Masatoshi Kiuchi

Simple compounds, 2-alkyl-2-amino-1,3-propanediols have potent immunosuppressive activity

Abstract ISP-I (myriocin, thermozymocidin) was structurally simplified to give 2-amino-2-alkyl-1,3-propanediols that were also potent immunosuppressants. Among the series, 2-amino-2-pentadecyl-1,3-propanediol most actively prolonged rat skin allograft survival and was more effective than ciclosporin.

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

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.