PURPOSE: To obtain a new lipoid X relative substance having antitumor action based on macrophage activation and low toxicity.
CONSTITUTION: A compound shown by formula I [one of R1 and R4 is H and the other is P(O)(OH)2; R2 and R3 are 6-20C aliphatic acyl which may be replaced with a group selected from substituent group of group A; R5 is H or OH-protecting group; R2 and R3 are not simultaneously unsubstituted 6-20C acyl, 6-20C acyl replaced with OH and 6-20C aliphatic acyl replaced with 6-20C aliphatic acyloxy; substituent group of group A is halogen, OH, 6-20C aliphatic acyloxy or 6-20C aliphatic acyloxy replaced with halogen] and a salt thereof such as 2-deoxy-2-[(3'R)-3-hydroxymyristoylamino]-3-0-[(2"RS,3"SR)-2"-fluoro-3"- hydroxymyristoyl]-α-D-glucopyranosyl-1-phosphate. A compound shown by the formula I having phosphate residue bonded to the 1-position is obtained from glucosamine hydrochloride shown by formula II as a starting substance.
ISHIDA NOBORU
ARAI MASAMI
KOBAYASHI TOMOO
HIRAOKA TETSUO
NISHIJIMA MASAHIRO
AKAMATSU MINORU