Preparation of monomeric and polymeric β-cyclodextrin functionalized monoliths for rapid isolation and purification of puerarin from Radix puerariae

J Sep Sci. 2011 Aug;34(16-17):2131-7. doi: 10.1002/jssc.201100282. Epub 2011 Jul 18.

Abstract

Monomeric and epichlorohydrin polymerized β-CD functionalized monoliths were prepared for the rapid isolation and purification of the isoflavonoid puerarin, a well-known traditional Chinese drug, from a crude extract of Radix puerariae (root of the plant Pueraria lobata). Two copolymers poly(isocyanatoethyl methacrylate-co-methyl methacrylate-co-ethylene dimethacrylate) (poly(IEM-co-MMA-co-EDMA)) and poly(glycidyl methacrylate-co-EDMA) (poly(GMA-co-EDMA)) were developed as facile, highly reactive and versatile monolithic matrix. SEM characterization demonstrated that the modified monoliths had homogenous porous structure and morphology. The success of the chemical modification of the monolithic matrix was confirmed by Fourier transform infrared spectroscopy (FTIR), differential scanning calorimetry (DSC), solid-state (13) C NMR and elemental analysis. It was demonstrated that polymeric β-CD modified monoliths had better separation and selectivity for puerarin, recovering puerarin with a purity of 96% (m%) and a yield of 93% (m%). Compared with poly(glycidyl methacrylate-co-EDMA), poly(isocyanatoethyl methacrylate-co-methyl methacrylate-co-EDMA) monolithic matrix had higher reactivity, which significantly improved the β-CD ligand density and thus the selectivity of the monoliths. Puerarin with a purity of 96% (m%) and with a yield of 89% (m%) was recovered on the monolith.

Keywords: Isoflavonoids natural products; Poly(glycidyl methacrylate-co-ethylene dimethacrylate); Poly(isocyanatoethyl methacrylate-co-methyl methacrylate-co-ethylene dimethacrylate); Purification of puerarin; β-CD functionalized monolith.

Publication types

  • Evaluation Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adsorption
  • Chromatography, Liquid / instrumentation
  • Chromatography, Liquid / methods*
  • Drugs, Chinese Herbal / isolation & purification*
  • Isoflavones / isolation & purification*
  • Plant Roots / chemistry
  • Polymers / chemical synthesis
  • Polymers / chemistry*
  • Pueraria / chemistry*
  • beta-Cyclodextrins / chemistry*

Substances

  • Drugs, Chinese Herbal
  • Isoflavones
  • Polymers
  • beta-Cyclodextrins
  • betadex
  • puerarin