RESUMO
Three new triterpene saponins, clematochinenosides H-J (1-3), were isolated from the roots and rhizomes of Clematis chinensis. Their structures were elucidated on the basis of spectroscopic means including 1D and 2D NMR experiments and hydrolysis products.
Assuntos
Clematis/química , Medicamentos de Ervas Chinesas/isolamento & purificação , Saponinas/isolamento & purificação , Triterpenos/isolamento & purificação , Medicamentos de Ervas Chinesas/química , Estrutura Molecular , Ressonância Magnética Nuclear Biomolecular , Raízes de Plantas/química , Rizoma/química , Saponinas/química , Terpenos , Triterpenos/químicaRESUMO
To explore the alternative material for the stems of Evodia lepta used in clinic, the leaves extract of E. lepta was chemically investigated by silica gel, Sephadex LH-20, ODS column chromatographies, and preparative HPLC and the structures of the compounds were identified mainly by spectroscopic methods. Ten known compounds 4-hydroxy-4, 7-dimethyl-1-tetralone (1), (6R, 7E) -4, 7-megastigmadien-3, 9-dione (2), 4-megastigmen-3, 9-dione (3), formononetin (4), daidzein (5), oroxylin A (6), wogonin (7), 5, 7-dihydroxy-3, 4'-dimethoxyflavone (8), N-trans-coumaroyltyranine (9) and (E) -p-hydroxycinnamic acid (10), have been obtained and identified. All these compounds were isolated from this species for the first time. The results revealed that there is a considerate chemical difference between the stems and leaves of E. lepta.
Assuntos
Evodia/química , Folhas de Planta/química , Espectroscopia de Ressonância Magnética , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificaçãoRESUMO
Four prostaglandin-like fatty acid derivatives anomalone A-D (1-4) were isolated from the aerial part of Artemisia anomala S. Moore. Their structures were determined on the basis of extensive spectroscopic analyses.
Assuntos
Medicamentos de Ervas Chinesas/química , Medicamentos de Ervas Chinesas/isolamento & purificação , Prostaglandinas/química , Prostaglandinas/isolamento & purificação , Artemisia/química , Estrutura Molecular , Ressonância Magnética Nuclear BiomolecularRESUMO
We have investigated the inhibitory effect of triterpenoid saponins from the leaves of Ilex kudingcha C. J. Tseng on aggregated low-density lipoprotein (LDL)-induced lipid deposition in macrophages. A cell-based screening model was initially applied on aggregated LDL (aggLDL)-induced lipid deposition on macrophages to test the inhibitory effects of the 12 triterpenoid saponins from this plant. Eight of these compounds inhibited the formation of foam cells and reduced intracellular total cholesterol and triglyceride contents. Structure-activity relationship analysis showed the essential role of the delta-lactone ring for the biological activity. The promoter action of the OH group at the C-12 position, the number of monosaccharides in the sugar chain and the rhamnose at the terminal of the sugar chain is also discussed.
Assuntos
Ilex/química , Metabolismo dos Lipídeos/efeitos dos fármacos , Lipoproteínas LDL/farmacologia , Macrófagos/efeitos dos fármacos , Saponinas/farmacologia , Linhagem Celular , Colesterol/metabolismo , LDL-Colesterol/metabolismo , Células Espumosas/efeitos dos fármacos , Humanos , Lipoproteínas LDL/química , Macrófagos/metabolismo , Folhas de Planta , Saponinas/química , Relação Estrutura-Atividade , Triglicerídeos/metabolismo , Triterpenos/química , Triterpenos/farmacologiaRESUMO
Three new triterpene saponins, ilekudinosides T-V (1-3), along with six known saponins were isolated from the 70% ethanolic extract of the leaves of Ilex kudingcha. The new saponins were characterized as 3-O-beta-d-glucopyranosyl-(1 --> 3)-[alpha-l-rhamnopyranosyl-(1 --> 2)]-alpha-l-arabinopyranosyl-3beta,19alpha-dihydroxy-urs-12(13)-en-28,20beta-lactone (1), 3-O-beta-d-glucopyranosyl-(1 --> 3)-[alpha-l-rhamnopyranosyl-(1 --> 2)]-alpha-l-arabinopyranosyl-3beta,19alpha-dihydroxy-12-ethoxy-urs-13(18)-ene-28,20beta-lactone (2), 3-O-beta-d-glucopyranosyl-(1 --> 3)-[alpha-l-rhamnopyranosyl-(1 --> 2)]-alpha-l-arabinopyranosyl-3beta,19alpha-dihydroxy-11-oxo-urs-13(18)-ene-28,20beta-lactone (3), respectively. The structures of compounds 1-3 were elucidated on the basis of the chemical and spectroscopic evidence, and the structures of known compounds were identified by comparison of their spectroscopic data with those reported in the literature.
Assuntos
Medicamentos de Ervas Chinesas/isolamento & purificação , Saponinas/isolamento & purificação , Triterpenos/isolamento & purificação , Medicamentos de Ervas Chinesas/química , Ilex , Estrutura Molecular , Ressonância Magnética Nuclear Biomolecular , Folhas de Planta/química , Saponinas/química , Estereoisomerismo , Triterpenos/químicaRESUMO
OBJECTIVE: To investigate the chemical constituents of Ilex pernyi. METHOD: The chemical constituents were isolated by various column chromatographic methods. The structures were identified by spectral data. RESULT: Eight triterpenoid compounds were isolated and identified as ursolic acid (1), lupeol (2), alpha-amyrin (3), uvaol (4), 3beta-hydroxyurs-11-ene-13beta-olide (5), pomolic acid (6), lup-20 (29)-ene-3beta, 24-diol (7), 3beta, 23-dihydroxy-urs-12-en-28-oic acid (8). CONCLUSION: The eight compounds were obtained from this plant for the first time.
Assuntos
Ilex/química , Ácido Oleanólico/análogos & derivados , Triterpenos/isolamento & purificação , Ácido Oleanólico/química , Ácido Oleanólico/isolamento & purificação , Folhas de Planta/química , Plantas Medicinais/química , Triterpenos/química , Ácido UrsólicoRESUMO
Two new prenylated benzoic acid derivatives, leptoic acid A and (+)-S-anodendroic acid (1-2), along with one known compound, 2,2-dimethyl-2H-1-benzopyran-6-carboxylic acid (3) were isolated from the stem of Euodia lepta (spreng.) Merr. Their structures were elucidated on the basis of the chemical and spectroscopic evidence.
Assuntos
Ácido Benzoico/isolamento & purificação , Evodia/química , Caules de Planta/química , Ácido Benzoico/química , Benzopiranos , Estrutura Molecular , Extratos Vegetais/química , Prenilação , Análise EspectralRESUMO
Four new flavonol glycosides (1-4), polygalins D-G, together with 12 known flavonoids (5-16) were isolated from the aerial parts of Polygala sibirica L. The chemical structures of these compounds were characterised by NMR and ESI-MS spectroscopic data and acid hydrolysis results. This report is a continuous research work on the systematic chemical investigations of plants of the genus Polygala in our laboratory.
Assuntos
Glicosídeos/química , Componentes Aéreos da Planta/química , Polygala/química , Flavonoides/química , Estrutura MolecularRESUMO
Polygalasterol A (1), a new sterol sulfate, and a new oligosaccharide ester, polygalasibiricose I (2), have been isolated from the n-butanol soluble fraction of the aerial parts of Polygala sibirica L. Their structures were determined to be (24R)-24-sulfo-5a-cholestane-3a,7a,12a,24-tetrol (1) and 3-O-benzoyl-beta-D-fructofuranosyl-(2-->1 )-[beta-D-glucopyranosyl-( 1 --2)]-4-0- {4-0-[3-O-[3-O-benzoyl-(2-O-acetyl)-alpha-L-rhamnopyranosyl-(1-->3 )]-2-O-acetyl-alpha-L-rhamnopyranosyl]-(Z)-p-coumaroyl}-alpha-D-glucopyranoside (2), respectively, by HRESIMS, and 1D and 2D NMR spectroscopic studies.
Assuntos
Colestanóis/isolamento & purificação , Oligossacarídeos/isolamento & purificação , Polygala/química , Ésteres do Ácido Sulfúrico/isolamento & purificação , Colestanóis/química , Espectroscopia de Ressonância Magnética , Oligossacarídeos/química , Ésteres do Ácido Sulfúrico/químicaRESUMO
Ten triterpenoid glycosides, including five new ones (1-5), were isolated from the leaves of Ilex pernyi. The chemical structures of 1-5 were determined on the basis of the chemical and spectroscopic evidence.