Preparative isolation, fast centrifugal partition chromatography purification and biological activity of cajaflavanone from Derris ferruginea stems

Phytochem Anal. 2012 Mar-Apr;23(2):152-8. doi: 10.1002/pca.1336. Epub 2011 Jul 19.

Abstract

Introduction: The Derris genus is known to contain flavonoid derivatives, including prenylated flavanones and isoflavonoids such as rotenoids, which are generally associated with significant biological activity.

Objective: To develop an efficient preparative isolation procedure for bioactive cajaflavanone.

Methodology: Fast centrifugal partition chromatography (FCPC) was optimised to purify cajaflavanone from Derris ferruginea stems in a single step as compared to fractionation from the cyclohexane extract by successive conventional solid-liquid chromatography procedures. The purification yield, purity, time and solvent consumption per procedure are described. The anti-fungal, anti-bacterial, anti-leishmanial, anti-plasmodial, anti-oxidant activities and the inhibition of advanced glycation end-products (AGEs) by cajaflavanone accumulation are described.

Results: FCPC enabled cajaflavanone purification in a single separation step, yielding sufficient quantities to perform in vitro biological screening. Interestingly, cajaflavanone had an inhibitory effect on the formation of AGEs, without displaying any in vitro anti-oxidant activity.

Conclusion: A simple and efficient procedure, in comparison with other preparative methods, for bioactive cajaflavone purification has been developed using FCPC.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology
  • Antifungal Agents / isolation & purification
  • Antifungal Agents / pharmacology
  • Antiprotozoal Agents / isolation & purification
  • Antiprotozoal Agents / pharmacology
  • Aspergillus fumigatus / drug effects
  • Aspergillus fumigatus / growth & development
  • Candida albicans / drug effects
  • Candida albicans / growth & development
  • Candida glabrata / drug effects
  • Candida glabrata / growth & development
  • Cell Line
  • Cell Survival / drug effects
  • Chromatography / methods*
  • Cyclohexanes / chemistry
  • Derris / chemistry*
  • Escherichia coli / drug effects
  • Escherichia coli / growth & development
  • Fibroblasts / cytology
  • Fibroblasts / drug effects
  • Fibroblasts / metabolism
  • Flavanones / isolation & purification*
  • Flavanones / pharmacology*
  • Glycation End Products, Advanced / metabolism
  • Humans
  • Inhibitory Concentration 50
  • Leishmania major / drug effects
  • Leishmania major / growth & development
  • Plasmodium falciparum / drug effects
  • Plasmodium falciparum / growth & development
  • Pseudomonas aeruginosa / drug effects
  • Pseudomonas aeruginosa / growth & development
  • Reproducibility of Results

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Antiprotozoal Agents
  • Cyclohexanes
  • Flavanones
  • Glycation End Products, Advanced
  • Cyclohexane
  • flavanone