Preparative isolation and purification of antioxidative stilbene oligomers from Vitis chunganeniss using high‐speed counter‐current chromatography in stepwise elution mode

Abstract

Preparative high-speed counter-current chromatography (HSCCC) was successfully applied to the isolation and purification of three stilbene oligomers from Vitis chunganeniss using stepwise elution with a pair of two-phase solvent systems composed of n-hexane-ethyl acetate-methanol-water at (2:5:2:5, v/v) and (1:2:1:2, v/v). The preparative HSCCC separation was performed on 800 mg of crude sample yielding hopeaphenol (21.1 mg), amurensin G (37.2 mg) and vitisin A (95.6 mg) in a one-step separation, with purities over 95% as determined by HPLC. The structures of these three compounds were identified by MS, (1)H NMR and (13)C NMR. In addition, their antioxidant activities were screened by DPPH assay, where vitisin A showed strong antioxidant activity. Further EPR experiments with spin-trapping technique demonstrated that vitisin A is a potent and selective singlet oxygen quencher, which may be used in singlet oxygen-mediated diseases as a pharmacological agent.

Isorhapontigenin: A novel bioactive stilbene from wine grapes

“…HSCCC is the most versatile and powerful CCC technique (Ito, 2005). The two-phase solvent system selected was based on previous works (He et al, 2009;Ito, 2005;Wilkens, Paulsen, Wray, & Winterhalter, 2010). The solvent system selected after testing different solvents and proportions was hexane/ethyl/acetate/methanol/water (3:5:3:5; v/v/v/v).…”

Anti‑proliferative and anti‑metastasis effects of ten oligostilbenes from the seeds of Paeonia suffruticosa on human cancer cells

“…Oligostilbenes are oligomers of the natural molecule resveratrol and have been reported to exhibit a broad variety of biological activities, including antioxidant, antitumor, anti-inflammatory and antimalarial activities (11)(12)(13). As one of the most promising naturally derived cancer chemopreventive agents, the in vitro and in vivo antitumor activity of resveratrol has been extensively characterized (13,14).…”

In vitro antitumor effects of two novel oligostilbenes, cis- and trans-suffruticosol D, isolated from Paeonia suffruticosa seeds

“…Stilbenes have aroused great interest due to their antitumor, anti-steroidal, anti-mutagenic, anti-oxidative, anti-malarial, and anti-inflammatory bioactivities (10)(11)(12)(13)(14)(15)(16). One well-known example of the stilbenes is resveratrol, and its antitumor activity has been intensively studied.…”