High-speed counter-current chromatography (HSCCC) is a major tool for the fast separation of natural products from plants. It was used for the preparative isolation of the flavonoid monoglucosides present in the aerial parts of the Davilla elliptica St. Hill. (Dilleniaceae). This species is used in Brazilian folk medicine for the treatment of gastric disorders. The optimum solvent system used was composed of a mixture of ethyl acetate-n-propanol-water (140:8:80, v/v/v) and led to a successful separation of quercetin-3-O-alpha-L-rhamnopyranoside and myricetin-3-O-alpha-L-rhamnopyranoside in approximately 3.0 hours with purity higher than 95%. Identification was performed by ¹H NMR, 13C NMR and HPLC-UV-DAD analyses.

Do extrato etanólico dos capítulos e dos escapos de Syngonanthus bisulcatus (Koern) Ruhland foram isolados os flavonóides: 5-hidroxi-7,4'-dimetoxi-6-C-beta-D-glicopiranosilflavona, isovitexina (5,7,4'-triidróxi-6-C-beta-D-glicopiranosilflavona, luteolina (5,7,3',4'- tetraidroxiflavona), lutonarina (5,3',4'-triidroxi-6-C-7-O-beta-D-glicopiranosilflavona) e 5,6,3',4'-tetraidroxi-7-O-beta-D-glicopiranosilflavona. As estruturas dos compostos foram caracterizadas por espectroscopia (RMN mono e bi-dimensionais) e por espectrometria de massas Electrospray. Adicionalmente foram examinados os efeitos dos extratos etanólicos dos capítulos e dos escapos pelo modelo de úlcera induzida por etanol/HCl

From the ethanol extract of the capitula and scapes of Syngonanthus bisulcatus (Koern) Ruhland the flavonoids 5-hydroxy-7,4'-dimethoxy-6-C-beta-D-glucopyranosylflavone, isovitexin (5,7,4'-trihydroxy-6-C-beta-D-glucopyranosylflavone), luteolin (5,7,3',4'-tetrahydroxyflavone), lutonarin (5,3',4'-trihydroxy-6-C-7-O-beta-D-glucopyranosylflavone) and 5,6,3',4'-tetrahydroxy-7-O-beta-D-glucopyrade were isolated. The structure of the compounds were characterized by spectroscopic methods, mainly 1D and 2D NMR experiments, as well as ESMS spectrometry. In addition we examined the effect of the ethanol extract of capitulae and scapes in the ulcer model ethanol/HCl-induced gastric mucosal lesions.

O gênero Indigofera (Fabaceae) é utilizado na medicina tradicional para distúrbios gastrintestinais. Em nosso trabalho foi investigada a propriedade antiulcerogênica da Indigofera truxillensis Kunth. A administração oral do extrato metanólico (MeOH) não produziu efeitos tóxicos. A atividade antiulcerogênica foi avaliada em diferentes modelos agudos de úlcera gástrica (etanol 100%, piroxicam 30 mg.kg-1, estresse por retenção e frio e ligadura do piloro) em camundongos e ratos. Os animais foram tratados com lansoprazol (30 mg.kg-1) ou cimetidina (100 mg.kg-1), que foram utilizados como controle positivo dependendo do modelo testado. Em outro experimento com úlcera induzida por etanol em ratos, N-etilmaleimida (NEM), um bloqueador dos compostos sulfidríla, também foi utilizado. O extrato metanólico, nas doses de 250, 500 e 1000 mg.kg-1, inibiu significativamente as lesões gástricas em todos os experimentos: a) 62%, 69% e 32%, respectivamente, nas lesões gástricas induzidas por piroxicam, b) 43%, 71% e 98%, nas lesões gástricas induzidas por etanol, c) 69%, 64% e 89%, nas lesões gástricas induzidas por estresse por contenção e frio, d) 73%, 82% e 84%, nas lesões gástricas induzidas por ligadura de piloro. Alterações significativas foram observadas na concentração total de ácido gástrico após a administração via intraduodenal do extrato MeOH no modelo de ligadura do piloro. Pré-tratamento com NEM reduziu parcialmente a atividade antiulcerogênica do extrato MeOH na úlcera induzida por etanol, o que sugere um aumento nos níveis de compostos sulfidríla pelo extrato MeOH na mucosa gástrica. Os resultados indicam que o extrato MeOH possui um efeito antisecretor e citoprotetor, e que tais efeitos podem estar relacionados com a presença de flavonóides detectados por análise fitoquímica no extrato MeOH.

The genus Indigofera (Fabaceae) is used in folk medicine to treat gastrointestinal pain. In this study, we investigated the antiulcerogenic properties of Indigofera truxillensis Kunth. Oral administration of MeOH extract did not produce any signals of acute toxicity. The antiulcerogenic activity was assessed in different models of acute gastric ulcers (100% ethanol, piroxicam 30 mg.kg-1, hypothermic restraint stress and pylorus ligature) in mice and rats. The animals were treated with the drugs lanzoprazole (30 mg.kg-1) or cimetidine (100 mg.kg-1) as positive controls depending on the performed model. In another experiment with ethanol-induced ulcers in rats, N-ethylmaleimide (NEM), a sulfhydryl group blocker, was also used. The MeOH extract, at doses of 250, 500 and 1000 mg.kg-1, inhibited the gastric lesions in all experiments: a) by 62%, 69% and 32%, respectively, in piroxicam-induced lesions, b) by 43%, 71% and 98%, in ethanol-induced lesions, c) by 69%, 64 and 89%, in hypothermic-restraint stress-induced lesions, d) by 73%, 82% and 84%, in pylorus ligature lesions. Significant changes in the total gastric acid levels were also found after intraduodenal administration of the MeOH extract in the ligated pylorus model. Pre treatment with NEM reduced partially the antiulcerogenic activity of the MeOH extract in ethanol-induced gastric lesions. This result indicates an increase in the levels of non-protein sulfhydryl groups by MeOH extract in the gastric mucosa. These results indicate that the MeOH extract has antisecretory and citoprotective effects that may be related to the presence of flavonoids detected by phytochemical analysis.