Discovery, design and synthesis of novel potent and selective sphingosine-1-phosphate 4 receptor (S1P₄-R) agonists

Bioorg Med Chem Lett. 2012 Jan 1;22(1):537-42. doi: 10.1016/j.bmcl.2011.10.096. Epub 2011 Nov 4.

Abstract

High affinity and selective small molecule agonists of the S1P(4) receptor (S1P(4)-R) may have significant therapeutic utility in diverse disease areas including autoimmune diseases, viral infections and thrombocytopenia. A high-throughput screening (HTS) of the Molecular Libraries-Small Molecule Repository library identified 3-(2-(2,4-dichlorophenoxy)ethoxy)-6-methyl-2-nitropyridine as a moderately potent and selective S1P(4)-R hit agonist. Design, synthesis and systematic structure-activity relationships study of the HTS-derived hit led to the development of novel potent S1P(4)-R agonists exquisitely selective over the remaining S1P(1-3,5)-Rs family members. Remarkably, the molecules herein reported provide novel pharmacological tools to decipher the biological function and assess the therapeutic utility of the S1P(4)-R.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Animals
  • Chemistry, Pharmaceutical / methods
  • Dendritic Cells / cytology
  • Drug Design
  • Humans
  • Immunosuppressive Agents / pharmacology
  • Lymphocytes / cytology
  • Mice
  • Models, Chemical
  • Receptors, Lysosphingolipid / agonists*
  • Structure-Activity Relationship

Substances

  • Immunosuppressive Agents
  • Receptors, Lysosphingolipid