RESUMO
A new furostanol saponin, (25S)-26-O-ß-D-glucopyranosyl-5ß-furost-20(22)-en-3ß, 15ß,26-triol-3-O-[α-L-rhamnopyranosyl-(1-4)]-ß-D: -glucopyranoside, namely, aspacochioside D (1) were isolated from Asparagus cochinchinensis (Lour.) Merr, along with three known saponins, aspacochioside C (2), (25S)-5ß-spirostan-3ß-yl-O-[O-α-L-rhamnopyranosyl-(1-4)]-ß-D-glucopyranoside (3), and pseudoprotoneodioscin (4). The structure of 1 was elucidated on the basis of chemical reactions and spectral analysis (IR, GC, ESI-MS, (1)H-NMR, (13)C-NMR, DEPT, HMBC, HMQC and NOESY). The antiproliferative effects of 1-4 were evaluated in a cytotoxicity assay against the human tumor cell line, A549. Compound 2 (Aspacochioside C) exhibited moderate cytotoxicity against A-549, with an IC(50) value of 3.87 µg/mL.
Assuntos
Antineoplásicos Fitogênicos/química , Asparagus/química , Saponinas/química , Antineoplásicos Fitogênicos/isolamento & purificação , Antineoplásicos Fitogênicos/farmacologia , Linhagem Celular Tumoral , Cromatografia Gasosa , Corantes , Ensaios de Seleção de Medicamentos Antitumorais , Humanos , Hidrólise , Espectroscopia de Ressonância Magnética , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Raízes de Plantas/química , Saponinas/isolamento & purificação , Saponinas/farmacologia , Espectrometria de Massas por Ionização por Electrospray , Espectrofotometria Infravermelho , Esteroides/química , Esteroides/isolamento & purificação , Esteroides/farmacologia , Sais de Tetrazólio , TiazóisRESUMO
OBJECTIVE: To investigate the technological parameters and the process for separation and purification of pumiloside (PML) from Nauclea officinalis Pierrc ex Pitard by macroreticular resin. METHODS: PML was extracted by hot water, and the content of PML was determinated by HPLC method. The static capacity absorption, static elution ratios of five types of resin were studied respectively, and were compared to evaluate their absorption and desorption effect to PML. And then the absorption capacity, elution solution and elution volume of the AB-8 resin were researched to set up the optimum separation process for PML. Finally, PML was recrysallized from MeOH and identified by spectra analysis. RESULTS: The AB-8 resin had the best absorptive and separative properties to PML. The dynamic absorption ratio was 2.44 mg/g. The applicable process was as follows: the water extracted solution of Nauclea officinalis flow through the resin column repeatedly, after being eluted with 6BV of distilled water, the resin column was eluted with 4BV 30% ethanol, the 30% ethanol fraction was combined and the solvent was recovered in vacuum. The precipitation was filtered and recrysallized from MeOH to give pure PML. The yield of PML was 75.1%, and the product purity was up to 99.5%. CONCLUSION: AB-8 resin shows better comprehensive absorption property. It can be used for separation and purification of PML from Nauclea officinalis successfully.
Assuntos
Alcaloides/isolamento & purificação , Camptotecina/análogos & derivados , Plantas Medicinais/química , Resinas Sintéticas/química , Rubiaceae/química , Tecnologia Farmacêutica/métodos , Adsorção , Alcaloides/química , Camptotecina/química , Camptotecina/isolamento & purificação , Cromatografia Líquida de Alta Pressão , Medicamentos de Ervas Chinesas/química , Medicamentos de Ervas Chinesas/isolamento & purificação , Etanol , Reprodutibilidade dos Testes , ÁguaRESUMO
AIM: To investigate the chemical constituents of water-soluble part of stem of Nauclea officinalis. METHODS: The compounds were isolated and purified by resins, silica gel, and Sephadex LH20 column chromatography repeatedly, and their structures were identified by spectral analysis. RESULTS: Seven compounds were isolated and identified as: naucleamide A-10-O-beta-D-glucopyranoside (I), 5-beta-carboxystrictosidin (II), sweroside (III), loganin (IV), 3,4-dimethoxyphenyl-beta-D-glucopyranoside (V), 3, 4, 5-trimethoxyphenyl-beta-D-glucopyranoside (VI), 2-phenethylrutinoside (VII). CONCLUSION: Compound I is a new indole alkaloid glucoside, compounds I-VII were isolated from this plant for the first time.
Assuntos
Carbolinas/química , Glucosídeos/química , Glicosídeos/química , Alcaloides Indólicos/química , Rubiaceae/química , Carbolinas/isolamento & purificação , Glucosídeos/isolamento & purificação , Glicosídeos/isolamento & purificação , Alcaloides Indólicos/isolamento & purificação , Glucosídeos Iridoides , Iridoides/química , Iridoides/isolamento & purificação , Conformação Molecular , Estrutura Molecular , Caules de Planta/química , Plantas Medicinais/químicaRESUMO
Seven lignans having a diarylhydroxybutyrolactone skeleton were isolated from the leaves and stems of Trachelospermum jasminoides (Lindl.) Lem. Their structures were elucidated to be nortrachelogenin 8' -O-beta-D-glucopyranoside (1), nortrachelogenin 5'- C- beta-D-glucopyranoside (2), trachelogenin amide (3), nortracheloside, trachelogenin, tracheloside, and trachelogenin 4'- O- beta-gentiobioside, respectively, on the basis of spectroscopic analyses. Lignans 1 - 3 were structurally identified to be new compounds, and 2 was a rare C-glucosyl-lignan.
Assuntos
Apocynaceae , Fitoterapia , Extratos Vegetais/química , Humanos , Lignanas/química , Folhas de Planta , Caules de PlantaRESUMO
OBJECTIVE: To study the chemical constituents of Ervatamia hainanensis. METHOD: The compounds were separated and purified by column chromatography with silica gel, and identified by IR, MS, NMR and 2D-NMR. RESULT: Five compounds were identified as I (isolariciresinol 9-O-beta-D-glucopyranoside), II (cycloartenol), III (beta-amyrin acetate), IV (beta-sitosterol), V (daucosterol), respectively. CONCLUSION: All the compounds were isolated from this plant for the first time.