Synthesis and biological evaluation of 2,2-disubstituted 2-aminoethanols: analogues of FTY720

Bioorg Med Chem Lett. 1998 Jan 6;8(1):101-6. doi: 10.1016/s0960-894x(97)10188-3.

Abstract

Desymmerization of symmetric FTY720 by substitution of different alkyl groups for one of the prochiral hydroxymethyl groups was performed. The size of the alkyl groups and the absolute configuration at quaternary carbon were important on immunosuppressive activity.

MeSH terms

  • Animals
  • Ethanolamines / chemical synthesis*
  • Ethanolamines / pharmacology
  • Fingolimod Hydrochloride
  • Host vs Graft Reaction / drug effects
  • Immunosuppressive Agents / chemical synthesis*
  • Immunosuppressive Agents / pharmacology
  • Propylene Glycols / chemical synthesis*
  • Propylene Glycols / pharmacology
  • Rats
  • Sphingosine / analogs & derivatives
  • Structure-Activity Relationship
  • T-Lymphocytes / immunology

Substances

  • Ethanolamines
  • Immunosuppressive Agents
  • Propylene Glycols
  • Fingolimod Hydrochloride
  • Sphingosine