Lipophilicity of some guaianolides isolated from two endemic subspecies of Amphoricarpos neumayeri (Asteraceae) from Montenegro

Biomed Chromatogr. 2009 Mar;23(3):250-6. doi: 10.1002/bmc.1091.

Abstract

In this study 10 guaianolide-type sesquiterpene gamma-lactones named amphoricarpolides, isolated from the aerial parts of two endemic subspecies of Amphoricarpos neumayeri (ssp. neumayeri and ssp. murbeckii Bosnjak), were investigated by means of reversed-phase thin-layer chromatography. Methanol-water and tetrahydrofuran-water binary mixtures were used as mobile phase in order to determine lipophilicity parameters R (0) (M) and C(0). Some of the investigated compounds were screened for their cytotoxic activity against HeLa and B16 cells. Chromatographically obtained lipophilicity parameters were correlated with calculated logP values and IC(50) values. Principal component analysis identified the dominant pattern in the chromatographically obtained data.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Asteraceae / chemistry*
  • Cell Line, Tumor
  • Chromatography, Thin Layer
  • Computer Simulation
  • HeLa Cells
  • Humans
  • Hydrophobic and Hydrophilic Interactions
  • Inhibitory Concentration 50
  • Lactones / chemistry*
  • Lipids / chemistry*
  • Mice
  • Models, Chemical
  • Montenegro
  • Plant Extracts / chemistry*
  • Principal Component Analysis
  • Regression Analysis
  • Sesquiterpenes, Guaiane / chemistry*
  • Structure-Activity Relationship

Substances

  • Lactones
  • Lipids
  • Plant Extracts
  • Sesquiterpenes, Guaiane