RESUMEN
Eleven compounds were isolated and purified from the barks extract of Nothopanax delavayi and their structures were identified as serratagenic acid-3-O-alpha-L-arabinopyranosyl-28-O-beta-D-glucopyranosyl ester (1), serratagenic acid-3-0-alpha-L-arabi-nopyranosyl-28-O-[alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl] ester (2), serratagenic acid (3), serratagenic acid-3-O-alpha-L-arabinopyranoside (4), serratagenic acid-beta-O-beta-(2', 4'-O-diacetyl) -D-xylopyranosyl-28-O-[alpha-L-rhamnopy-ranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->46)-beta-D-glucopyranosyl] ester (5), serratagenic acid-3-O-alpha-(4'-O-acetyl)-L-arabino pyrano-syl-28-0- [-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl] ester(6), serratagenic acid-3-O-alpha-(2'-O-acetyl)-L-arabinopyranosyl-28-O-[-alpha-L-rhamnopyranosyl- (1-->4) -beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl] ester(7), serratagenic acid-3-0-beta-D-xylopyranosyl-28-O-[-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl] ester (8), protocatechuic acid (9), ethyl caffeate (10) and caffeic anhydride (11) by physicochemical properties and spectroscopic data analysis. Among them, compounds 3-4 and 9-11 were firstly isolated from the genus Nothopanax, and compounds 5-8 were isolated from this plant for the first time.
Asunto(s)
Araliaceae/química , Medicamentos Herbarios Chinos/química , Corteza de la Planta/química , Espectroscopía de Resonancia Magnética , Estructura MolecularRESUMEN
AIM: To investigate the chemical and bioactive constituents from the stems and leaves of Micromelum integerrimum. METHOD: The chemical constituents were isolated and purified by silica gel, Sephadex LH-20, and HPLC. Their structures were mainly elucidated on the basis of extensive 1D- and 2D-NMR spectroscopy and mass spectrometry. Their cytotoxicity and antimicrobial activities were tested by the SRB and turbidimetric methods, respectively. RESULTS: Two new phenylpropanoids and two known coumarins were obtained, and their structures were identified as microintegerrin A (1), microintegerrin B (2), scopoletin (3), and scopolin (4). All of the compounds were tested for their cytotoxicity against three cancer cell lines (HeLa, A549, and BGC-823) and for antimicrobial activity against the fungus Candida albicans and the bacterium Staphylococcus aureus. CONCLUSION: Two new phenylpropanoids 1 and 2 were isolated and identified from the stems and leaves of M. intgerrimum. None of the compounds showed cytotoxic or antimicrobial activity at the tested concentration of 20 µg·mL(-1).
Asunto(s)
Fenilpropionatos/aislamiento & purificación , Extractos Vegetales/química , Rutaceae/química , Candida albicans/efectos de los fármacos , Cumarinas/aislamiento & purificación , Cumarinas/farmacología , Glucósidos/aislamiento & purificación , Glucósidos/farmacología , Células HeLa , Humanos , Estructura Molecular , Fenilpropionatos/química , Fenilpropionatos/farmacología , Extractos Vegetales/farmacología , Hojas de la Planta , Tallos de la Planta , Escopoletina/aislamiento & purificación , Escopoletina/farmacología , Staphylococcus aureus/efectos de los fármacosRESUMEN
Fourteen compounds were isolated and purified from the ethyl acetate of the ethanol extract of Shiaria bambusicola by various chromatographic methods, and their structures were elucidated by spectral techniques and physicochemical properties as hypocrellin A (1), hypocrellin B (2), hypocrellin C (3), hypomycin A (4), ergosterol (5), ergosterol peroxide (6), (22E, 24R)-5alpha, 8alpha-epidioxy-6,9(11),22-trien-3beta-ol (7), ergosta-7, 24(28)-dien-3beta-ol (8), (22E, 24R)-ergost-7, 22-dien-3beta, 5alpha, 6beta-triol (9), (22E,24R)-ergosta-7, 22-diene-3beta, 5alpha, 6beta-triol-3-O-palmitate (10), (22E, 24R)-ergosta-7, 22-diene-3beta, 5alpha, 6beta-triol-6-O-palmitate (11), 1-O-monostearin (12), 1, 3-O-distearin (13), and mannitol (14). Among them, compounds 7-13 were firstly isolated from this genus.
Asunto(s)
Ascomicetos/química , Factores Biológicos/química , Acetatos/química , Estructura Molecular , Espectrometría de Masa por Ionización de ElectrosprayRESUMEN
To investigate the chemical constituents of the leaves of Adinandra nitida, several column chromatography methods were used to isolate the chemical constituents of this plant. The structures were elucidated on the basis of spectral data. Six compounds were isolated and identified as 2alpha, 3alpha, 19alpha-trihydroxy-olean-12-en-28-oic acid-28-O-beta-D-glucopyranoside (1), arjunetin (2), sericoside (3), glucosyl tormentate (4), nigaichigoside F1 (5) and arjunglucoside I (6), separately. Compound 1 is a new compound, and compounds 2 -6 were isolated from A. nitida for the first time.
Asunto(s)
Glucósidos/aislamiento & purificación , Ácido Oleanólico/análogos & derivados , Saponinas/aislamiento & purificación , Theaceae/química , Glucósidos/química , Estructura Molecular , Ácido Oleanólico/química , Ácido Oleanólico/aislamiento & purificación , Hojas de la Planta/química , Plantas Medicinales/química , Saponinas/químicaRESUMEN
OBJECTIVE: To investigate the chemical constituents from Desmodium styracifolium (Osheck) Merr.. METHODS: Column chromatographic techniques were used for isolation and purification of chemical constituents of the plant and the structures were elucidated hy spectroscopic analysis. RESULTS: Nine compounds were isolated and identified as: 6-C-glycopyranosyl-8-C-arabinosyl apigenin (I),6-C-glycopyranosyl luteolin (2), 6-C-glyeopyranosyl-8-C-xyvloeyl apigenin (3), 6-C-glycopranosyl-8-C-glyeopyrnosyl, apigenin (4), apigenin(5), luteolin (6), stigmasterol-3-O-beta-D-glucopyranoside (7), beta-dauosterol (8) and B-sitosterol (9). CONCLUSION: Com-pounds 4-8 are isolated from this plant for the first time.
Asunto(s)
Fabaceae/química , Flavonoides/aislamiento & purificación , Plantas Medicinales/química , Apigenina/química , Apigenina/aislamiento & purificación , Flavonoides/química , Glucósidos/química , Glucósidos/aislamiento & purificación , Luteolina/química , Luteolina/aislamiento & purificación , Estructura Molecular , Fitosteroles/química , Fitosteroles/aislamiento & purificación , Sitoesteroles/química , Sitoesteroles/aislamiento & purificación , Estigmasterol/análogos & derivados , Estigmasterol/química , Estigmasterol/aislamiento & purificaciónRESUMEN
OBJECTIVE: To investigate the chemical constituents of the root barks of Periploca sepium. METHOD: Column chromatographic techniques were used to isolate the chemical constituents. NMR and MS methods were employed for their structural elucidation. RESULT: Eight compounds were isolated and identified as isovanillin (1), vanillin (2), 4-methoxysalicylic acid (3), (24R)-9, 19-cycloart-25-ene-3beta, 24-diol (4), (24S)-9, 19-cycloart-25-ene-3beta, 24-diol (5), cycloeucalenol (6), beta-amyrin acetate (7) and alpha-amyrin (8). CONCLUSION: Compounds 1-6 were isolated from this plant for the first time.
Asunto(s)
Periploca/química , Fitosteroles/aislamiento & purificación , Corteza de la Planta/química , Raíces de Plantas/química , Triterpenos/aislamiento & purificación , Benzaldehídos/química , Benzaldehídos/aislamiento & purificación , Estructura Molecular , Fitosteroles/química , Plantas Medicinales/química , Triterpenos/químicaRESUMEN
OBJECTIVE: To investigate the chemical constituents from flowers of Sesamum indicum. METHOD: Column chromatography with silica gel, C18 and Sephadex LH -20 as packing materials was used to separate the chemical constituents, and the structures were determined by chemical and spectroscopic methods. RESULT: Six flavones were isolated and elucidated as apigenin (1), ladanetin (2), ladanetin-6-O-beta-D-glucoside (3), apigenin-7-O-glucuronic acid (4), pedalitin (5), and pedalitin-6-O-glucoside (6). CONCLUSION: All of the compounds were isolated from this plant for the first time.
Asunto(s)
Flavonas/aislamiento & purificación , Flores/química , Plantas Medicinales/química , Sesamum/química , Apigenina/química , Apigenina/aislamiento & purificación , Flavonas/química , Estructura MolecularRESUMEN
Sesame (Sesamum indicum L. ) belongs to Pedaliaceae, and its dry flowers have been used to cure alopecia, frostbite and constipation as a Traditional Chinese Medicine. Interestingly, the Flos Sesamum indicum L. was usually used to cure verruca vulgaris and verruca plana in folk of China, and showed a pleasant result. Previous chemical investigations of this plant mainly concentrate on its seeds, showed the presence of proteins and fat oils, herein we make a systematic chemical research on the dry flowers of this plant. Column chromatography including silica gel, C18 and Sephadex LH-20 were used to separate the chemical constituents and the structures were determined by chemical and spectroscopic methods. Ten compounds were isolated from the 95% ethanol extract of the plant and elucidated as latifonin (1), momor-cerebroside (2), soya-cerebroside II (3), 1-O-beta-D-glucopyranosyl-(2S, 3S, 4R, 5E,9Z)-2-N-(2'-hydroxytetracosanoyl) 1,3,4-trihydroxy-5,9-octadienine (4), 1-O-beta-D-glucopyranosyl-(2S, 3S, 4R, 8Z)-2-N-(2' R) 2'-hydroxytetracosanoyl) 3,4-dihydroxy-8-octadene (5), (2S, 1" S) -aurantiamide acetate (6), benzyl alcohol-O-(2'-O-beta-D-xylopyranosyl, 3'-O-beta-D-glucopyranoside)-beta-D-glucopyranoside (7), beta-sitosterol (8), daucosterol (9) and D-galacititol (10). Among them, 4 is a new compound, and others were isolated from the flowers of the plant for the first time. Compounds 2 to 4 belong to cerebroside, which is rare to be found in land plants and was proved to possess many bioactivities.
Asunto(s)
Flores/química , Glucolípidos/aislamiento & purificación , Plantas Medicinales/química , Sesamum/química , Cerebrósidos/química , Cerebrósidos/aislamiento & purificación , Glucolípidos/química , Conformación Molecular , Estructura Molecular , Sitoesteroles/química , Sitoesteroles/aislamiento & purificaciónRESUMEN
Two new eremophilanolides, sibiriolides A (1) and B (2), were isolated from the aerial parts of Xanthium sibiricum. The structures of the new compounds were identified as 4S,5R,7R,8R, 11R-2-oxo-1(10)-eremophilen-12,8-olide (1) and 4S,5R,7R,8R,11S-2-oxo-1(10)-eremophilen-12,8-olide (2) by HREIMS and NMR spectroscopic techniques in combination with X-ray crystallographic analysis and CD measurements.
Asunto(s)
Lactonas/aislamiento & purificación , Extractos Vegetales/aislamiento & purificación , Sesquiterpenos/aislamiento & purificación , Xanthium/química , China , Cristalografía por Rayos X , Lactonas/química , Espectrometría de Masas , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular , Rotación Óptica , Componentes Aéreos de las Plantas/química , Extractos Vegetales/química , Sesquiterpenos/química , Espectrofotometría Infrarroja , Espectrofotometría UltravioletaRESUMEN
OBJECTIVE: To investigate the chemical constituents from the branch of Broussonetia papyrifera. METHOD: Column chromatographic methods were used to isolate the chemical constituents. ESI-MS and NMR methods were employed for their structural elucidation. RESULT: Six compounds were isolated and identified as (2S)-7, 3'-dihydroxy-4'-methoxyflavan (1), ergosterol peroxide (2), D-galacitol (3), sulfuretin (4), liriodendrin (5), graveolone (6), respectively. CONCLUSION: Compounds 1-6 were isolated from the plant for the first time.
Asunto(s)
Benzofuranos/aislamiento & purificación , Broussonetia/química , Ergosterol/análogos & derivados , Furanos/aislamiento & purificación , Glucósidos/aislamiento & purificación , Plantas Medicinales/química , Benzofuranos/química , Ergosterol/química , Ergosterol/aislamiento & purificación , Flavonoides/química , Flavonoides/aislamiento & purificación , Furanos/química , Glucósidos/química , Tallos de la Planta/químicaRESUMEN
Four new non-glycosidic iridoids, piscrocins D (1), E (2), F (6), and G (7), as well as two new iridoid glycosides, piscrosides A (8) and B (9), were isolated from the roots of Neopicrorhiza scrophulariiflora (Scrophulariaceae), together with seven known iridoids. The structures of the isolated compounds were established by means of 1D and 2D NMR spectroscopy and chemical methods. The hepatoprotective activities of these compounds were evaluated by measuring their effects on CCl(4)-induced hepatocytes damage in vitro, and the structure-activity relationships were also discussed.
Asunto(s)
Hepatocitos/efectos de los fármacos , Iridoides/química , Iridoides/farmacología , Scrophulariaceae/química , Animales , Células Cultivadas , Evaluación Preclínica de Medicamentos , Espectroscopía de Resonancia Magnética , Masculino , Ratones , Estructura Molecular , Extractos Vegetales/química , Raíces de Plantas/química , Relación Estructura-ActividadRESUMEN
Four new cycloartane glycosides were isolated from the aerial parts of Thalictrum fortunei (Ranunculaceae). The chemical structures of these new glycosides were elucidated as 3-O-beta-D-glucopyranosyl-(1-->4)-beta-D-fucopyranosyl (22S,24Z)-cycloart-24-en-3beta,22,26-triol 26-O-beta-D-glucopyranoside, 3-O-beta-D-glucopyranosyl-(1-->4)-beta-D-fucopyranosyl (22S,24Z)-cycloart-24-en-3beta,22,26-triol 26-O-beta-D-quinovopyranosyl-(1-->6)-beta-D-glucopyranoside, 3-O-beta-D-glucopyranosyl-(1-->4)-beta-D-fucopyranosyl (22S,24Z)-cycloart-24-en-3beta,22,26-triol 26-O-beta-D-xylopyranosyl-(1-->6)-beta-D-glucopyranoside, and 3-O-beta-D-glucopyranosyl-(1-->4)-beta-D-fucopyranosyl (22S,24Z)-cycloart-24-en-3beta,22,26-triol 26-O-alpha-L-arabinopyranosyl-(1-->6)-beta-D-glucopyranoside by extensive NMR methods, HR-ESI-MS, and hydrolysis. This is the first report of (22S,24Z)-3beta,22,26-trihydroxycycloartan-24-ene (thelictogenin A, 5) being glycosylated at C-26.
Asunto(s)
Thalictrum/química , Triterpenos/química , Conformación de Carbohidratos , Secuencia de Carbohidratos , Glicósidos/química , Glicósidos/aislamiento & purificación , Hidrólisis , Espectroscopía de Resonancia Magnética , Datos de Secuencia Molecular , Extractos Vegetales/química , Espectrometría de Masa por Ionización de Electrospray , Triterpenos/aislamiento & purificaciónRESUMEN
OBJECTIVE: To study the chemical constituents of Lygodium japonicum. METHOD: Column chromatographic techniques were used for isolation and purification of chemical constituents of this plant and their structures were identified by spectroscopic analysis. RESULT: Eight compounds were isolated and identified as tilianin (I), kaempferol-7-O-alpha-L-rhamnopyranoside (II), kaempferol (III), p-coumaric acid (IV), hexadecanoic acid 2, 3-dihydroxy-propyl ester (V), daucosterol (VI), beta-sitosterol (VII, and 1-hentriacontanol (VIII) respectively. CONCLUSION: Compounds I, II, V, VI, VII, VIII were isolated from L. japonicum for the first time, compounds I, II, V were isolated from genus Lygodium for the first time.
Asunto(s)
Helechos/química , Flavonoides/aislamiento & purificación , Glicósidos/aislamiento & purificación , Quempferoles/aislamiento & purificación , Plantas Medicinales/química , Flavonoides/química , Glicósidos/química , Quempferoles/química , Componentes Aéreos de las Plantas/químicaRESUMEN
OBJECTIVE: To study the chemical constituents from rhizome of Pulsatilla dahurica. METHOD: The constituents were isolated and purified by various chromatographic methods. AR compounds were identified on the basis of spectral analysis and physico-chemical characters. RESULT: Six compounds were isolated from the 70% alcohol extract of the rhizome identified as hederagenin ( I ), hederagenin 3-O-alpha-L-arabinopyranoside (II), hederagenin 3-O-beta-D-glucopyranosyl(1-->2)-alpha-L-arabinopyranoside (III), hederagenin 3-O-beta-D-glucopyranosyl(1 -->2) [beta-D-glucopyranosyl(1-->4)]-alpha-L-arabinopyranoside (IV), beta-sitosterol (V) and daucosterol (VI), respectively. CONCLUSION: Compounds I approximately VI were isolated from this plant for the first time.
Asunto(s)
Ácido Oleanólico/análogos & derivados , Plantas Medicinales/química , Pulsatilla/química , Saponinas/aislamiento & purificación , Ácido Oleanólico/química , Ácido Oleanólico/aislamiento & purificación , Rizoma/química , Saponinas/química , Sitoesteroles/química , Sitoesteroles/aislamiento & purificaciónRESUMEN
Two new acetophenone derivatives and a new sesquiterpene, along with four known acetophenone compounds, were isolated from the roots of Euphorbia ebracteolata. The structures of the new compounds were identified as 2,2',4,4'-tetrahydroxy-6,6'-dimethoxy-3,3'-dimethyl-7,5'-bisacetophenone, 2,4-dihydroxy-6-methoxy-3-methylacetophenone 4-O-alpha-L-arabinofuranosyl-(1-->6)-beta- D-glucopyranoside and decahydro-1a,4a,7,7-tetramethyl-1H-cycloprop[e]azulene-2,5-diol (1a R,2 R,4a S,5 S,7a R,7b R) using 1D and 2D NMR spectroscopy and X-ray crystallography.
Asunto(s)
Euphorbia , Fitoterapia , Extractos Vegetales/química , Acetofenonas/química , Cristalografía por Rayos X , Humanos , Raíces de Plantas , Sesquiterpenos/químicaRESUMEN
AIM: To study the chemical constituents of the stems and leaves of Aconitum coreanum (Lèvl.) Rapaics. METHODS: The constituents of Aconitum coreanum were isolated by using various kinds of modern chromatographic methods. The new alkaloid was identified on the basis of spectral analysis. RESULTS: Two compounds were isolated and identified as: 13-dehydro-1beta-acetyl-2alpha,6beta-dihydroxyhetisine (I) and Guanfu base G (II). CONCLUSION: Compound I is a new alkaloid.
Asunto(s)
Aconitum/química , Compuestos Heterocíclicos de Anillo en Puente/aislamiento & purificación , Plantas Medicinales/química , Alcaloides Diterpénicos , Diterpenos , Compuestos Heterocíclicos de Anillo en Puente/química , Conformación Molecular , Estructura Molecular , Hojas de la Planta/química , Tallos de la Planta/químicaRESUMEN
A new 1,4-phenanthraquinone was isolated from the roots of Menispermum dauricum. The structure was elucidated as 7-hydroxy-3,6-dimethoxy-1,4-phenanthraquinone on the basis of spectral evidence.
Asunto(s)
Menispermum , Fenantrenos/química , Fitoterapia , Extractos Vegetales/química , Quinonas/química , Humanos , Espectroscopía de Resonancia Magnética , Raíces de PlantasRESUMEN
One new phenylenthanoid glycoside, scroside D (2), was isolated from the roots of Picrorhiza scrophulariiflora (Scrophulariaceae), together with nine known phenylethanoid and phenolic glycosides: 2-(3,4-dihydroxyphenyl)-ethyl-O-beta-D-glucopyranoside (1), 2-(3-hydroxy-4-methoxyphenyl)-ethyl-O-beta-D-glucopyranosyl (1-->3)-beta-D-glucopyranoside (3), scroside B (4), hemiphroside A (5), plantainoside D (6), scroside A (7), androsin (8), piceoside (9), and 6-O-feruloyl-beta-D-glucopyranoside (10). The structures of these compounds were elucidated using spectroscopic methods. The antioxidative activities of these isolated compounds were evaluated based on their scavenging effects on hydroxyl radicals and superoxide anion radicals, respectively. Compounds 1, 2, and 6 showed potent antioxidative effects as those of ascorbic acid and the structure-activity relationship is discussed.
Asunto(s)
Antioxidantes/aislamiento & purificación , Glicósidos/aislamiento & purificación , Fenoles/aislamiento & purificación , Picrorhiza , Antioxidantes/química , Glicósidos/química , Fenoles/química , Alcohol Feniletílico/análogos & derivados , Alcohol Feniletílico/aislamiento & purificación , Extractos Vegetales/química , Extractos Vegetales/aislamiento & purificación , Raíces de PlantasRESUMEN
Three new cyclopentanoid monoterpenes, named piscrocins A , B and C, were isolated from the roots of Picrorhiza scrophulariiflora (Scrophulariaceae). The structures of these new compounds were established by 1D and 2D NMR spectroscopic techniques ( (1)H- (1)H COSY, HMQC, HMBC, and NOESY) in combination with X-ray crystallographic analysis.
Asunto(s)
Monoterpenos/química , Fitoterapia , Picrorhiza , Extractos Vegetales/química , Cristalografía por Rayos X , Humanos , Espectroscopía de Resonancia Magnética , Raíces de PlantasRESUMEN
OBJECTIVE: To study the phenylethanoid glycosides from root of Picrorhiza scrophulariiflora. METHOD: Column chromatographic techniques were used for isolation and purification of chemical constituents of the plant and the structures were identified by spectroscopic analysis. RESULT: Six phenylethanoid glycosides were isolated and elucidated as: 2-(3,4-dihydroxyphenyl)-ethyl-O-beta-D-glucopyranoside (1), 2-(3-hydroxy-4-methoxyphenyl)-ethyl-O-beta-D-glucopyranosyl (1-->3) beta-D-glucopyranoside (2), scroside B (3), hemiphroside A (4), plantainoside D (5) and scroside A (6), respectively. CONCLUSION: Compounds 1, 2, 4 and 5 were isolated from this plant for the first time and compound 2 was firstly obtained from natural source.