Anthracycline glycosides and methods of preparing the same

Details Anthracycline glycosides and methods of preparing the same Anthracycline glycosides and methods of preparing the same

C - Chemistry, Metallurgy

07

H

260/208.2

C07H 15/24 (2006.01) C07H 15/252 (2006.01)

Patent

CA 1070680

ABSTRACT OF THE DISCLOSURE Metallic derivatives of anthracycline glycosides such as doxorubicin and daunorubicin are prepared by admixing divalent or trivalent metal cations, preferably Fe(III), with the glycoside and adjusting pH to promote chelation of the metal by bidentate ligands of the glycoside. The derivatives are isolated in essentially monomeric form, and preferably lyophilized for later reconstitution immediately before use in the treatment of neoplastic diseases. As compared with the parent glycosides, the derivatives exhibit greatly diminished cardiotoxicity and less general, hematological and digestive toxicity as well. At the same time, the antinioplastic efficacy of the derivatives appears to be approximately equivalent to that of the parent glycoside on a mg. to mg. basis. As a result, the therapeutic index of the derivative is greatly elevated over that of the parent, since the derivative may be safely administered in greater quantities.

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