RESUMO
Four new triterpenoids, sweriyunnangenin A (1), sweriyunnanosides A (2), B (3) and C (4), along with nineteen known compounds (5-23) were isolated from Swertia yunnanensis. Based on extensive spectroscopic analyses (1D- and 2D-NMR, HRESIMS, UV, IR, [α]D), the structures of sweriyunnangenin A (1), sweriyunnanosides A (2), B (3) and C (4) were elucidated as taraxer-14-ene-3α,6ß-diol, oleanolic acid 28-O-ß-D-glucopyranosyl-(1â2)-O-ß-D-glucopyranoside, 2α,3ß-di-hydroxyolean-12-en-28-oic acid 28-O-ß-D-glucopyranosyl(1â6)-ß-D-glucopyranosyl (1â6)-ß-D-glucopyranosyl(1â2)-ß-D-glucopyranoside and hederagenin 28-O-ß-D-glucopyranosyl(1â6)-ß-D-glucopyranosyl(1â6)-ß-D-glucopyranosyl(1â2)-ß-D-glucopyranoside, respectively. Twenty-two compounds were evaluated for their anti-HBV activities on the HepG 2.2.15 cell line in vitro, of which nine compounds showed potent anti-HBV activities. Compounds 1, 5-6, 14-16 and 19 showed activities against the secretion of HBsAg (IC50 values from 0.10 to 1.76 mM) and HBeAg (IC50 values from 0.04 to 1.41 mM), and compounds 11 and 13-16 exhibited significant inhibition on HBV DNA replication (IC50 values from 0.01 to 0.09 mM).
Assuntos
Antivirais/farmacologia , Glucosídeos/farmacologia , Vírus da Hepatite B/efeitos dos fármacos , Hepatite B/virologia , Extratos Vegetais/farmacologia , Swertia/química , Triterpenos/farmacologia , Antígenos Virais/metabolismo , Antivirais/química , Antivirais/isolamento & purificação , Antivirais/uso terapêutico , Replicação do DNA/efeitos dos fármacos , DNA Viral/efeitos dos fármacos , Glucosídeos/química , Glucosídeos/isolamento & purificação , Glucosídeos/uso terapêutico , Células Hep G2 , Hepatite B/tratamento farmacológico , Vírus da Hepatite B/genética , Vírus da Hepatite B/patogenicidade , Humanos , Estrutura Molecular , Fitoterapia , Extratos Vegetais/química , Extratos Vegetais/uso terapêutico , Triterpenos/química , Triterpenos/isolamento & purificação , Triterpenos/uso terapêutico , Replicação Viral/efeitos dos fármacosRESUMO
Seven new secoiridoids, swertianglide (1) and swertianosides A-F (2-7), together with fifteen known compounds, were isolated from the whole plants of Swertia angustifolia. Their structures were elucidated on the basis of extensive spectroscopic analyses ([α](D), UV, IR, MS, 1D- and 2D-NMR). Fourteen compounds were evaluated for their anti-hepatitis B virus (HBV) activities on the Hep G 2.2.15 cell line in vitro. Compound 2, an unusual secoiridoid glycoside dimer, showed significant activities inhibiting the secretion of HBsAg (IC50 0.18 mM, SI 3.11) and HBeAg (IC50 0.12 mM, SI 4.67).