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Anthracyclines and angucyclines both have a tetracyclic core. Now, I need to classify urdamycinone B, fridamycin A, fridamycin G, and dehydroxyaquayamycin as anthracycline or angucycline. Both urdamycinone B and dehydroxyaquayamycin contain benz[a]anthraquinone core. While fridamycin A and G both contain anthraquinone core. I have classified urdamycinone B and dehydroxyaquayamycin as anthracyclines. And fridamycin A and G as angucyclines.

Did I classify the compounds correctly? And what are the differences between anthracyclines and angucyclines in terms of their sources and structures?

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  • $\begingroup$ Have you tried drawing the structures? As far as I can tell, for example, the fridamycins don't have tetracyclic cores. $\endgroup$
    – matt_black
    Commented Feb 23 at 11:25
  • $\begingroup$ Yes. Urdamycinone B and dehydroxyaquayamycin have a tetracyclic benz[a]anthraquinone core while fridamycins A and G have a tricyclic anthraquinone core. $\endgroup$
    – RaymartJay
    Commented Feb 28 at 23:26

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Angucyclines include every natural product consisting of an angular tetracyclic core, which is derived from a decaketide chain formed via the polyketide biosynthetic pathway, with hydrolyzable sugar moieties. On the other hand, angucyclinones refer to every natural product consisting of a sugarless angular tetracyclic core. However, it is important to take note that some angucyclinones still contain a C-glycosidic linked sugar moiety.

Closely related metabolites are anthracyclines, which include every natural product consisting of linearly assembled tetracyclic ring frames.

J. Rohr and R. Thiericke. Nat. Prod. Rep. 9, 103-137, (1992).

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