Large-scale separation of alkaloids from Corydalis decumbens by pH-zone-refining centrifugal partition chromatography and their anticomplement activity

J Sep Sci. 2024 Jan;47(1):e2300577. doi: 10.1002/jssc.202300577. Epub 2023 Dec 18.

Abstract

Centrifugal partition chromatography in the pH-zone-refining mode was successfully applied to the separation of alkaloids from the crude extract of Corydalis decumbens. The experiment was performed with a two-phase solvent system composed of petroleum ether-ethyl acetate-ethanol-water (5:5:3:7, v/v/v/v) where triethylamine (10 mM) was added to the stationary phase and hydrochloric acid (10 mM) to the mobile phase. From 1.6 g of the crude extract, 43 mg protopine, 189 mg (+)-egenine, and 158 mg tetrahydropalmatine were obtained with a purity of 98.2%, 94.6%, and 96.7%, respectively. Tetrahydropalmatine showed an interesting anticomplement effect with CH50 0.11 and AP50 0.25 mg/mL, respectively. In a mechanistic study, tetrahydropalmatine interacted with C1, C3, C4, and C5 components in the complement activation cascade.

Keywords: Centrifugal partition chromatography; Corydalis decumbens; anticomplement activity; pH-zone-refining; tetrahydropalmatine.

MeSH terms

  • Alkaloids* / chemistry
  • Alkaloids* / pharmacology
  • Chromatography, High Pressure Liquid
  • Complement Inactivator Proteins*
  • Complex Mixtures
  • Corydalis* / chemistry
  • Countercurrent Distribution / methods
  • Hydrogen-Ion Concentration
  • Solvents / chemistry

Substances

  • anticomplement
  • Alkaloids
  • Solvents
  • Complex Mixtures
  • Complement Inactivator Proteins