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1.
Fitoterapia ; 89: 42-7, 2013 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-23707746

RESUMEN

Five new indole alkaloids, rauvoloids A-E (1-5), together with two known ones, raucaffrinoline (6) and perakine (7) were isolated from the leaves of Rauvolfia yunnanensis. Their structures were elucidated by extensive spectroscopic methods. Structurally, rauvoloids A (1), B-C (2-3) and D (4) with unusual substitution patterns (no substitution, Cl and (1E)-3-oxo-butenyl, respectively) at C-20, are the first examples of perakine-type alkaloids with C18 and C22 skeletons.


Asunto(s)
Alcaloides Indólicos/aislamiento & purificación , Extractos Vegetales/química , Rauwolfia/química , Alcaloides Indólicos/química , Estructura Molecular , Hojas de la Planta/química
2.
Yao Xue Xue Bao ; 42(3): 292-6, 2007 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-17520829

RESUMEN

A new compound and twelve known compounds were isolated from the ethyl acetate extract of the roots of Homonoia riparia Lour, which are used in folk medicine for treatment of hepatitis, bellyache and scald, by the method of silica gel column chromatography repeatedly with a gradient of PE-EtOAc, PE-Me2CO, CHCl3-Me2CO, CHCl3-MeOH. Their structures were identified as a new compound 1-oxo-aleuritolic acid (1), and twelve known compounds aleuritolic acid (2), 3-acetoxy-aleuritolic acid (3), taraxerone (4), taraxerol (5), methyl 3-acetoxy-12-oleanen-28-oate (6), 3-acetoxy-12-oleanen-28-ol (7), ursolic acid (8), lupenol (9), 3beta-acetoxy-lupenol (10), cleomiscosin A (11), chrysophanol (12), and gallic acid (13), which were obtained from this plant for the first time, by the spectroscopic techniques of NMR, HMBC, IR and MS, separately. Among the cytotoxicities evaluation of compounds 1 -3 towards AGZY 83-a (human lung cancer cells) and SMMC-7721 (human liver cancer cells) tumor cells was assayed by MTT methods with cis-dichlorodiamminoplatinum (DDP) used as positive control. Compound 2 exerted weak activity against AGZY 83-a with the IC50 value of 33.055 microg x mL(-1), while 1 and 3 showed no activity to these two cell lines.


Asunto(s)
Euphorbiaceae/química , Raíces de Plantas/química , Plantas Medicinales/química , Antineoplásicos Fitogénicos/química , Antineoplásicos Fitogénicos/aislamiento & purificación , Antineoplásicos Fitogénicos/farmacología , Línea Celular Tumoral , Supervivencia Celular/efectos de los fármacos , Cumarinas , Dioxanos/química , Dioxanos/aislamiento & purificación , Dioxanos/farmacología , Humanos , Concentración 50 Inhibidora , Estructura Molecular , Ácido Oleanólico/análogos & derivados , Ácido Oleanólico/química , Ácido Oleanólico/aislamiento & purificación , Ácido Oleanólico/farmacología , Ácidos Palmíticos/química , Ácidos Palmíticos/aislamiento & purificación , Ácidos Palmíticos/farmacología , Triterpenos/química , Triterpenos/aislamiento & purificación , Triterpenos/farmacología
3.
Z Naturforsch C J Biosci ; 61(3-4): 193-5, 2006.
Artículo en Inglés | MEDLINE | ID: mdl-16729576

RESUMEN

A new tetranortriterpene 3alpha-acetoxy-24,25,26,27-tetranortirucalla-7-ene-23(21)-lactone (3), and eleven other compounds were isolated from the twigs of Amoora dasyclada. The structure of compound 3 was identified on the basis of spectroscopic data, and the bioactive experiments of 1 and 3-5 against AGZY 83-a (human lung cancer cells) and SMMC-7721 (human liver cancer cells) are documented. Among them, compound 5 exhibited a strong activity against SMMC-7721.


Asunto(s)
Antineoplásicos/química , Extractos Vegetales/química , Triterpenos/química , Animales , Antineoplásicos/aislamiento & purificación , Antineoplásicos/toxicidad , División Celular/efectos de los fármacos , China , Modelos Moleculares , Tallos de la Planta/química , Triterpenos/aislamiento & purificación , Triterpenos/toxicidad
4.
Yao Xue Xue Bao ; 40(2): 145-9, 2005 Feb.
Artículo en Chino | MEDLINE | ID: mdl-15875671

RESUMEN

AIM: To study the chemical constituents of Dioscorea parviflora. METHODS: The chemical constituents were isolated by silica gel and RP-18 column chromatography, and their chemical structures were elucidated by IR, NMR and MS. RESULTS: Eleven steroides have been isolated from EtOH extract of Dioscorea parviflora and identified as isonarthogenin 3-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyranoside (I), diosgenin-diglucoside (II), prosapogenin A of dioscin (III), dioscin (IV), deltonin (V), deltoside (VI), methyl deltoside (VII), diosgenin 3-O-beta-D-glucopyranosyl (1-->3)-beta-D-glucopyranosyl-(1-->4)-[alpha-L-rhamnopyranosyl-(1-->2)]-beta-D-glucopyranoside (VIII), parvifloside (IX), methyl parvifloside (X), diosgenin (XI), and a mixture of beta-sitosterol and stigmasterol. CONCLUSION: Compound X is a new compound. Compounds VII and X were methyl ethers of VI and IX, respectively, and may be produced during isolation. Compound I is isolated from Dioscorea L., and II, IV from Dioscorea parviflora for the first time.


Asunto(s)
Dioscorea/química , Plantas Medicinales/química , Saponinas/aislamiento & purificación , Esteroides/aislamiento & purificación , Diosgenina/análogos & derivados , Diosgenina/química , Diosgenina/aislamiento & purificación , Conformación Molecular , Estructura Molecular , Rizoma/química , Saponinas/química , Esteroides/química
5.
J Asian Nat Prod Res ; 5(2): 75-82, 2003 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-12765190

RESUMEN

Four new oleanane type saponins, monepalosides G-J (1-4), were isolated from the water-soluble part of the whole plant of Morina nepalensis var. alba Hand-Mazz. On the basis of chemical and spectroscopic evidence, their structures were determined as 3-O-alpha-L-arabinopyranosyl-(1 --> 3)-alpha-L-arabinopyranosyl oleanolic acid 28-O-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranoside (monepaloside G, 1), 3-O-alpha-L-arabinopyranosyl-(1 --> 3)-beta-D-xylopyranosyl oleanolic acid 28-O-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranoside (monepaloside H, 2), 3-O-alpha-L-arabinopyranosyl-(1 --> 3)-[beta-D-glucopyranosyl-(1 --> 2)]-alpha-L-arabinopyranosyl oleanolic acid 28-O-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranoside (monepaloside I, 3), 3-O-beta-D-glucopyranosyl-(1 --> 4)-beta-D-glucopyranosyl-(1 --> 3)]-alpha-L-arabinopyranosyl oleanolic acid 28-O-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranoside (monepaloside J, 4), respectively. Two-dimensional NMR spectra, including H-H COSY, HMQC, 2D HMQC-TOCSY, HMBC and ROESY were utilized in the structure elucidation and complete assignments of 1H and 13C NMR spectra.


Asunto(s)
Magnoliopsida/química , Saponinas/aislamiento & purificación , Triterpenos/aislamiento & purificación , China , Medicamentos Herbarios Chinos/química , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular , Extractos Vegetales , Saponinas/química , Espectrometría de Masa Bombardeada por Átomos Veloces , Triterpenos/química
6.
Chem Pharm Bull (Tokyo) ; 51(3): 305-8, 2003 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-12612416

RESUMEN

Chemical examination of the fresh rhizomes of Tupistra wattii HOOK. f. led to the isolation of three new steroidal saponins, wattoside G (1), H (2), and I (3), together with one known steroidal saponin, (25S)-1beta,3beta,4beta-trihydroxyspirotan-5beta-yl-O-beta-D-glucopyranoside (4). The structures of 1-3 were established to be (25R)-1beta,2beta,3beta,5beta-tetrahydroxyspirostan-4beta-yl-O-beta-D-xylopyranoside (1), (24S,25S)-24-[(beta-D-glucopyranosyl)oxy]-1beta,2beta,3beta,4beta,5beta,7beta-hexahydroxyspirostan-6-one (2), and (24S,25S)-1beta,3beta-dihydroxy-5beta-spirostan-24-yl-O-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranoside (3) on the basis of detailed analyses of physical, chemical, and spectral data. The isolated compounds were evaluated for cytotoxic activity against the cancer cell line K562 in vitro.


Asunto(s)
Liliaceae , Rizoma , Saponinas/aislamiento & purificación , Esteroides/aislamiento & purificación , Humanos , Células K562/efectos de los fármacos , Extractos Vegetales/química , Extractos Vegetales/aislamiento & purificación , Extractos Vegetales/farmacología , Saponinas/química , Saponinas/farmacología , Esteroides/química , Esteroides/farmacología
7.
J Asian Nat Prod Res ; 4(3): 211-5, 2002 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-12118511

RESUMEN

From the fresh rhizomes of Dioscorea deltoidea Wall var. orbiculata, a novel ergostanol saponin, orbiculatoside A (1), was isolated and identified as 3-O-beta-D-glucopyranosyl-ergost-5-ene-3beta, 26-diol-26-O-beta-D-glucopyranosyl(1-->3)-[beta-D-glucopyranosyl(1-->2)-beta-D-glucupyranosyl(1-->6)]-beta-D-glucopyranoside by various NMR techniques in combination with chemical methods. The new saponin showed strong activity against Pyricularia oryzae, with a MMDC (minimum morphological deformation concentration) value of 28.04 micromol/l and was cytotoxic to cancer cell line K562, HCT-15, A549, HT1080, and A2780a in vitro.


Asunto(s)
Antineoplásicos/farmacología , Dioscorea , Ergosterol/análogos & derivados , Fitoterapia , Extractos Vegetales/farmacología , Saponinas/farmacología , Antineoplásicos/química , Antineoplásicos/aislamiento & purificación , Antineoplásicos/uso terapéutico , Ergosterol/química , Ergosterol/aislamiento & purificación , Humanos , Concentración 50 Inhibidora , Extractos Vegetales/química , Extractos Vegetales/aislamiento & purificación , Extractos Vegetales/uso terapéutico , Rizoma , Saponinas/química , Saponinas/aislamiento & purificación , Saponinas/uso terapéutico , Células Tumorales Cultivadas/efectos de los fármacos
8.
Zhongguo Zhong Yao Za Zhi ; 27(6): 431-4, 2002 Jun.
Artículo en Chino | MEDLINE | ID: mdl-12774633

RESUMEN

OBJECTIVE: To investigate the constituents of fermented leaves of Agave americana, and discover new compounds. METHOD: Compounds were purified with silica gel and C8 reverse--phase silica gel column chromatography. The structures were elucidated by chemical and spectroscopic evidence. RESULT: Three steroidal compounds were obtained and their structures were identified as (25R)-5 alpha-spirostan-3 beta, 6 alpha, 23 alpha-triol 6-O-beta-D-glucopyranoside(1), (25R)-5 alpha-spirostan-3 beta, 6 alpha, 23 alpha-triol-3, 6-di-O-beta-D-glucopyranoside (cantalasaponin-1) (2) and (25R)-5 alpha-spirostan-3 beta, 6 alpha, 23 alpha-triol(hongguanggenin) (3). CONCLUSION: Compound 1 is new compound, named agamenoside C.


Asunto(s)
Agave/química , Plantas Medicinales/química , Triterpenos/aislamiento & purificación , Fermentación , Glicósidos/aislamiento & purificación , Estructura Molecular , Hojas de la Planta/química , Triterpenos/química
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