Synthesis and Biological Activities of TAN-1511 Analogues

Abstract

TAN-1511 analogues were synthesized and their effects on the proliferation of bone marrow cells were examined. To exert potent activity the following conditions are necessary: the configuration of the 2-amino-6, 7-dihydroxy-4-thiaheptanoic acid moiety must be (2R, 6R), long chain acyl groups (C₁₄ to C₁₈) must be bound to both hydroxyl groups, the amino group must be free or acylated with the long chain fatty acid (ca. C₁₄) and the pep tide moiety must have glutamic acid as a component. Among the synthesized compounds, trisodium (2R, 6R)-2-amino-6, 7-bis (hexadecanoyloxy)-4-thiaheptanoyl glycyl glutamyl glutamate, which has improved solubility, was effective in experimental leukocytopenia in mice.