Vi. Gorbach et al., NEW GLYCOLIPIDS (CHITOOLIGOSACCHARIDE DERIVATIVES) POSSESSING IMMUNOSTIMULATING AND ANTITUMOR ACTIVITIES, Carbohydrate research, 260(1), 1994, pp. 73-82
New glycolipids, derived from chitooligosaccharides of dp 2-4 and cont
aining both free and acylated amino groups, were synthesized. The stru
cture of the key compounds (di-, tri-, and tetra-saccharides acylated
with different fatty acids) were elucidated by C-13 NMR spectroscopy.
Only the amino group of the reducing end of the chitooligosaccharides
was found to be acylated when equimolecular amounts of reagents were u
sed. The compounds obtained were shown to possess a low toxicity and c
ertain immunostimulatory and antitumor activities. An induction of int
erleukin-1 and tumor necrosis factor by the immunocompetent cells and
an augmentation by 140-180% of the mean life of mice with the Erlich c
arcinoma were observed.