Stoffwechselprodukte von Mikroorganismen Danoxamin, der eisenbindende Teil des Sideromycin-Antibioticums Danomycin

Article abstract of DOI:10.1002/hlca.19860690128

The antibiotic danomycin was separated into its components, danomycin A and B (1 and 2, resp.), by various methods.Danomycin A is a carbamate of danomycin B and can be transformed to the latter by boiling with H2O.Both danomycins can be hydrolyzed by alkali to the Fe-containing moiety, danoxamine (3).The structure of the latter was determined by spectroscopy and chemical degradation as the Fe(III) complex of 5,16,27,32-tetrahydroxy-4,12,15,23,26-pentaoxo-5,11,16,22,27-pentaaza-dotriacontanoic acid.It belongs thus to the ferrioxamine family of siderophores.In the danomycins, this moiety is linked by an ester bond to a disaccharide moiety of unknown structure.One of the sugars is belived to be an aminohexane methyl ether.Chromatographically homogenous danomycins A and B are still mixtures of isomers, a neutral sugar being glucose or mannose.