Enzymatic transformation of platycosides and one-step separation of platycodin D by high-speed countercurrent chromatography.
Platycosides, the saponins found in the roots of Platycodon grandiflorum (Platycodi Radix), are typically composed of oleanane triterpenes with two side chains. In platycosides, platycodin D, a glucose unit at C-3, is a major component, which has several pharmacological activities. Because of the high demand for this compound, we attempted to enzymatically convert platycodin D(3) and platycoside E, having two and three glucose units at C-3, respectively, into platycodin D. In this study, we tested the ability of several glycosidases to transform platycosides, or more specifically, the ability to transform platycoside E and platycodin D(3) into platycodin D. To obtain pure platycodin D on a preparative scale, high-speed countercurrent chromatography with a solvent system of ethyl acetate/n-butanol/water (1.2:1:2, v/v/v) was used for the separation of the enzymatically transformed product. Approximately 39.4 mg of platycodin D (99.8% purity) was obtained from 200 mg of the product in a one-step separation. The results strongly support the advantage of enzymatic transformation of the platycosides for the efficient enrichment of platycodin D in the complicated extract of the medicinal plant.
Ha
In Jin
IJ
Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul, Korea.
Ha
Young Wan
YW
Kang
Minseok
M
Lee
Jongsung
J
Park
Deokhoon
D
Kim
Yeong Shik
YS
D002480:Cellulase / Q000737:chemistry / Q000378:metabolism*; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D008968:Molecular Conformation; D009828:Oleanolic Acid / Q000031:analogs & derivatives* / Q000302:isolation & purification / Q000378:metabolism; D031238:Platycodon / Q000737:chemistry; D012503:Saponins / Q000302:isolation & purification* / Q000378:metabolism*
D012503:Saponins; C121314:platycoside D; D009828:Oleanolic Acid; D002480:Cellulase