Combinative application of pH-zone-refining and conventional high-speed counter-current chromatography for preparative separation of alkaloids from Stephania kwangsiensis

J Chromatogr B Analyt Technol Biomed Life Sci. 2011 Apr 15;879(13-14):945-9. doi: 10.1016/j.jchromb.2011.02.051. Epub 2011 Mar 28.

Abstract

A method which involves the combination of pH-zone-refining counter-current chromatography (pH-zone-refining CCC) and conventional high-speed counter-current chromatography (HSCCC) was established for the preparative separation of alkaloids from the crude extracts of Stephania kwangsiensis. pH-zone-refining CCC was first performed with the solvent system composed of n-hexane-ethyl acetate-methanol-water (3:7:1:9, v/v), where triethylamine (10 mM) was added to the upper organic stationary phase as a retainer and hydrochloric acid (5 mM) to the aqueous mobile phase as an eluter. From 2.0 g of crude extract, 370 mg of sinoacutine and 600 mg of a mixture of three other alkaloids were obtained. Then, the mixture was further separated by conventional HSCCC with the solvent system composed of n-hexane-ethyl acetate-methanol-water (7:3:6:4, v/v), yielding 42 mg of (-)-crebanine, 50 mg of (-)-stephanine and 30 mg of l-romerine from 150 mg mixture of three other alkaloids, respectively. The purities of the four compounds were all over 98% as determined by HPLC, and the chemical structures of the four compounds were confirmed by positive ESI-MS and (1)H NMR data. Results of the present study successfully indicated that this method was efficient for the preparative separation of alkaloids from natural plants.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetates
  • Aporphines / chemistry
  • Aporphines / isolation & purification*
  • Chromatography, High Pressure Liquid
  • Countercurrent Distribution / methods*
  • Hexanes
  • Hydrogen-Ion Concentration
  • Methanol
  • Morphinans / chemistry
  • Morphinans / isolation & purification*
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Extracts / chemistry*
  • Spectrometry, Mass, Electrospray Ionization
  • Stephania / chemistry*
  • Water

Substances

  • Acetates
  • Aporphines
  • Hexanes
  • Morphinans
  • Plant Extracts
  • Water
  • crebanine
  • n-hexane
  • stephanine
  • ethyl acetate
  • salutaridine
  • Methanol