Synthesis of episilon-rhodomycinone glycosides.
Twenty-six episilon-rhodomycinone glycosides have been synthesized. These include the episilon-rhodomycinone glycosides of 2-deoxy-L-fucose, 2-deoxy-L-rhamnose, and 2-deoxy-D-ribose as well as their 2-hydroxyl derivatives. NMR spectroscopy showed that all the glycosides prepared had the saccharide residues linked to position 10 of episilon-rhodomycinone and helped establish the anomeric purity and configuration of several glycosides. Preliminary screening results show that 2-deoxy-di-O-acetyl-D-ribopyranosyl-episilon-rhodomycinone has an activity T/C of 125 on P388 tumors.
D000818:Animals; D018943:Anthracyclines; D000880:Anthraquinones / Q000138:chemical synthesis* / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000627:therapeutic use; D001412:Bacillus subtilis / Q000187:drug effects; D055598:Chemical Phenomena; D002621:Chemistry; D006027:Glycosides / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D007942:Leukemia, Experimental / Q000188:drug therapy; D009682:Magnetic Resonance Spectroscopy; D008722:Methods; D051379:Mice
D018943:Anthracyclines; D000880:Anthraquinones; D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D006027:Glycosides; C004977:rhodomycin