Perfil vasodilatador de compuestos flavonoides y fenilbutanoides aislados de Croton Schiedeanus Schlecht

Publicado

2008-10-01

Perfil vasodilatador de compuestos flavonoides y fenilbutanoides aislados de Croton Schiedeanus Schlecht

Vasodilator profile of flavonoid and phenylbutanoid compounds isolated from Croton schiedeanus Schlecht

Palabras clave:

Euphorbiaceae, Rododendrol, 3-O-metil-quer-cetina, 3 7-di-O-metilquercetina, óxido nítrico, agentes vasodilatadores. (es)
Euphorbiaceae, Rhododendrol, 3-O-Methylquercetin, 3 7-Di-O-methylquer-cetin, Nitric Oxide, vasodilator Agents. (en)

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Autores/as

Sofía Ximena Correa-Hernández Departamento de Farmacia. Facultad de Ciencias. Universidad Nacional de Colombia, Bogotá, Colombia.
Pilar Puebla-Ibánez Profesora Titular. Departamento de Química Farmacéutica. Facultad de Farmacia. Universidad de Salamanca. Salamanca, España.
Rosalía Carrón de la Calle Profesora Titular. Departamento de Fisiología y Farmacología. Facultad de Farmacia. Universidad de Salamanca. Salamanca, España.
María Luisa Martín-Calvo Profesora Titular. Departamento de Fisiología y Farmacología. Facultad de Farmacia. Universidad de Salamanca. Salamanca, España.
Luis San Román del Barrio Profesor Catedrático. Departamento de Fisiología y Farmacología. Facultad de Farmacia. Universidad de Salamanca. Salamanca, España.
Mario Francisco Guerrero Pabón Profesor Asociado. Departamento de Farmacia. Facultad de Ciencias. Universidad Nacional de Colombia, Bogotá, Colombia.

Resumen (es)
Resumen (en)

Antecedentes. El Croton schiedeanus Schelecht (N.V: "almizclillo" Euporbiaceae), es una especie popularmente utilizada en Colombia para el tratamiento de la hipertensión arterial.
Objetivo. Evaluar el efecto vasodilatador de los flavonoides: 3-O-metilquercetina, 3,7-di-O-metilquercetina, y 3,3',4',7-tetra-O-metilquercetina; y los fenilbutanoides: (2S)-7,9-dime--to--xiro---doden-drol, (2S)-2-acetato de 7,9-dime-toxirododendrol y (2S)- 2,8-diacetato de 7,9-dimetoxirodo-dendrol en anillos de aorta de ratas Wistar.
Material y métodos. Estos compuestos se evaluaron en anillos de aorta precontraídos con fenilefrina (1 µM) o KCl (80 mM). Para examinar posibles interacciones con endotelio, óxido nítrico, guanilato ciclasa, prostanoides o canales de K+ATP, aquéllos con mayores efectos vasodilatadores: 3-O-metilquercetina y 3,7-di-O-metilquercetina, se evaluaron en anillos estimulados con fenilefrina en presencia o ausencia de: endotelio, L-NAME (G -nitro-L-Arginina-Metil Ester, 100 µM), ODQ (1H-[1,2,4]oxadiazolo[4,3-a]quinoxalin-1-ona, 1 µM), meclofenamato sódico (10 µM) o glibenclamida (1 µM).
Resultados. En contraste con los compuestos fenilbutanoides que no arrojaron actividad relajante significativa, 3-O-metilquercetina y 3,7-di-O-metilquercetina mostraron una respuesta importante con concentraciones inhibitorias 50 (CI50) de 2,5 y 4,9 µM respectivamente frente a fenilefrina. ODQ y L-NAME desplazaron efectivamente a la derecha la curva dosis-respuesta, en particular la 3-O-metilquercetina (razón de IC50: 7,4 y 3,8).
Conclusión. 3-O-metilquercetina y 3,7-di-O-metilquer-cetina, flavonoides aislados de Croton schiedeanus, ejercen importantes efectos vasodilatadores vinculados con la vía de NO/GMPc. Estos resultados soportan al uso etnobotánico de esta especie.

Background. Croton schiedeanus Schlecht (Euphorbiaceae), specie is used in Colombian folk medicine in hypertension treatment.
Objective. To assess the vasorelaxant effect of the flavonoid compounds: 3-O-methyl-quercetin, 3,7-di-O-methylquercetin, and 3,3',4',7-tetra-O-methylquercetin, and the phenylbutanoids compounds: (2S)-7,9-dimethoxyrhododendrol, (2S)-2-acetoxy-7,9-dimetho-xyrho-dodendrol, (2S)-2,8-diacetatoxy-7,9-dimethoxyrho-dodendrol in isolated aortic rings of Wistar rats.
Materials and methods. These compounds were evaluated in phenylephrine (PE, 1 µM) and KCl (80 mM) precontracted aortic rings. In order to examine possible interactions related with: endothelium, nitric oxide (NO), guanylyl ciclasa, prostanoid or ATP dependent potassium (K+ATP) channels, the compounds with greater relaxant effect: 3-O-methylquercetin, and 3,7-di-O-methylquer-cetin, were assessed in phenylephrine precontracted rings in presence or absence of: endothelium, L-NAME (G -nitro-L-Arginine-Methyl Ester, 100 µM), ODQ (1H-[1,2,4]oxadiazolo[4,3-a]quinoxalin-1-one, 1 µM), sodium meclofenamate (10 µM) or glibenclamide (1 µM).
Results. Whereas phenylbutanoid compounds did not shown significant relaxant properties, 3-O-methylquercetin and 3,7-di-O-methyl-quercetin displayed important vasodilator responses with IC50 of 2.5 and 4.9 µM against phenylephrine respectively. ODQ and L-NAME effectively displaced to the right the dose-response curves of these compounds, especially in the case of 3-O-methylquercetin (IC50 ratio: 7.4 and 3.8) whereas glibenclamide did not and meclofenamate only slightly.
Conclusion. 3-O-methylquercetin and 3,7-di-O-methylquercetin, flavonoid compounds isolated from Croton schiedeanus play important vasorelaxant effects related to the NO/cyclic GMP pathway. These results support the etnobotanical use of Croton schiedeanus.

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