Three new dimeric benzofuran derivatives from the roots of Ligularia stenocephala MATSUM. et KOIDZ

Chem Pharm Bull (Tokyo). 2005 Dec;53(12):1555-8. doi: 10.1248/cpb.53.1555.

Abstract

Three new dimeric benzofuran derivatives, ligulacephalins A (1), B (2) and C (3), were isolated from the roots of Ligularia stenocephala MATSUM. ET KOIDZ. (Compositae) together with three known compounds, 5,6-dimethoxy-2-isopropenylbenzofuran (4), euparin (5) and (R)-(-)-hydroxytremetone (6). The structures of the new compounds were determined by spectroscopic evidence. The chiral HPLC analysis demonstrated that 1-3 occurred as a racemate. The absolute configurations of each enantiomer from 1-3 were elucidated on the basis of circular dichroism (CD) data.

MeSH terms

  • Asteraceae / chemistry*
  • Benzofurans / chemistry*
  • Benzofurans / isolation & purification
  • Carbohydrate Sequence
  • Chromatography, High Pressure Liquid
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Molecular Sequence Data
  • Plant Roots / chemistry
  • Spectrometry, Mass, Electrospray Ionization
  • Spectrophotometry, Ultraviolet
  • Stereoisomerism

Substances

  • Benzofurans
  • ligulacephalin A
  • ligulacephalin B
  • ligulacephalin C