RESUMO
Eight new phenylpropanoid derivatives [quiquesetinerviusides A (1), B (2), C (3), D (4), and E (5), as well as quiquesetinerviusins A (6), B (7), and C (8)] and seven known compounds (8-15), were isolated from an EtOAc extract of Calamus quiquesetinervius stems. The structures of 1-8 were elucidated on the basis of 1D- and 2D-NMR spectroscopic data analysis. Bioassay results showed that 1-5 possess weak DPPH (2,2-diphenyl-1-picrylhydrazyl) scavenging activity, but potent (·)OH radical scavenging activity (IC(50) 3.6-8.4 µM). Of the tested isolates, compounds 4-6 and 9 showed potent inhibition (IC(50) 9.2-29.5 µM) of LPS-stimulated NO production when compared with a positive control substance, quercetin (IC(50) 34.5 µM).
Assuntos
Anti-Inflamatórios não Esteroides/isolamento & purificação , Anti-Inflamatórios não Esteroides/farmacologia , Antioxidantes/isolamento & purificação , Antioxidantes/farmacologia , Calamus/química , Medicamentos de Ervas Chinesas/isolamento & purificação , Medicamentos de Ervas Chinesas/farmacologia , Sequestradores de Radicais Livres/isolamento & purificação , Sequestradores de Radicais Livres/farmacologia , Glicosídeos/isolamento & purificação , Glicosídeos/farmacologia , Fenilpropionatos/isolamento & purificação , Fenilpropionatos/farmacologia , Animais , Anti-Inflamatórios não Esteroides/química , Antioxidantes/química , Compostos de Bifenilo/farmacologia , Medicamentos de Ervas Chinesas/química , Sequestradores de Radicais Livres/química , Glicosídeos/química , Lipopolissacarídeos/farmacologia , Macrófagos/efeitos dos fármacos , Camundongos , Estrutura Molecular , Óxido Nítrico/biossíntese , Ressonância Magnética Nuclear Biomolecular , Fenilpropionatos/química , Picratos/farmacologia , Caules de Planta/química , Quercetina/farmacologia , TaiwanRESUMO
Eight new lignin derivatives, termed quiquelignan A-H (1-8), comprising three tricin-type flavonolignans (1-3) and five 8-O-4' neolignans (4-8), were isolated from the ethanol extract of Calamus quiquesetinervius stems. Structural elucidation of the new isolates was accomplished on the basis of spectroscopic data. Compounds 1-8 showed strong-to-moderate antioxidant activity against the hydroxy radical (()OH). Among them, compound 5 showed significantly higher hydroxy radical scavenging activity (IC(50) 4.4microg/mL). Compounds 2-4 and 6-8 dose-dependently suppressed the LPS-stimulated production of nitric oxide (NO) in RAW 264.7 cells. The anti-inflammatory potency of 4 and 6 was 2.7-4.5-fold higher compared with quercetin. Compounds 2-4, 6 and 8 also exhibited mild collagen-antagonistic activity, but were inactive with respect to thrombin-induced platelet aggregation.
