RESUMO
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.
Assuntos
Euphorbiaceae/química , Raízes de Plantas/química , Plantas Medicinais/química , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/isolamento & purificação , Antineoplásicos Fitogênicos/farmacologia , Linhagem Celular Tumoral , Sobrevivência Celular/efeitos dos fármacos , Cumarínicos , Dioxanos/química , Dioxanos/isolamento & purificação , Dioxanos/farmacologia , Humanos , Concentração Inibidora 50 , Estrutura Molecular , Ácido Oleanólico/análogos & derivados , Ácido Oleanólico/química , Ácido Oleanólico/isolamento & purificação , Ácido Oleanólico/farmacologia , Ácidos Palmíticos/química , Ácidos Palmíticos/isolamento & purificação , Ácidos Palmíticos/farmacologia , Triterpenos/química , Triterpenos/isolamento & purificação , Triterpenos/farmacologiaRESUMO
Four new polyphenolic glycosides (1-4) were isolated from the BuOH extract of the bark of Walsura yunnanenis C. Y. Wu. These compounds comprise two lignans, i.e., the 9-O-alpha-L-arabinopyranosides 1 and 2 of (-)-isolariciresinol and of (+)-5-methoxyisolariciresinol, respectively, and the two phenolic glycosides 3,4,5-trimethoxyphenyl 2-O-(alpha-L-fucopyranosyl)-beta-D-glucopyranoside (3) and 3,5-dihydroxyphenyl 6-O-(4-hydroxy-3,5-dimethoxybenzoyl)-beta-D-glucopyranoside (walsuraside; 4). In addition, three known compounds, 3,4,5-trimethoxyphenyl beta-D-glucopyranoside, asperglaucide, and butyl alpha-D-fructofuranoside were identified. Their structures were elucidated spectroscopically and by chemical transformation (hydrolysis). The new compounds 1, 2, and 4 displayed significant antioxidant activities, with IC(50) values in the range of ca. 42 to 49 microg/ml.
Assuntos
Antioxidantes/isolamento & purificação , Glicosídeos/isolamento & purificação , Meliaceae/química , Fenóis/isolamento & purificação , Antioxidantes/química , Glicosídeos/química , Fenóis/química , Casca de Planta , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificaçãoRESUMO
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.
Assuntos
Antineoplásicos/química , Extratos Vegetais/química , Triterpenos/química , Animais , Antineoplásicos/isolamento & purificação , Antineoplásicos/toxicidade , Divisão Celular/efeitos dos fármacos , China , Modelos Moleculares , Caules de Planta/química , Triterpenos/isolamento & purificação , Triterpenos/toxicidadeRESUMO
A novel A,B-seco-tetranortriterpenoid lactam, named munroniamide (1), along with three known ceramides (2-4), was isolated from the methanolic extract of the whole bodies of Munronia henryi. The structure of 1 was established using spectroscopic methods. Compound 2 exhibited significant antifeeding activity, and 1 exhibited moderate activity, whereas 3 and 4 showed negative activity against Pieris brassicae L.
Assuntos
Inseticidas/química , Limoninas/química , Meliaceae/química , Triterpenos/química , Animais , Ceramidas/química , Ceramidas/isolamento & purificação , Ingestão de Alimentos/efeitos dos fármacos , Insetos/fisiologia , Inseticidas/isolamento & purificação , Inseticidas/farmacologia , Limoninas/isolamento & purificação , Limoninas/farmacologia , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Extratos Vegetais/química , Triterpenos/isolamento & purificação , Triterpenos/farmacologiaRESUMO
Six compounds were isolated from the MeOH extract of the whole bodies of Munronia henryi. Their structures were elucidated as sitosterol-3-O-12',13'-epoxy-9'-oxo-(10'E)-octadecenoate (1), alpha-D-glucopyranosyl-6'-O-hexadecanoate (2), 4alpha,7alpha-aromodendranediol (3), 2beta,3beta,4beta-trihydroxypregnan-16-one (4), 4-O-alpha-D-psicofuranos-alpha-D-glucopyranose (5), and glyceryl-1-tetracosanoicate (6) on the basis of spectroscopic methods. Among them 1 was a new sterol carrying an octadecenoyl; 2 and 6 were isolated for the first time from a natural source.
Assuntos
Meliaceae/química , Esteróis/isolamento & purificação , Metanol/química , Extratos Vegetais/química , Folhas de Planta/química , Solventes/química , Esteróis/químicaRESUMO
Three new monoterpene glycosides, 4-O-ethylpaeoniflorin (1), 6'-O-benzoyl-4''-hydroxy-3"-methoxy-paeoniflorin (2), 6'-O-benzoylalbiflorin (3), and a new monoterpenoid, 9-hydroxy-paeonilactone-A (4) were isolated from the root cortex of Paeonia delavayi. Their structures were elucidated on the basis of spectral methods.
Assuntos
Glicosídeos/isolamento & purificação , Monoterpenos/isolamento & purificação , Paeonia/química , Plantas Medicinais/química , Terpenos/isolamento & purificação , Glicosídeos/química , Espectrometria de Massas , Monoterpenos/química , Terpenos/químicaRESUMO
AIM: The anti-gastric ulcer constituents from the roots of Crepis napifera (Franch) Babc (Compositae) were studied. METHODS: Solvent partition, Si gel and Rp-18 column chromatography, crystallization and spectral methods were used to extract, isolate and identify two compounds. The activity of compound 1 was tested on the rat stomach by determining the effect on aspirin-induced gastric lesions and on histamine-stimulated gastric acid secretion. RESULTS: Two sesquiterpene lactone glycosides, taraxinic acid-1'-O-beta-D-glucopyranoside (1) and 11,13-dihydro-taraxinic acid-1'-O-beta-D-glucopyranoside (2) were obtained. Compound 1 at the dose of 80 mg.kg-1 p.o. inhibited significantly the development of aspirin-induced gastric lesions in the rat and at an i.v. dose of 70 mg.kg-1 did not affect histamine-stimulated gastric acid secretion in the lumen-perfused rat stomach. CONCLUSION: Compound 1 is the active component of the plant which protects gastric mucosa and exhibits anti-gastric ulcer action.