New Heterocyclic Analogues of Anthracycline Antibiotics

Synthesis of the Sugar Moieties

“…Although 3-azido 2,3,6-trideoxyhexopiranose derivatives were used for glycosylation of anthracyclinones many years ago [108,109] there was not much interest in the biological activity of the products. Their conversion to antibiotics seemed problematic from a synthetic point of view because of functional incompatibility of aglycones and sugar protecting groups with the reducing reagents typically applied for azide to amine conversion.…”

A New Class of Semisynthetic Anthracycline Glycoside Antibiotics Incorporating a Squaric Acid Moiety

“…By the acylation [10], alkylation [11], and formation of an enamino analogue [12] at the C-3Ј primary amino group, as well as incorporation of this latter moiety into various heterocyclic rings (morpholine [13,14], oxazoline [15], triazole [16], etc.) a huge number of semisynthetic antibiotics have been synthesized.…”