Résumé
O extrato clorofórmico das cascas de Qualea parviflora (Vochysiaceae) foi fracionado em cromatografia em coluna usando sílica gel para fornecer triterpenos (lupeol, lupenona, betulina, ácido epibetulínico, e friedelina) e um esteroide (β-sitosterol). Os compostos β- sitosterol, lupenona e lupeol foram identificados também em Q. grandiflora e Q. multiflora, enquanto friedelina foi detectada apenas em Q. multiflorautilizando a cromatografia gasosa acoplada à espectrometria de massas. A atividade anti Mycobacterium tuberculosis do extrato clorofórmico e dos compostos isolados foi determinada por MABA e o valor da CIM variou de 250,0 a 31,2 μg/mL. Esta investigação constitui o primeiro relato do estudo químico e antitubercular de compostos apolares das espécies de Qualea.
The chloroform extract of bark of the tropical tree Qualea parviflora (Vochysiaceae) was fractionated by column chromatography on silica gel, yielding triterpenes (lupeol, lupenone, betulin, epibetulinic acid and friedelin) and a steroid (β-sitosterol). β-sitosterol, lupenone and lupeol were also identified in Q. grandiflora and Q. multiflora, while friedelin was detected only in Q. Multiflora, by means of gas chromatography-mass spectrometry. The anti-Mycobacterium tuberculosis activity of the chloroform extract and isolated compounds was assayed by MABA and MIC values ranged from 250.0 to 31.2 μg/mL. This study is the first to investigate the chemistry and antitubercular activity of apolar compounds from Qualeaspecies.
Sujets)
Mycobacterium tuberculosis , Triterpènes/composition chimique , Chromatographie en phase gazeuse/méthodes , Spectrométrie de masse/méthodesRésumé
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.
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
Sujets)
Eriocaulaceae , Extraits de plantes , Flavonoïdes , Spectrométrie de masse , Analyse spectrale RamanRésumé
From the ethanolic extract of the capitulae of Paepalanthus microphyllus, one caffeic acid derivative (1) was isolated. The structure of the compound was caracterized by spectroscopic methods, mainly 1D and 2D NMR experiments, as well as ESMS spectrometry. In addition, three flavonoids of taxonomic relevance were isolated and identified by comparison to literature data