Farmitalia Carlo Erba

Pharmacia & Upjohn

Societa' Farmaceutici Italia

Giuliano Franchi

Federico Maria Arcamone

Sergio Penco

Marina Ciomei

Anna Luisa Colombo

Umberto Breme

Luisa Garofano

Annamaria Casazza

Giuliano Oronzo

Emanuele Arlandini

Cinzia Portello

Marco Tat&oacute;

Anthracycline glycosides

A new anthracycline glycoside, which is 4-demethoxy-4'-deoxydoxorubicin, provided with outstanding antitumoral activity also by oral route, has been prepared by condensation of 4-demethoxydaunomycinone with 2,3,4,6-tetradeoxy-3-trifluoroacetamido-L-threo-hexopyranosyl chloride. By elimination of the protecting group from the so obtained glycoside through a mild alkaline hydrolysis, 4-demethoxy-4'-deoxydaunorubicin was obtained which was successively brominated to give the corresponding 14-bromo derivative. By a subsequent hydrolysis with sodium formate the brominated intermediate was transformed into 4-demethoxy-4'-deoxydoxorubicin eventually isolated as its hydrochloride.

4-Demethoxy-4'-deoxydoxorubicin

Compounds having the formula: ##STR1## wherein R is H or OH, and which are useful in treating certain mammalian tumors, are prepared from 9,10-anhydro-N-trifluoroacetyldaunorubicin, a known compound.

Antitumordeoxy-anthracyclines and use thereof

Anthracycline disaccharides having antitumor activity are prepared by condensing N-trifluoroacetyldaunomycin with a 1-halosugar in the presence of a silver salt such as AgSO.sub.3 CF.sub.3 as catalyst to form a protected di-glycoside which upon mild alkaline hydrolysis yields the novel disaccharides.

Disaccharide analogs of antitumor anthracyclines, process for their

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Milan, Italy

Giuliano Franchi