Anthraquinone-benzisochromanquinone dimers from the roots of Berchemia floribunda

Chem Pharm Bull (Tokyo). 2008 Sep;56(9):1248-52. doi: 10.1248/cpb.56.1248.

Abstract

Four novel anthraquinone-benzisochromanquinone dimers, named floribundiquinones A, B, C, and D (1-4), along with six known anthraquinones, 10-(chrysophanol-7'-yl)-10-hydroxychrysophanol-9-anthrane (5), physcion (6), chrysophanol (7), 1,5,8-trihydroxy-3-methyl-anthraquinone (8), aloe-emodin (9), and xanthorin (10), were isolated from the roots of Berchemia floribunda. Their structures including the absolute axial stereochemistry were elucidated on the basis of spectroscopic methods. Floribundiquinones represent a novel carbon skeleton with an anthraquinone-benzisochromanquinone unit. Hepatoprotective activities were evaluated against D-galactosamine-induced toxicity in WB-F344 rat hepatic epithelial stem-like cells.

MeSH terms

  • Animals
  • Anthraquinones / isolation & purification*
  • Anthraquinones / pharmacology
  • Cell Survival / drug effects
  • Chemical and Drug Induced Liver Injury / prevention & control
  • Dimerization
  • Hepatocytes / drug effects
  • Magnetic Resonance Spectroscopy
  • Plant Roots / chemistry
  • Protective Agents / chemistry*
  • Protective Agents / pharmacology
  • Rats
  • Rats, Inbred F344
  • Rhamnaceae / chemistry*
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet

Substances

  • Anthraquinones
  • Protective Agents