RESUMO
Six new sesquiterpene coumarin derivatives, fukanefuromarin H-M (1-6), were isolated from an 80% aqueous methanol extract of the roots of Ferula fukanensis. The structures were elucidated on the basis of spectroscopic evidence, particularly heteronuclear multiple-bond connectivity (HMBC) and high-resolution MS. The sesquiterpene coumarin derivatives inhibited nitric oxide (NO) and inducible NO synthase (iNOS), interleukin-6 (IL-6), and tumor necrosis factor-α (TNF-α) gene expression in a murine macrophage-like cell line (RAW264.7), which was activated by lipopolysaccharide (LPS) and recombinant mouse interferon-γ (IFN-γ).
Assuntos
Cumarínicos/química , Ferula/química , Sesquiterpenos/química , Animais , Linhagem Celular , Cumarínicos/isolamento & purificação , Cumarínicos/farmacologia , Interferon gama/genética , Interferon gama/metabolismo , Interferon gama/farmacologia , Interleucina-6/genética , Interleucina-6/metabolismo , Macrófagos/efeitos dos fármacos , Camundongos , Óxido Nítrico/metabolismo , Óxido Nítrico Sintase Tipo II/genética , Óxido Nítrico Sintase Tipo II/metabolismo , Raízes de Plantas/química , Proteínas Recombinantes/biossíntese , Proteínas Recombinantes/genética , Proteínas Recombinantes/farmacologia , Fator de Necrose Tumoral alfa/genética , Fator de Necrose Tumoral alfa/metabolismoRESUMO
Five new sesquiterpene chromone derivatives, fukanefurochromones A-E (1-5), were isolated from a 80% aqueous methanol extract of the roots of Ferula fukanensis. The structures were elucidated on the basis of spectroscopic evidence, especially heteronuclear multiple-bond connectivity (HMBC) and high-resolution MS. The sesquiterpene chromone derivatives inhibited nitric oxide (NO) production and inducible NO synthase (iNOS) gene expression by a murine macrophage-like cell line (RAW 264.7), which was activated by lipopolysaccharide (LPS) and recombinant mouse interferon-gamma (IFN-gamma).
Assuntos
Cromonas/isolamento & purificação , Medicamentos de Ervas Chinesas/isolamento & purificação , Inibidores Enzimáticos/isolamento & purificação , Ferula/química , Óxido Nítrico Sintase Tipo II/antagonistas & inibidores , Óxido Nítrico/antagonistas & inibidores , Plantas Medicinais/química , Sesquiterpenos/isolamento & purificação , Cromonas/química , Cromonas/farmacologia , Medicamentos de Ervas Chinesas/química , Medicamentos de Ervas Chinesas/farmacologia , Inibidores Enzimáticos/química , Inibidores Enzimáticos/farmacologia , Ativação de Macrófagos , Estrutura Molecular , Óxido Nítrico/biossíntese , Óxido Nítrico/metabolismo , Raízes de Plantas/química , Reação em Cadeia da Polimerase Via Transcriptase Reversa , Sesquiterpenos/química , Sesquiterpenos/farmacologiaRESUMO
Five new sesquiterpene phenylpropanoid derivatives, fukanedone A (1), fukanedone B (2), fukanedone C (3), fukanedone D (4), and fukanedone E (5), and a novel phenyl-oxo-acetate ester, fukaneketoester A (6), were isolated from a 80% aqueous methanol extract of the roots of Ferula fukanensis. The structures were elucidated on the basis of spectroscorpic evidence, especially heteronuclear multiple-bond connectivity (HMBC) and high-resolution MS. The sesquiterpene phenylpropanoid derivatives inhibited nitric oxide (NO) production and inducible NO synthase (iNOS) gene expression by a murine macrophage-like cell line (RAW 264.7), which was activated by lipopolysaccharide (LPS) and recombinant mouse interferon-gamma (IFN-gamma).
Assuntos
Ferula/química , Óxido Nítrico/antagonistas & inibidores , Óxido Nítrico/metabolismo , Plantas Medicinais/química , Sesquiterpenos/isolamento & purificação , Animais , China , Interferon gama/farmacologia , Lipopolissacarídeos/farmacologia , Macrófagos/metabolismo , Camundongos , Estrutura Molecular , Óxido Nítrico/biossíntese , Óxido Nítrico Sintase/análise , Óxido Nítrico Sintase/antagonistas & inibidores , Óxido Nítrico Sintase/biossíntese , Óxido Nítrico Sintase/genética , Óxido Nítrico Sintase Tipo II , Raízes de Plantas/química , Sesquiterpenos/química , Sesquiterpenos/farmacologiaRESUMO
Four new sesquiterpene coumarin derivatives, fukanemarin B (1), fukanefuromarin E (2), fukanefuromarin F (3) and fukanefuromarin G (5) were isolated from a 80% aqueous methanol extract of the roots of Ferula fukanensis. The structures were elucidated based on spectral evidence, especially heteronuclear multiple-bond connectivity (HMBC) and high-resolution MS. The 80% aqueous methanol extract of the roots of Ferula fukanensis (FFE) and the sesquiterpene coumarin derivatives inhibited nitric oxide (NO) production and inducible NO synthase (iNOS) gene expression by a murine macrophage-like cell line (RAW 264.7), which was activated by lipopolysaccharide (LPS) and recombinant mouse interferon-gamma (IFN-gamma).
Assuntos
Cumarínicos/farmacologia , Ferula , Óxido Nítrico/antagonistas & inibidores , Sesquiterpenos/farmacologia , Animais , Linhagem Celular , Cumarínicos/química , Cumarínicos/isolamento & purificação , Interferon gama/farmacologia , Lipopolissacarídeos/farmacologia , Espectrometria de Massas , Camundongos , Óxido Nítrico/biossíntese , Óxido Nítrico Sintase/antagonistas & inibidores , Óxido Nítrico Sintase/biossíntese , Óxido Nítrico Sintase/genética , Óxido Nítrico Sintase Tipo II , Extratos Vegetais , Raízes de Plantas , RNA Mensageiro/antagonistas & inibidores , RNA Mensageiro/biossíntese , Reação em Cadeia da Polimerase Via Transcriptase Reversa , Sesquiterpenos/química , Sesquiterpenos/isolamento & purificaçãoRESUMO
Six new sesquiterpene coumarin derivatives, 2,3-dihydro-7-hydroxy-2R,3R-dimethyl-2-[4,8-dimethyl-3(E),7-nonadien-6-onyl]furo[3,2-c]coumarin (4), fukanefuromarin A (5), fukanefuromarin B (6), fukanefuromarin C (7), fukanefuromarin D (8), and fukanemarin A (9), were isolated from a 80% aqueous methanol extract of the roots of Ferula fukanensis. The structures were elucidated on the basis of spectral evidence, especially heteronuclear multiple-bond connectivity (HMBC), nuclear Overhauser exchange spectroscopy (NOESY), and high-resolution MS. An extract of F. fukanensis (FFE) and the sesquiterpene coumarin derivatives inhibited nitric oxide (NO) production and inducible NO synthase (iNOS) gene expression by a murine macrophage-like cell line (RAW 264.7), which was activated by lipopolysaccharide (LPS) and recombinant mouse interferon-gamma (IFN-gamma).
