Synthesis of novel chemical probes for the study of tanshinone binding proteins

Bioorg Med Chem Lett. 2006 Sep 15;16(18):4733-7. doi: 10.1016/j.bmcl.2006.07.019. Epub 2006 Jul 25.

Abstract

Novel diazirine or biotin-labeled tanshinone probes were synthesized and evaluated for TRAP inhibitory activity against RANKL-induced osteoclastogenesis in RAW264.7 cells. We found that diazirine-labeled derivatives (18 and 20) are potent inhibitors of RANKL-induced osteoclastogenesis. IC50 values were 18.02 and 15.00 microM, respectively. These probes will be useful reagents for investigating tanshinone-proteins interactions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Abietanes
  • Acid Phosphatase / metabolism
  • Animals
  • Carrier Proteins / pharmacology
  • Cell Line
  • Cell Proliferation / drug effects
  • Hydrogen / chemistry
  • Isoenzymes / metabolism
  • Membrane Glycoproteins / pharmacology
  • Mice
  • Molecular Structure
  • Osteoclasts / drug effects
  • Osteoclasts / metabolism
  • Osteogenesis / drug effects
  • Phenanthrenes / chemistry*
  • Phenanthrenes / pharmacology
  • Proteins / chemistry*
  • RANK Ligand
  • Receptor Activator of Nuclear Factor-kappa B
  • Tartrate-Resistant Acid Phosphatase

Substances

  • Abietanes
  • Carrier Proteins
  • Isoenzymes
  • Membrane Glycoproteins
  • Phenanthrenes
  • Proteins
  • RANK Ligand
  • Receptor Activator of Nuclear Factor-kappa B
  • Tnfrsf11a protein, mouse
  • Tnfsf11 protein, mouse
  • tanshinone
  • Hydrogen
  • Acid Phosphatase
  • Acp5 protein, mouse
  • Tartrate-Resistant Acid Phosphatase