Single‐step separation of bioactive flavonol glucosides from Osteomeles schwerinae by high‐speed counter‐current chromatography

Abstract

This study employed the online HPLC-2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate radical cation (ABTS(+*)) bioassay to rapidly determine antioxidant compounds occurring in the licorice extract of Glycyrrhiza uralensis. The negative peaks of the ABTS(+*) radical scavenging detection system, which indicated the presence of antioxidant activity, were monitored by measuring the decrease in absorbance at 734 nm. The ABTS(+)-based antioxidant activity profile showed that three peaks exhibited antioxidant activity, and then the high-speed counter-current chromatography technique of preparative scale was successfully applied to separate the three peaks I-III in one step from the licorice extract. The high-speed counter-current chromatography was performed using a two-phase solvent system composed of n-hexane-ethyl acetate-methanol-water (6.5:5.5:6:4, v/v). Yields of the three peaks, dehydroglyasperin C (I, 95.1% purity), dehydroglyasperin D (II, 96.2% purity), and isoangustone A (III, 99.5% purity), obtained were 10.33, 10.43, and 6.7% respectively. Chemical structures of the purified dehydroglyasperin C (I), dehydroglyasperin D (II), and isoangustone A (III) were identified by ESI-MS and (1)H- and (13)C-NMR analysis.

Osteomeles schwerinae Extract Prevents Diabetes‐Induced Renal Injury in Spontaneously Diabetic Torii Rats

“…OSSC contains two major bioactive compounds, hyperoside and quercitrin [ 11 ]. It showed a marked inhibitory effect (1.46 ± 0.36 μ g/ml) on the binding of the PDGF-BB ligand to its receptor.…”

“…Recently, we demonstrated that OSSC has an inhibitory effect on the formation of advanced glycation end products (AGEs), as well as a preventive effect against the development of retinal pathogenic angiogenesis, in an animal model of oxygen-induced retinopathy [ 10 ]. OSSC has two bioactive compounds, hyperoside and quercitrin, which have been isolated from its ethanol extract that demonstrated an inhibitory activity on rat lens aldose reductase [ 11 ]. Furthermore, these bioactive compounds had inhibitory effects on oxidative stress induced by AGE-modified bovine serum albumin (AGE-BSA) in vitro [ 12 ].…”

Anti-glycation and anti-angiogenic activities of 5′-methoxybiphenyl-3,4,3′-triol, a novel phytochemical component of Osteomeles schwerinae

“…This medicinal plant has been used to treat several diseases, including arthritis, sore throat, diarrhea, furuncles and dysentery, in China (China, 1999). We have already reported that two marker compounds, hyperoside and quercitrin isolated from ethanolic extract of O. schwerinae showed the inhibitory activity on rat lens aldose reductase (Lee et al, 2010). Our screening of new anti-AGE agents from medicinal plants revealed that an ethanolic extract of this plant inhibited AGEs formation.…”

OSSC1E-K19, a novel phytochemical component of Osteomeles schwerinae, prevents glycated albumin-induced retinal vascular injury in rats

“…Osteomeles schwerinae ( O. schwerinae ) is a native plant of Asia and has been used as a Chinese medicinal herb for the treatments of numerous types of disease, including diarrhea, arthritis, dysentery, laryngopharyngitis, folliculitis and neuralgia ( 9 ). A previous study by our group showed that an ethanolic extract of this plant inhibited aldose reductase activity ( 10 ). OSSC1E-K19 was isolated from an ethyl acetate fraction of this plant using bioactivity-guided isolation.…”