Syntheses, Immunosuppressive Activity, and Structure-Activity Relationships of Myriocin Analogs, 2-epi-Myriocin, 14-Deoxomyriocin, Z-14-Deoxomyriocin, and Nor-deoxomyriocins

Abstract

Nine myriocin analogs, 2-epi-myriocin, 14-deoxomyriocin, Z-14-deoxomyriocin, and nor-deoxomyriocins, were synthesized from 2-deoxy-D-glucose via common intermediates used in previous myriocin and Z-myriocin syntheses. Immunosuppressive activites of those myriocin analogs on mouse allogeneic mixed lymphocyte reaction were examined, and Z-14-deoxomyriocin was found to show the most potent activity among them. The structure-activity relationships are discussed.