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. 1982 Jan;25(1):28-31.
doi: 10.1021/jm00343a006.

Adriamycin analogues. Novel anomeric ribofuranoside analogues of daunorubicin

Adriamycin analogues. Novel anomeric ribofuranoside analogues of daunorubicin

M Israel et al. J Med Chem. 1982 Jan.

Abstract

The synthesis, cell growth-inhibitory activity, in vivo antileukemic activity, and extent of DNA binding of the alpha- and beta-anomeric 7-O-(3-amino-3,5-dideoxy-D-ribofuranosyl)daunomycinones and their trifluoroacetamides are described. These compounds are unique in that they are the first reported furanoside analogues of the antitumor antibiotics daunorubicin and adriamycin. Continuing analysis of structure-activity relationships amongst natural and semisynthetic anthracyclines fails to reveal a predictable relationship between in vivo antitumor activity and the in vitro properties of DNA complexation and cell growth inhibition.

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