Literature

Abstract

Constrained azacyclic analogues of FTY720 were prepared starting with d- and l-pyroglutamic acids. One enantiomer was shown to be a substrate for sphingosine kinase 2, being phosphorylated 4-fold more efficiently than FTY720. Among the corresponding phosphates, two were found to have unusual specificity in binding to S1P receptors: while being inactive on S1P1 and S1P3, they acted as potent agonists on S1P4 and S1P5. The phosphates may be useful to explore the biology and binding site of these receptors.

DOI： 10.1016/j.bmcl.2006.10.014

Constrained azacyclic analogues of the immunomodulatory agent FTY720 as molecular probes for sphingosine 1-phosphate receptors

Bioorganic & Medicinal Chemistry Letters 2007.0

Synthesis of 4(5)-phenylimidazole-based analogues of sphingosine-1-phosphate and FTY720: Discovery of potent S1P1 receptor agonists

Bioorganic & Medicinal Chemistry Letters 2005.0

Synthesis and evaluation of alkoxy-phenylamides and alkoxy-phenylimidazoles as potent sphingosine-1-phosphate receptor subtype-1 agonists

Bioorganic & Medicinal Chemistry Letters 2009.0

Potent S1P receptor agonists replicate the pharmacologic actions of the novel immune modulator FTY720

Bioorganic & Medicinal Chemistry Letters 2004.0

Synthesis, stability, and implications of phosphothioate agonists of sphingosine-1-phosphate receptors

Bioorganic & Medicinal Chemistry Letters 2005.0

Synthesis and Evaluation of Fluorinated Fingolimod (FTY720) Analogues for Sphingosine-1-Phosphate Receptor Molecular Imaging by Positron Emission Tomography