Anthracycline oligosaccharides

Both procedures for selective syntheses of 2,6-dideoxy-a- and B-glycosides will be outlined in the aure-olic acid and also the anthracycline oligosaccharide series. 

Kolar, C, Kneissl, G, Semisynthetic rhodomycins novel glycosylation methods for the synthesis of anthracycline oligosaccharides, Angew. Chem. Int. Ed. Engl, 29, 809-811, 1990. 

Rhodinose (174) is the sugar linked in the antibiotic streptolydigin (177)1,259 and is a component of the oligosaccharides present in the rhodomycin family of anthracycline antibiotics. 1,260... 

The trisaccharide chain in Cinerubin A, an anthracycline antibiotic with antimitotic activity, has been replaced by a poly(ethylene glycol) The resulting poly(ethylene oxide)-bound e-pyrromycinone is readily soluble in water and exhibits full biological activity. In this case, the hydrophilic poly(ethylene oxide) chain appears to be perfectly suitable to simulate the physicochemical properties of the oligosaccharide chain. 

Natural anthracycline analogs isolated from Streptomyces sp. often contain two or more sugars connected by axial (l->4) linkage. The anthracycline disaccharides or oligosaccharides invariably possess amino sugar as the first moiety attached to the aglycon (38,56). For instance, daunosaminyl daunorubicin (Figure 6), which is isolated from fermentation, contains two... 

More anthracycline antibiotics containing complex oligosaccharide structures have been discovered. Decilorubicin (10), has... 

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