Dipasperoside A, a novel pyridine alkaloid-coupled iridoid glucoside from the roots of Dipsacus asper

Chem Pharm Bull (Tokyo). 2013;61(12):1318-22. doi: 10.1248/cpb.c13-00546.

Abstract

A new pyridine alkaloid-coupled iridoid glucoside, dipasperoside A (1), and 20 known compounds (2–21) were isolated from a water extract of Dipsacus asper roots. Compound 1 possessed a unique structural feature with a nicotinic acid nucleus coupled through C-5 with C-7 of a secoiridoid/iridoid glucoside dimer, and esterified with a C-7 hydroxyl group of an iridoid glucoside monomer. All isolates were evaluated for their inhibitory activity against nitric oxide (NO) production in a lipopolysaccharide (LPS)-activated murine macrophage cell line, RAW264.7.

MeSH terms

  • Alkaloids / analysis*
  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology
  • Animals
  • Anti-Inflammatory Agents / analysis*
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology
  • Cell Line
  • Dipsacaceae / chemistry*
  • Glucosides / analysis*
  • Glucosides / isolation & purification
  • Glucosides / pharmacology
  • Iridoids / analysis*
  • Iridoids / isolation & purification
  • Iridoids / pharmacology
  • Lipopolysaccharides / immunology
  • Macrophages / drug effects
  • Macrophages / immunology
  • Mice
  • Nitric Oxide / immunology
  • Plant Roots / chemistry
  • Pyridines / analysis*
  • Pyridines / isolation & purification
  • Pyridines / pharmacology

Substances

  • Alkaloids
  • Anti-Inflammatory Agents
  • Glucosides
  • Iridoids
  • Lipopolysaccharides
  • Pyridines
  • Nitric Oxide
  • pyridine