Data/hora: 10/06/2024 19:02:55

Biblioteca(s): | Embrapa Amazônia Oriental.
Data corrente: | 30/08/2017
Data da última atualização: | 22/12/2021
Autoria: | FIDELIS, Q. C.; CASTRO, R. N.; GUILHON, G. M. S. P.; RODRIGUES, S. T.; SALLES, C. M. C. de; SALLES, J. B. de; CARVALHO, M. G. de.
Afiliação: | Queli C. Fidelis, Universidade Federal Rural do Rio de Janeiro; Rosane N. Castro, Universidade Federal Rural do Rio de Janeiro; Giselle M. S. P. Guilhon, UFPA; SILVANE TAVARES RODRIGUES, CPATU; Cristiane M. C. de Salles, Universidade Federal Rural do Rio de Janeiro; João B. de Salles, UEZO; Mario G. de Carvalho, Universidade Federal Rural do Rio de Janeiro.
Título: | Flavonoids and other compounds from Ouratea ferruginea (Ochnaceae) as anticancer and chemopreventive agents.
Ano de publicação: | 2012
Fonte/Imprenta: | Molecules, v. 17, n. 7, p. 7989-8000, 2012.
Idioma: | Inglês
Conteúdo: | The chemical study of the extracts from leaves and stems of Ouratea ferruginea allowed the identification of a new isoflavone, 5-hydroxy-7,3&#8242;4&#8242;5&#8242;-tetramethoxyisoflavone, and twenty two known compounds, including friedelin, 3&#946;-friedelinol, lupeone, a mixture of sitosterol, stigmasterol and campesterol, sitosteryl- and stigmasteryl-3-O-b-D-glucopyranosides, 5,4&#8242;-dihydroxy-7,5&#8242;,3&#8242;-trimethoxyisoflavone, 5,4&#8242;-dihydroxy-7,3&#8242;-di-methoxyisoflavone (7,3&#8242;-di-O-methylorobol), 5,7,4&#8242;-trihydroxy-3&#8242;,5&#8242;-dimethoxyisoflavone (piscigenin), 2R,3R-epicatechin, syringic acid, 2,6-dimethoxybenzoquinone, 2,6-dimethoxyhydroquinone, syringic and ferulic aldehyde, a mixture of vanillic acid, 1-hydroxy-2-methoxy-4-(1E-3-hydroxy-1-propenyl)-benzene and 3,5-dimethoxy-4-hydroxy-dihydrocinamaldehyde, besides amenthoflavone and 7-O-methylamenthoflavone (sequoiaflavone) which are considered as chemotaxonomic markers of Ouratea. The structures were identified by IR, 1H- and 13C-NMR and GC-MS, HPLC-MS, besides comparison with literature data. The inhibitory effects of 5,4&#8242;-dihydroxy-7,5&#8242;,3&#8242;-trimethoxyisoflavone, 7,3&#8242;-di-O-methylorobol, piscigenin and 7-O-methylamenthoflavone on cytochrome P450-dependent 7-ethoxycoumarin O-deethylase (ECOD) and glutathione S-transferase (GST) were evaluated in vitro. The 5,4&#8242;-dihydroxy-7,5&#8242;,3&#8242;-trimethoxy-isoflavone was the best inhibitor, inhibiting almost 75% of GST activity. Sequoiaflavone was the most potent inhibitor, inhibiting ECOD assay in 75%. These activities allow us to consider both these flavonoids as potential anticancer and chemopreventive agents.
Palavras-Chave: | Agentes quimiopreventivos; Biflavonoides; Isoflavonas.
Categoria do assunto: | W Química e Física
URL: | http://ainfo.cnptia.embrapa.br/digital/bitstream/item/163259/1/molecules-17-07989.pdf
Registro original: | Embrapa Amazônia Oriental (CPATU)
Exemplares: | CPATU - (54056-1) - UPC - AP - DD -  -  -  - DIS