RESUMO
Two novel biphenyl dimers, caesappanin A (1) and B (2), were isolated from the ethanol extract of the heartwood of Caesalpinia sappan. Their structures were elucidated on the basis of spectroscopic data including IR, HRESIMS, 1D and 2D NMR. Preliminary bioassays showed that compound 1 possessed potent cytotoxic effects against 4 cell lines including HCT-8, BGC-823, A549 and A2780 with IC(50) between 1.67µM and 4.88µM.
Assuntos
Antineoplásicos Fitogênicos/isolamento & purificação , Compostos de Bifenilo/isolamento & purificação , Caesalpinia/química , Extratos Vegetais/química , Antineoplásicos Fitogênicos/farmacologia , Antineoplásicos Fitogênicos/uso terapêutico , Compostos de Bifenilo/farmacologia , Compostos de Bifenilo/uso terapêutico , Linhagem Celular Tumoral , Humanos , Estrutura Molecular , Fitoterapia , Extratos Vegetais/farmacologia , Extratos Vegetais/uso terapêutico , MadeiraRESUMO
Six constituents with neuraminidase (NA) inhibitory activity, namely brazilein, brazilin, protosappanin A, 3-deoxysappanchalcone, sappanchalcone and rhamnetin, were isolated from the hearthwood of Caesalpinia sappan (Leguminosae). Their in vitro anti-influenza virus activities were evaluated with the cytopathic effect (CPE) reduction method. The results showed that 3-deoxysappanchalcone and sappanchalcone exhibited the highest activity against influenza virus (H3N2) with IC50 values of 1.06 and 2.06 microg/mL, respectively, in comparison to the positive control oseltamivir acid and ribavirin with IC50 values of 0.065 and 9.17 microg/mL, respectively.
Assuntos
Antivirais/química , Antivirais/farmacologia , Caesalpinia/química , Vírus da Influenza A/efeitos dos fármacos , Vírus da Influenza B/efeitos dos fármacos , Extratos Vegetais/farmacologia , Animais , Linhagem Celular , Cães , Relação Dose-Resposta a Droga , Concentração Inibidora 50 , Estrutura Molecular , Extratos Vegetais/químicaRESUMO
OBJECTIVE: To seek for new active components from Caesalpinia sappan. METHOD: The chemical constituents were isolated and identified by means of chromatographic and spectroscopic technologies methods. RESULT: Nine compounds were isolated, and their structures were identified as 3, 8-dihydroxy4, 10-dimethoxy-7-oxo-[2] benzopyrano[4,3-b] benzopyran (1), 3-deoxysappanchalcone (2), sappanchalcone (3), 3-deoxysappanone B (4), rhamnetin (5), protosappanin C (6), 3, 7-dihydroxy-chroman-4-one (7), dimethyl adipate (8), daucosterin (9). CONCLUSION: Compound 1 was a new compound, and compounds 7, 8 were isolated from this plant for the first time.