Synthesis and Biological Activity of the Lipophilic Derivatives of N-Acetyl-1-thiomuramoyl-L-alanyl-D-isoglutamine

Abstract

A variety of the lipophilic derivatives at C-1 and C-6 in N-[2-O-(2-acetamido-2, 3-dideoxy-1-thio-β-D-glucopyranose-3-yl)-D-lactoyl]-L-alanyl-(N¹-fatty acyl)-D-isoglutamine methyl esters were synthesized from 2-N-acetyl-1-S-acetyl-4, 6-O-isopropylidene-1-thiomuramoyl-L-alanyl-D-isoglutamine methyl ester. Their immunoadjuvant activity in guinea-pigs, and the protective effect in mice infected with Escherichia coli (E-77156) were examined.