Epi-daunomycin and epi-adriamycin compounds and method of use

Details Epi-daunomycin and epi-adriamycin compounds and method of use Epi-daunomycin and epi-adriamycin compounds and method of use

1976-04-09

1978-09-05

Brown, Johnnie R.

Drug, bio-affecting and body treating compositions

Conjugate or complex of monoclonal or polyclonal antibody,...

Conjugated via claimed linking group, bond, chelating agent,...

536 4, 536 17, 536 18, 536122, A61K 3170, C07H 1524

Patent

active

041120760

ABSTRACT:
Disclosed is a process for preparing glycoside antitumor antibiotics, including the known compounds daunomycin, adriamycin, 4'-epi-daunomycin and 4'-epi-adriamycin and the novel antibiotics, 3',4'-epi-6'-hydroxydaunomycin, 3',4'-epi-6'-hydroxyadriamycin. 3',4'-epi-daunomycin, 3',4'-epi-adriamycin, 4-demethoxy-4'-epi-daunomycin and 4-demethoxy-4'-epi-adriamycin. Process involves reacting daunomycinone or 4-demethoxy-daunomycinone with a protected 1-halo derivative of 3,4-epi-6-hydroxydaunosamine, 3,4-epi-daunosamine or 4-epi-daunosamine in an inert solvent in the presence of a soluble silver salt catalyst to form a protected derivative of the glycoside antibiotic and removing the protecting groups.

REFERENCES:
patent: 3803124 (1974-04-01), Arcamone et al.
patent: 4025623 (1977-05-01), Arcamone et al.
patent: 4046878 (1977-09-01), Patelli et al.

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