Synthesis of new ligands for targeting the S1P1 receptor

A series of fluorinated sphingosine derivatives including aliphatic FTY720 analogues have been tested as S1P1 receptor agonists. Bioisosteric replacement of the 3-OH group by fluorine or attachment of this substituent in the proximity of the crucial 2-amino-1,3-diol moiety resulted in drop of potency, while ω-fluorinated analogues were equally potent as their parent hydrocarbons.