Synthesis and antitumor activity of new D-galactose-containing derivatives of doxorubicin

…, ID Trestchalin, MN Preobrazhenskaya, D Platt…

Index: Olsufyeva, Eugenia N.; Tevyashova, Anna N.; Trestchalin, Ivan D.; Preobrazhenskaya, Maria N.; Platt, David; Klyosov, Anatole Carbohydrate Research, 2003 , vol. 338, # 13 p. 1359 - 1367

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Citation Number: 21

Abstract

A general scheme of synthesis of antibiotic doxorubicin derivatives is based on the 13- dimethyl ketal of 14-bromodaunorubicin (4). The interaction of 4 with melibiose (5), lactose (6), 3-methoxy-4-O-(2, 3, 4, 6-tetra-O-acetyl-β-d-galactopyranosyl)-4-oxybenzaldehyde (12) or 4-O-(2, 3, 4, 6-tetra-O-acetyl-β-d-galactopyranosyl)-4-oxybenzaldehyde (13) by reductive alkylation followed by hydrolysis of the corresponding intermediate bromoketals produced ...