Anthracyclines and Other Glycosylated Polycyclic Aromatics

A variety of anthracyclines fluorinated in ring A have been reported. Glycosy-lation of fluorinated aglycones was used to make 8-fluorocompounds such as 17, whilst 10-fluoro-derivatives were prepared by modification of daunorubicin or idarubicin. Some C-4 epimers were also described. 8-Fluoroanthracyclines have also been the subject of a symposium report.  

Formaldehyde efficiently cross-links the 3 -amino function of daunorubicin to the 2-amino group of guanine in some synthetic deoxyoligonucleotides and in natural DNA. In the latter case, the cross-linked drug remains intercalated. Calicheamicin-daunorubicin hybrids have been prepared, by linking daunomyci-none to the carbohydrate domain of the calicheamicins via a spacer unit.  

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