RESUMO
A previously undescribed bislabdane diterpenoid namely aframomumlabdane (1), was isolated from the seed of Aframomum arundinaceum together with seven known compounds (2 - 8). Their structures were established based on a comprehensive analysis of HR-ESI-MS, in conjunction with their 1D and 2D-NMR data. Compound 1 was evaluated for its cytotoxic activity against four cancer cell lines: A549, HepG2, SPC212 and DLD-1. The best activity was observed against SPC212 lung cancer cell line with an IC50 value of 0.52 µM.
RESUMO
Calpocalyx dinklagei Harms (Fabaceae) is a tropical medicinal tree, which is indigenous to Western Africa. A phytochemical study of this local plant species from its stem bark has led to the isolation of two previously undescribed aryl benzofuran derivatives, named dinklagein A and B, together with eight known compounds. Their chemical structures were elucidated by use of extensive spectroscopic methods (IR, HREI-MS and 1D and 2D NMR). Among all isolates, dinklagein A displayed remarkably potent inhibitory activity against the production of nitric oxide (NO) in the lipopolysaccharide (LPS) induced RAW264.7 macrophages. SAR and molecular docking investigations on iNOS and previously undescribed compounds (dinklagein A and B) supported experimental data. Furthermore, dinklagein A dose dependently suppressed the LPS-stimulated iNOS expression at both mRNA and protein level. It also attenuated IL-1ß release, mRNA expressions of IL-1ß and COX-2 at low doses. These results suggest that dinklagein A can be developed as natural, multi-target agent against several inflammatory diseases.
Assuntos
Anti-Inflamatórios/farmacologia , Benzofuranos/farmacologia , Fabaceae/química , Flavanonas/farmacocinética , Inflamação , Macrófagos/efeitos dos fármacos , Animais , Anti-Inflamatórios/química , Benzofuranos/química , Ciclo-Oxigenase 2/metabolismo , Flavanonas/química , Interleucina-1beta/metabolismo , Lipopolissacarídeos , Camundongos , Simulação de Acoplamento Molecular , Estrutura Molecular , Óxido Nítrico/metabolismo , Óxido Nítrico Sintase Tipo II/metabolismo , Casca de Planta/química , Células RAW 264.7 , Relação Estrutura-AtividadeRESUMO
A phytochemical study of Ficus thonningii has led to the isolation of two previously unreported compounds, thonningiiflavanonol A and thonningiiflavanonol B together with 16 known compounds: shuterin, naringenin, syringic acid, p-hydroxybenzoic acid, genistein, 5,7,3',4',5'-pentahydroxyflavanone, luteolin, methylparaben, aromadendrin, garbanzol, dihydroquercetin, 5,7,3'-trihydroxyflavanone, ß-sitosterol, sitosterolglucoside, lupeol acetate, and taraxerol. Their structures were elucidated on the basis of spectroscopic data. The new compounds and extracts displayed potent antioxidant activity.
Assuntos
Ficus/química , Flavonoides/análise , Casca de Planta/química , Extratos Vegetais/química , Raízes de Plantas/química , Caules de Planta/química , Antioxidantes/análise , Antioxidantes/química , Antioxidantes/isolamento & purificação , Flavanonas/análise , Flavanonas/química , Flavanonas/isolamento & purificação , Flavonoides/química , Flavonoides/isolamento & purificação , Ácido Gálico/análogos & derivados , Ácido Gálico/análise , Ácido Gálico/química , Ácido Gálico/isolamento & purificação , Genisteína/análise , Genisteína/química , Genisteína/isolamento & purificação , Luteolina/análise , Luteolina/química , Luteolina/isolamento & purificação , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Ácido Oleanólico/análogos & derivados , Ácido Oleanólico/análise , Ácido Oleanólico/química , Ácido Oleanólico/isolamento & purificação , Parabenos/análise , Parabenos/química , Parabenos/isolamento & purificação , Quercetina/análogos & derivados , Quercetina/análise , Quercetina/química , Quercetina/isolamento & purificação , Sitosteroides/análise , Sitosteroides/química , Sitosteroides/isolamento & purificaçãoRESUMO
A new benzylic diglycoside was isolated from the leaves of Milicia excelsa and identified as 3,4-dimethoxybenzyl beta-D-xylopyranosyl (1 --> 2)-beta-D-glucopyranoside (1). It was obtained together with four known secondary metabolites including lupeol acetate (2), ursolic acid (3), triacontyl (E)-ferulate (4), and 2-(3,5-dihydroxyphenyl)benzofuran-5,6-diol (5). Their structures were determined based on their spectroscopic data and by comparison with those reported in the literature.
Assuntos
Derivados de Benzeno/isolamento & purificação , Glicosídeos/isolamento & purificação , Moraceae/química , Folhas de Planta/química , Derivados de Benzeno/química , Sequência de Carboidratos , Glicosídeos/química , Espectroscopia de Ressonância Magnética , Espectrometria de Massas por Ionização por Electrospray , Espectrofotometria InfravermelhoRESUMO
A new clerodane diterpene derivative named crotonoligaketone was obtained from the stem bark of Croton oligandrum along with eight known compounds including crotonadiol, imbricatadiol, crotonzambefuran B, 7-acetoxytrachiloban-18-oic acid, 3-O-acetylaleuritolic acid, lupeol, beta-sitosterol, and stigmasterol. The structures of the isolated compounds were established on the basis of their spectral data and by comparison with those reported in the literature.
Assuntos
Croton/química , Extratos Vegetais/química , Cromatografia em Camada Fina , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Caules de Planta/química , Espectrometria de Massas por Ionização por Electrospray , Espectroscopia de Infravermelho com Transformada de FourierRESUMO
A new flavonoid identified as 2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4H,8H-pyrano[2,3-f]chromen-4-one (2'-hydroxyatalantoflavone) (1) was obtained from the roots of Milicia excelsa along with five known compounds including atalantoflavone (2), neocyclomorusin (3), 6-geranylnorartocarpetin (4), cudraxanthone I (5), and betulinic acid (6). The structures of the isolates were established on the basis of their spectral data and by comparison with those reported in the literature.
