New flavonoid glycosides and cyanogenic glycosides from Dracocephalum peregrinum

Chem Pharm Bull (Tokyo). 2009 Feb;57(2):207-10. doi: 10.1248/cpb.57.207.

Abstract

Separation of ethyl acetate fractionation of Dracocephalum peregrinum afforded three new flavonoid glucosides (1-3), and a new cyanogenic glucoside (4). Their structures were elucidated based on HR-electron spray ionization (ESI)-MS, EI-MS, UV, IR, 1D-, and 2D-NMR data. 1-4 were tested in vitro for their antiinflammatory activity against the RAW 264.7, 293 cells. Among the compounds tested, 1-4 shown good antiinflammatory activity at 100 mug/ml by the measurement of nitric oxide (NO) in lipopolysaccharide (LPS) activated macrophages. But only 2 and 3 shown weak antiinflammatory activity at 100 mug/ml during the nuclear factor (NF)-kappaB activation assay.

MeSH terms

  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology
  • Carbohydrate Conformation
  • Cell Line
  • Dimethyl Sulfoxide
  • Flavonoids / chemistry*
  • Flavonoids / isolation & purification
  • Flavonoids / pharmacology
  • Glycosides / chemistry
  • Humans
  • Lamiaceae / chemistry*
  • Lipopolysaccharides / pharmacology
  • Macrophages / drug effects
  • Magnetic Resonance Spectroscopy
  • NF-kappa B / metabolism
  • Nitric Oxide / metabolism
  • Solvents
  • Spectrometry, Mass, Electrospray Ionization
  • Spectrophotometry, Infrared

Substances

  • Anti-Inflammatory Agents
  • Flavonoids
  • Glycosides
  • Lipopolysaccharides
  • NF-kappa B
  • Solvents
  • Nitric Oxide
  • Dimethyl Sulfoxide