Separation of four homoisoflavonoids from Caesalpinia sappan by high-speed counter-current chromatography

Phytochem Anal. 2012 May-Jun;23(3):228-31. doi: 10.1002/pca.1347. Epub 2011 Aug 18.

Abstract

Introduction: The main chemical constituents of Caesalpinia sappan are homoisoflavonoids. Conventional column chromatographic techniques used for isolation of this type of compounds are tedious, time-consuming and waste solvents. High-speed counter-current chromatography (HSCCC) could be a suitable alternative for the enrichment and purification of these target compounds from traditional Chinese medicine (TCM).

Objective: To establish a method to isolate four homoisoflavonoids in one-step separation from C. sappan by HSCCC.

Methodology: The crude extract of C. sappan was fractionated by HSCCC using a two-phase solvent system consisting of chloroform-methanol-water (4:3:2, v/v/v). The separation conditions were: flow rate, 1.0 mL/min; revolution speed, 900 rpm; detection wavelength, 280 nm; separation temperature, 25 °C; sample size, 120 mg crude sample dissolved in a mixture of the upper and lower phases (10 mL each). The retention of the stationary phase was 83%.

Results: Five milligrams of 3'-deoxysappanol, 8 mg of 3-deoxysappanone B, 20 mg of 4-O-methylsappanol and 18 mg of brazilin were obtained in one-step separation from 120 mg of an ethyl acetate extracted fraction of C. sappan. Their purities were 99%, 97%, 90% and 85% by HPLC analysis. The mean recoveries of the four compounds were 83%, 86%, 93% and 85%, respectively.

Conclusion: The study has shown that HSCCC is effective for the separation and enrichment of the target compounds at a large scale.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzopyrans / chemistry
  • Benzopyrans / isolation & purification
  • Caesalpinia / chemistry*
  • Chloroform / chemistry
  • Countercurrent Distribution / methods*
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification*
  • Isoflavones / chemistry
  • Isoflavones / isolation & purification
  • Methanol / chemistry
  • Molecular Structure
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification*
  • Reproducibility of Results
  • Solvents / chemistry
  • Water / chemistry

Substances

  • Benzopyrans
  • Flavonoids
  • Isoflavones
  • Plant Extracts
  • Solvents
  • Water
  • Chloroform
  • brazilin
  • Methanol