PURPOSE: To obtain a novel derivative which is useful as an antiinflammatory agent of low toxicity because it has the inhibitory action against type III allergy.
CONSTITUTION: A derivative of the formula I (R is monosaccharide, OHprotecting group, alkyl, alkenyl, alkinyl, sphingosine, cholesterol or their derivative), for example, the derivative of the formula II. For the synthesis of the derivative, after neohesperidose of the formula: Rhaα1→2Glc is synthesized, it is mixed with pyridine, acetic anhydride and a catalytic amount of 4-dimethylaminopyridine with stirring to effect the reaction, then treated with hydrazine acetate in DMF, allowed to react with trichloroacetonitrile in the presence of DBV to obtain a novel synthetic intermediate of the formula III. Further, the intermediate is allowed to react with, for example, octanol followed by deprotection of the product, or the reaction with N3-sphingosine followed by deprotection to introduce aglycon such as octyl or sphingosine into the glucose residue.
NUNOMURA SHIGEKI
SUGAI HIROSHI
ISHII TAKAYUKI
