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The new idarubicin analogues (12 and 13) with a glucose or galactoseas as a glycone were synthesized from daunomycin (2). (+)-4-Demethoxydaunomycinone (6) obtained from reaction of 2 with AlCl3 was converted to 4-trifluoromethanesulfonyl daunomycinone (7) through reaction with trifluoromethanesulfonic anhydride. The treatment of 7 with 1,1-bis-(diphenylphospino)ferrocene/Pd(OAc)2 in triethylamine/formic acid/dioxane provided the idarubicinone (5b). Glycosylation of 7-hydroxy group of 5b with two kinds of tetraacetyl pyranosyl halide (8 and 9) by a modified Koenigs-Knorr procedure and then deacetylation using aqueous 0.1 N LiOH solution and amberlite cationic resin gave the objective materials. The in vitro MTT assay of the analogues (12b and 13a) in comparison with idarubicin (5a) on peripheral blood human promyelocytic-leukemia cell line and human breast cancer cell line were also described.Key Words: Anthracycline, Idarubicin, Idarubicinone, Glucose, Galactose

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Antibiotics U 1200 Convenient Syntheses of Daunomycinone-7-D-glucuronides and Doxorubicinone-7-D-glucuronides. -The first syntheses of new daunomycin and doxorubicin analogues containing glucuronic acid moieties instead of daunosamine [cf. (VI)-(VIII)] via Koenigs-Knorr glycosylation of daunomycinone (IIa) or 14-acetoxydoxorubicinone (IIb) with glucuronic acid derivative (III) are described. -(RHO, Y. S.; KIM, S. Y.; KIM, W.-J.; YUN, Y. K.; SIN, H. S.; YOO*, D.