Discovery of 3-arylpropionic acids as potent agonists of sphingosine-1-phosphate receptor-1 (S1P1) with high selectivity against all other known S1P receptor subtypes

Bioorg Med Chem Lett. 2006 Jul 15;16(14):3679-83. doi: 10.1016/j.bmcl.2006.04.084. Epub 2006 May 11.

Abstract

A series of 3-arylpropionic acids were synthesized as S1P1 receptor agonists. Structure-activity relationship studies on the pendant phenyl ring revealed several structural features offering selectivity of S1P1 binding against S1P2-5. These highly selective S1P1 agonists induced peripheral blood lymphocyte lowering in mice and one of them was found to be efficacious in a rat skin transplantation model, supporting that S1P1 agonism is primarily responsible for the immunosuppressive efficacy observed in preclinical animal models.

MeSH terms

  • Animals
  • CHO Cells
  • Cricetinae
  • Immunosuppressive Agents / pharmacology*
  • Ligands
  • Lymphocyte Count / veterinary
  • Mice
  • Phenylpropionates / chemical synthesis*
  • Phenylpropionates / pharmacology*
  • Rats
  • Receptors, Lysosphingolipid / agonists*
  • Skin Transplantation
  • Structure-Activity Relationship

Substances

  • Immunosuppressive Agents
  • Ligands
  • Phenylpropionates
  • Receptors, Lysosphingolipid