RESUMEN
We isolated five phenolic glycosides (acteoside, eutigoside B, isoacteoside, rutin and cornoside) from Abeliophyllum distichum leaves by high-speed counter current chromatography (HSCCC) using a solvent system of ethyl acetate:n-butanol:water (8:0.7:5). We determined the purity of the 5 compounds by high-performance liquid chromatography, and confirmed their chemical structures by using nuclear magnetic resonance data. We examined the inhibitory effect of these compounds on rat lens aldose reductase. Among these compounds, acteoside (1) showed the most potent inhibitory effect, with an IC50 value of 1.39 µM. The inhibitory effect of 1 was 5.0 times greater than that of quercetin (7.05 µM), which was used as a positive control. These results suggest that acteoside may be a promising agent for the prevention or treatment of diabetic complications. Moreover, HSCCC is a promising method for the isolation and purification of biologically active compounds from natural products.
Asunto(s)
Aldehído Reductasa/antagonistas & inhibidores , Antioxidantes/farmacología , Descubrimiento de Drogas , Inhibidores Enzimáticos/farmacología , Glucósidos/farmacología , Oleaceae/química , Fenoles/farmacología , Hojas de la Planta/química , Aldehído Reductasa/metabolismo , Animales , Antioxidantes/química , Ácidos Cumáricos/química , Ácidos Cumáricos/aislamiento & purificación , Ácidos Cumáricos/farmacología , Distribución en Contracorriente , Ciclohexanonas/química , Ciclohexanonas/aislamiento & purificación , Ciclohexanonas/farmacología , Complicaciones de la Diabetes/prevención & control , Inhibidores Enzimáticos/química , Inhibidores Enzimáticos/aislamiento & purificación , Glucósidos/química , Glucósidos/aislamiento & purificación , Glicósidos/química , Glicósidos/aislamiento & purificación , Glicósidos/farmacología , Cristalino/enzimología , Estructura Molecular , Fenoles/química , Fenoles/aislamiento & purificación , Extractos Vegetales/química , Extractos Vegetales/aislamiento & purificación , Extractos Vegetales/farmacología , Ratas , Ratas Sprague-Dawley , República de Corea , Rutina/química , Rutina/aislamiento & purificación , Rutina/farmacologíaRESUMEN
To evaluate the aldose reductase (AR) enzyme inhibitory ability of Prunella vulgaris L. extract, six compounds were isolated and tested for their effects. The components were subjected to in vitro bioassays to investigate their inhibitory assays using rat lens aldose reductase (rAR) and human recombinant AR (rhAR). Among them, caffeic acid ethylene ester showed the potent inhibition, with the IC(50) values of rAR and rhAR at 3.2 ± 0.55 µM and 12.58 ± 0.32 µM, respectively. In the kinetic analyses using Lineweaver-Burk plots of 1/velocity and 1/concentration of substrate, this compound showed noncompetitive inhibition against rhAR. Furthermore, it inhibited galactitol formation in a rat lens incubated with a high concentration of galactose. Also it has antioxidative as well as advanced glycation end products (AGEs) inhibitory effects. As a result, this compound could be offered as a leading compound for further study as a new natural products drug for diabetic complications.