Pyrazole derived from (+)-3-carene; a novel potent, selective scaffold for sphingosine-1-phosphate (S1P(1)) receptor agonists

Bioorg Med Chem Lett. 2010 Jan 1;20(1):35-7. doi: 10.1016/j.bmcl.2009.11.045. Epub 2009 Nov 15.

Abstract

High throughput screening and hit to lead optimization led to the identification of 'carene' as a promising scaffold showing selective S1P(1) receptor agonism. In parallel to this work we have established a pharmacophore model for the S1P(1) receptor highlighting the minimal structural requirement necessary for potent receptor agonism.

MeSH terms

  • Bicyclic Monoterpenes
  • High-Throughput Screening Assays
  • Hydrogen Bonding
  • Monoterpenes / chemistry*
  • Pyrazoles / chemical synthesis
  • Pyrazoles / chemistry*
  • Pyrazoles / pharmacology
  • Receptors, Lysosphingolipid / agonists*
  • Receptors, Lysosphingolipid / metabolism
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Bicyclic Monoterpenes
  • Monoterpenes
  • Pyrazoles
  • Receptors, Lysosphingolipid
  • pyrazole
  • 3-carene