title: A new semisynthetic macrolide antibiotic 3-O-oleandrosyl-5-O-desosaminylerythronolide A oxime.
abstract: A new antibiotic, 3-O-oleandrosyl-5-O-desosaminylerythronolide A oxime (3) was produced from erythronolide A oxime (1) by the oleandomycin-producing culture, Streptomyces antibioticus ATCC 11891. The structure of 3 was determined by degradative studies and confirmed by X-ray analysis. Compound 3 was found to be less active, but more stable to acid, then erythromycin A oxime.
mesh_terms: D000900:Anti-Bacterial Agents / Q000032:analysis / Q000096:biosynthesis / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D004355:Drug Stability; D004917:Erythromycin / Q000031:analogs & derivatives* / Q000494:pharmacology; D005285:Fermentation; D007454:Iodides; D008956:Models, Chemical; D009827:Oleandomycin / Q000031:analogs & derivatives* / Q000494:pharmacology; D010091:Oximes; D013303:Streptomyces antibioticus / Q000378:metabolism; D014961:X-Ray Diffraction
chemical_list: D000900:Anti-Bacterial Agents; D007454:Iodides; D010091:Oximes; D004917:Erythromycin; D009827:Oleandomycin