RESUMO
A new bidesmosidic triterpenoidal saponin of hederagenin was isolated from the ethanolic extract of the roots of Symphytum officinale L. Its structure was elucidated by using 1H NMR, 1H-1H COSY NMR, heteronuclear 1H-13C correlated spectroscopy (heteroCOSY), 13C NMR, DEPT, FAB mass spectrometry and chemical evidence as 3-O-alpha-L-arabinopyranosyl]-hederagenin-28-O-[beta-D-gluco pyranosyl- (-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl]ester.
Assuntos
Plantas Medicinais/química , Saponinas/isolamento & purificação , Triterpenos/isolamento & purificação , Sequência de Carboidratos , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Dados de Sequência MolecularRESUMO
A new bidesmosidic triterpenoidal saponin 3-O-[beta-D-glucopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->4)-alpha-L - arabinopyranosyl]-hederagenin-28-O-[alpha-L-rhamnopyranosyl- (1-->4)-beta-D- glucopyranosyl-(1-->6)-beta-D-glucopyranosyl] ester, was isolated from the roots of Symphytum officinale. The structure was assigned by chemical methods and spectral analysis (1H, 13C, DEPT, NMR, EI-MS and FAB-MS) including 1H-1H COSY, 1H-13C COSY and HOHAHA. The prosapogenin of this saponin is also a new compound.
Assuntos
Ácido Oleanólico/análogos & derivados , Plantas Medicinais , Saponinas/química , Triterpenos/química , Configuração de Carboidratos , Sequência de Carboidratos , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Dados de Sequência Molecular , Oligossacarídeos/química , Oligossacarídeos/isolamento & purificação , Raízes de Plantas , Saponinas/isolamento & purificação , Espectrometria de Massas de Bombardeamento Rápido de Átomos , Triterpenos/isolamento & purificaçãoRESUMO
A new triterpenoidal saponin of hederagenin named symphytoxide A has been isolated from the ethanolic extract of the roots of Symphytum officinale and characterized on the basis of chemical investigations and spectroscopic studies as 3-O-[beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl-(1-->4)- alpha-L-arabinopyranosyl] hederagenin. The structure of this new saponin was established on the basis of 1D and 2D NMR experiments including heteroCOSY, COSY-45 degrees as well as HMBC measurements and other spectroscopic techniques. The saponin exhibited hypotensive activity in anesthetized rats.
Assuntos
Ácido Oleanólico/análogos & derivados , Plantas Medicinais/química , Saponinas/isolamento & purificação , Animais , Anti-Hipertensivos/química , Anti-Hipertensivos/isolamento & purificação , Anti-Hipertensivos/farmacologia , Pressão Sanguínea/efeitos dos fármacos , Sequência de Carboidratos , Feminino , Espectroscopia de Ressonância Magnética , Masculino , Dados de Sequência Molecular , Ácido Oleanólico/química , Ácido Oleanólico/isolamento & purificação , Ácido Oleanólico/farmacologia , Ratos , Ratos Wistar , Saponinas/química , Saponinas/farmacologiaRESUMO
A new triterpenoid saponin, macrophyllicin has been isolated from the methanolic extract of the whole plant of Primula macrophylla. On the basis of chemical and spectral evidence, the structure of macrophyllicin was determined as 3-O-[alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyranosyl- (1-->2)-beta-D-galactopyranosyl-(1-->2)-beta-D-glucuronopyranosyl] -6 beta,16 alpha,28-trihydroxy-olean-12-ene. The 2D NMR experiments were useful in providing complete information on the structure of macrophyllogenin, a new sapogenin.
Assuntos
Ácido Oleanólico/análogos & derivados , Plantas/química , Saponinas/isolamento & purificação , Triterpenos/isolamento & purificação , Sequência de Carboidratos , Espectroscopia de Ressonância Magnética , Dados de Sequência Molecular , Estrutura Molecular , Saponinas/química , Triterpenos/químicaRESUMO
The isolation and NMR spectra of otosenine (1) and seneciphylline (2) from Senecio lorenthii are reported.
Assuntos
Asteraceae , Plantas Medicinais , Alcaloides de Pirrolizidina/isolamento & purificação , Humanos , Espectroscopia de Ressonância Magnética , Estruturas Vegetais , Alcaloides de Pirrolizidina/químicaAssuntos
Ácido Oleanólico/análogos & derivados , Plantas Medicinais/química , Saponinas , Animais , Sequência de Carboidratos , Europa (Continente) , Hemodinâmica/efeitos dos fármacos , Espectroscopia de Ressonância Magnética , Masculino , Dados de Sequência Molecular , Ácido Oleanólico/química , Ácido Oleanólico/farmacologia , Ratos , Ratos Sprague-Dawley , Espectrometria de Massas de Bombardeamento Rápido de Átomos , Espectrofotometria Infravermelho , Espectrofotometria UltravioletaRESUMO
Phytochemical investigations of the fruits of Stocksia brauhica (Sapindaceae) resulted in the isolation of a new acylated flavone glycoside. Its structure of the new compound brauhenefloroside D (1) was established as 3-O-[(alpha-L-rhamnopyranosyl)oxy]-7-O-[(acetyl)-beta-D-glucopyranosyl (1 --> 4)]-[6-O-(4-hydroxy-E-cinnamoyl)-beta-D-glucopyranosyl-(1 --> 2)-alpha-L-rhamnopyranosyl)-oxy]-kaempferol. The structure elucidation of the new compound was based primarily on 1D and 2D NMR analysis, including COSY, HMBC and HMQC correlations.
Assuntos
Flavonas/isolamento & purificação , Frutas/química , Glicosídeos/isolamento & purificação , Sapindaceae/química , Trissacarídeos/isolamento & purificação , Acilação , Flavonas/química , Glicosídeos/química , Espectroscopia de Ressonância Magnética , Trissacarídeos/químicaRESUMO
A new triterpenoid saponin, 3-O-[alpha-L-rhamnopyranosyl-(1-->4)-beta-D- galactopyranosyl-(1-->4)-beta-D-glucuronopyranosyl]-soyaspogeno l B [1] was isolated along with cycloartenol, stigmasterol, 3-O-acetyloleanolic acid, and sitosterol 3-beta-D-glucoside from a methanolic extract of the seeds of Vigna unguiculata subsp. unguiculata. The structure of 1 was elucidated by spectroscopic and chemical means.
Assuntos
Ácido Oleanólico/análogos & derivados , Plantas Medicinais/química , Saponinas/química , Triterpenos/química , Sequência de Carboidratos , Hidrólise , Espectroscopia de Ressonância Magnética , Conformação Molecular , Dados de Sequência Molecular , Extratos Vegetais/análise , Sementes/química , Espectrofotometria InfravermelhoRESUMO
A new triterpene, nepehinol, has been isolated from the medicinal plant NEPETA HINDOSTANA. The structure 3beta-hydroxy-18beta, 19alpha H-lup-20 (19)-ene has been suggested for it.
RESUMO
A new triterpenoidal aldehyde, nepehinal ( 1), has been isolated from the alcoholic extract of the whole plant of NEPETA HINDOSTANA. Its structure was established as 1beta,3beta,1 1alpha-trihydroxy-lup-20(29)-en-30-al through chemical and spectroscopic studies including two dimensional NMR. (13)C-NMR spectral assignments of nepeticin ( 2) have also been revised.
RESUMO
A new triterpenoidal saponin having hederagenin as the aglycone was isolated from the roots of SYMPHYTUM OFFICINALE L. The structure of this saponin was elucidated by FAB-MS, (1)H-, (13)C-NMR, 2D-NMR analyses and chemical studies as 3- O-[beta- D-glucopyranosyl-(1-->4)-alpha- L-arabinopyranosyl]-hederagenin 28- O-[beta- D-glucopyranosyl-(1-->6)-beta- D-glucopyranosyl] ester.
RESUMO
Chemical investigation of the EtOH-soluble portion of Symphytum officinale roots has resulted in the isolation of a new pentacyclic triterpene glycoside of oleanolic acid. Its structure was elucidated by spectroscopic studies, including 2D nmr, and chemical evidences as 3-O-[beta-D-glucopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->4)-alpha-L -arabinopyranosyl]-oleanolic acid [1].