Adriamycin analogues. Novel anomeric ribofuranoside analogues of daunorubicin
- PMID: 7086818
- DOI: 10.1021/jm00343a006
Adriamycin analogues. Novel anomeric ribofuranoside analogues of daunorubicin
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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