Synthesis and biological activity of spergualin analogues. I.

Abstract

Stable spergualin analogues were synthesized by substitutions of the α-hydroxyglycine residue of spergualin with various α- or ω-amino acids. The antitumor activity of these analogues against L1210 and their immunosuppressive effects on delayed-type hypersensitivity and antibody formation was then examined. Analogues substituted with glycine and L-serine showed significant biological activity but were less potent than 15-deoxyspergualin. Among the analogues synthesized so far, 10-[N-4-(4-guanidinophenyl)butyryl-L-seryl]-1, 5, 10-triazadecane has possessed the strongest antitumor and immunosuppressive activities. © 1988, JAPAN ANTIBIOTICS RESEARCH ASSOCIATION. All rights reserved.