LIPID-A AND RELATED-COMPOUNDS .33. SYNTHESIS AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF N-ACYLATED L-SERINE OR L-THREONINE-CONTAINING D-GLUCOSAMINE DERIVATIVES AS MIMICS OF LIPID-A DISACCHARIDE
K. Miyajima et al., LIPID-A AND RELATED-COMPOUNDS .33. SYNTHESIS AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF N-ACYLATED L-SERINE OR L-THREONINE-CONTAINING D-GLUCOSAMINE DERIVATIVES AS MIMICS OF LIPID-A DISACCHARIDE, Chemical and Pharmaceutical Bulletin, 45(6), 1997, pp. 1089-1093
Four novel N-acylated L-serine or L-threonine-containing non-phosphory
lated D-glucosamine derivatives structurally corresponding to the lipi
d A disaccharide backbone were synthesized, Compounds 2, 3 and 4 exhib
ited potent mitogenic activity. Among the threonine-linked lipid A ana
logs (1-3), serine-linked lipid A analogs (4-6) and homoserine-linked
lipid A analogs (7-9), the serine compounds (4, 6) showed the most pot
ent mitogenic activity.