title: Aromatic esters of 5-O-desosaminylerythronolide A oxime.
abstract: Several substituted aromatic esters of the C-3 hydroxyl of 5-O-desosaminylerythronolide A oxime were prepared. Ribosomal binding studies showed that meta substituents on the aromatic ring gave the most active analogs. The esters described were all inactive in vivo at the maximum level tested.
mesh_terms: D001412:Bacillus subtilis / Q000187:drug effects; D004917:Erythromycin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology / Q000627:therapeutic use; D004926:Escherichia coli / Q000187:drug effects / Q000378:metabolism; D010091:Oximes / Q000138:chemical synthesis / Q000494:pharmacology / Q000627:therapeutic use; D011512:Proteus Infections / Q000188:drug therapy; D011514:Proteus vulgaris; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D012270:Ribosomes / Q000378:metabolism; D012441:Saccharomyces cerevisiae / Q000187:drug effects; D013203:Staphylococcal Infections / Q000188:drug therapy; D013210:Staphylococcus / Q000187:drug effects; D013290:Streptococcal Infections / Q000188:drug therapy; D013297:Streptococcus pyogenes
chemical_list: D010091:Oximes; C010708:5-O-desosaminylerythronolide A oxime; D004917:Erythromycin