Studies of Aminosugars. XVIII. Syntheses of Amino Derivatives of Schardinger α-Dextrin and Raffinose

In continuing our study of the relationship between structural and biochemical characteristics of aminoglycosides, amino-deoxy derivatives of polysaccharides have been synthesized. The six primary hydroxyl groups of Schardinger α-dextrin and the three primary hydroxyl groups of raffinose have successfully been replaced by amino groups respectively, to give hexa-(6-amino-6-deoxy)-cyclohexaglucan (α-1,4) (IV) and 1″,6,6″-triamino-1″,6,6″-trideoxyraffinose (X). Their structures were confirmed by their NMR and IR spectra and by the studies of their chemical reactions. It has been found that hexa-(6-amino-6-deoxy)-cyclohexaglucan (α-1,4) showed significant antitumor activity.