vestigate the chemical constituents of Sarcandra glabra and obtain a more comprehensive understanding on its effective components. METHOD: The constituents were isolated by various column chromatographic method and their structures were elucidated by physico-chemical properties and spectroscopic analysis. RESULT: Five flavonoid glycosides were isolated and identified as kaempferol-3-O-beta-D-glucuronide (1), quercetin-3-O-alpha-D-glucuronide (2), quercetin-3-O-beta-D-glucuronopyranoside methyl ester (3), 5, 7, 4'-trihydroxy-8-C-beta-D-glucopyranosyl flavanone (4), neoastilbin (5), 5-O-caffeoylquinic acid methyl ester (6), 3, 4-dihydroxybenzoic acid (7), isofraxidin (8). CONCLUSION: Compounds 1-6 were isolated from the genus Sarcandra for the first time. The glucuroide compounds compounds 1-3, were first isolated from the genus Sarcandra.
Asunto(s)
Flavonoides/química , Glicósidos/química , Magnoliopsida/química , Ácidos Cafeicos/química , Cumarinas/química , Medicamentos Herbarios Chinos/química , Glucurónidos/química , Espectroscopía de Resonancia Magnética , Espectrometría de Masa por Ionización de ElectrosprayRESUMEN
OBJECTIVE: To investigate the chemical constituents of Oldenlandia diffusa. METHOD: The column chromatography with polyamide Sephadex LH -20, silica gel as packing materials and HPLC, were used to separate and purify the chemical components. The structures were elucidated on the basis of physicochemical properties and spectral data. RESULT: Nine compounds were isolated and identified as 2, 6-dihydroxy-1-methoxy-3-methylanthraquinone (1), 2-hydroxy-1-methoxy-3-methylanthraquinone (2), 2-hydroxy-3-methylanthraquinone (3), quercetin-3-O-[2-O-(6-O-E-sinapoyl)-beta-D-glucopyranosyl]-beta-glucopyranoside (4), quercetin-3-O-[2-O-(6-O-E-feruloyl)-beta-D-glucopyranosyl]-beta-glucopyranoside (5), kaempferol-3-O-[2-O-(6-O-E-feruloyl)-beta-D-glucopyranosyl]-beta-galactopyranoside (6), quercetin-3-O-(2-O-beta-D-glucop-yranosyl)-beta-D-glucopyranoside (7), rutin (8) and quercertin (9). CONCLUSION: Compounds 1 and 8 were obtained from this plant for the first time, and compound 1 was a new compound.
Asunto(s)
Antraquinonas/aislamiento & purificación , Oldenlandia/química , Plantas Medicinales/química , Rutina/aislamiento & purificación , Antraquinonas/química , Conformación Molecular , Estructura Molecular , Quercetina/química , Quercetina/aislamiento & purificación , Rutina/químicaRESUMEN
AIM: To study the active constituents of Swertia davidi Franch. METHODS: Column chromatographies on silica gel, Sephadex LH-20 and Diaion-201 et al. were used to isolate and purify the chemical components. Their structures were identified by UV, IR, MS, NMR and 2D-NMR. RESULTS: These compounds were elucidated as 8-O-beta-D-glucopyranosyl-1, 3, 5-trihydroxyxanthone (I), 5-O-beta-D-glucopyranosyl-1, 8-dihydroxy-3-methoxyxanthone (II), 5-O-beta-D-glucopyranosyl-1, 3, 8-trihydroxyxanthone (III) and swertamarin (IV). CONCLUSION: Compound III is a new xanthone glucoside. The other compounds were isolated from this plant for the first time.