Isolation of secondary metabolites from Hortia oreadica (Rutaceae) leaves through high-speed counter-current chromatography

J Chromatogr A. 2009 May 8;1216(19):4275-81. doi: 10.1016/j.chroma.2009.02.009. Epub 2009 Feb 10.

Abstract

High-speed counter-current chromatography (HSCCC) with a two-phase solvent system (hexane-ethanol-acetonitrile-water 10:8:1:1, v/v) was applied to examine the leaves of Hortia oreadica, which afforded the known limonoid guyanin (1), the alkaloids rutaecarpin (2) and dictamnine (6), the dihydrocinnamic acid derivatives methyl 5,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran-6-propanoate (3), 5,8-dimethoxy-2,2-dimethyl-2H-1-benzopyran-6-propanoic acid (4), together with the new E-3,4-dimethoxy-alpha(3-hydroxy-4-carbomethoxyphenyl)cinnamic acid (5). The recovery of compounds 1-6 was determined by comparison with LC-atmospheric pressure chemical ionization MS/MS data: 66.2%, 93.1%, 102.5%, 101.2%, 99.0% and 84.9%, respectively. Compound 3 showed IC(50) of 23.6microM against Plasmodium falciparum and 15.6microM against Trypanosoma brucei rhodesienses and was not toxic to KB cells (IC(50)>100microM).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Cinnamates / isolation & purification
  • Cinnamates / pharmacology
  • Countercurrent Distribution / methods*
  • Humans
  • Indole Alkaloids / isolation & purification
  • Indole Alkaloids / pharmacology
  • Inhibitory Concentration 50
  • Limonins / isolation & purification
  • Limonins / pharmacology
  • Plant Extracts / chemistry*
  • Plant Leaves / chemistry*
  • Plasmodium falciparum / drug effects
  • Quinazolines / isolation & purification
  • Quinazolines / pharmacology
  • Quinolines / isolation & purification
  • Quinolines / pharmacology
  • Rutaceae / chemistry*
  • Rutaceae / metabolism
  • Trypanosoma brucei rhodesiense / drug effects

Substances

  • Cinnamates
  • Indole Alkaloids
  • Limonins
  • Plant Extracts
  • Quinazolines
  • Quinolines
  • cinnamic acid
  • rutecarpine
  • dictamnine