Chemical constituents of Melandrium firmum Rohrbach and their anti-inflammatory activity

Arch Pharm Res. 2008 Mar;31(3):318-22. doi: 10.1007/s12272-001-1158-9. Epub 2008 Apr 13.

Abstract

In our ongoing search for anti-inflammatory agents originating from Korean medicinal plants, we found that the hexane and BuOH fractions of the MeOH extract from the whole plants of Melandrium firmum Rohrbach inhibited 5-lipoxygenase (5-LOX) activity. By activity-guided fractionation, eleven compounds, alpha-spinaterol (1), ursolic acid (2), ergosterol peroxide (3), alpha-spinaterol glucoside (4), 2-methoxy-9-beta-D-ribofuranosyl purine (5), aristeromycin (6), ecdysteron (7), polypodoaurein (8), (-)-bornesitol (9), mannitol (10) and cytisoside (11) were isolated from the hexane and BuOH fractions using column chromatography. Compounds 2, 5, 6, 8, 9, 10 and 11 were isolated for the first time from this plant. Compounds 1, 3, 4 and 7 inhibited 5-LOX activity with IC50 values of 21.04 microM, 42.30 microM, 32.82 microM, and 17.18 microM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology*
  • Arachidonate 5-Lipoxygenase / metabolism
  • Bone Marrow Cells / drug effects*
  • Bone Marrow Cells / enzymology
  • Bone Marrow Cells / metabolism
  • Caryophyllaceae* / chemistry
  • Cells, Cultured
  • Cyclooxygenase 2 / metabolism
  • Cyclooxygenase 2 Inhibitors / chemistry
  • Cyclooxygenase 2 Inhibitors / isolation & purification
  • Cyclooxygenase 2 Inhibitors / pharmacology*
  • Dose-Response Relationship, Drug
  • Leukotriene C4 / metabolism
  • Lipoxygenase Inhibitors / chemistry
  • Lipoxygenase Inhibitors / isolation & purification
  • Lipoxygenase Inhibitors / pharmacology*
  • Male
  • Mast Cells / drug effects*
  • Mast Cells / enzymology
  • Mast Cells / metabolism
  • Mice
  • Mice, Inbred BALB C
  • Molecular Structure
  • Prostaglandin D2 / metabolism

Substances

  • Anti-Inflammatory Agents
  • Cyclooxygenase 2 Inhibitors
  • Lipoxygenase Inhibitors
  • Leukotriene C4
  • Arachidonate 5-Lipoxygenase
  • Ptgs2 protein, mouse
  • Cyclooxygenase 2
  • Prostaglandin D2