Aromatic esters of 5-O-desosaminylerythronolide A oxime

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.

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Bibliographische Detailangaben
Veröffentlicht in:	Journal of medicinal chemistry 1975-08, Vol.18 (8), p.849-851
Hauptverfasser:	LeMahieu, Ronald A, Carson, Mathew, Kierstead, Richard W, Pestka, Sidney
Format:	Artikel
Sprache:	eng
Schlagworte:	Bacillus subtilis - drug effects Erythromycin - analogs & derivatives Erythromycin - chemical synthesis Erythromycin - pharmacology Erythromycin - therapeutic use Escherichia coli - drug effects Escherichia coli - metabolism Oximes - chemical synthesis Oximes - pharmacology Oximes - therapeutic use Proteus Infections - drug therapy Proteus vulgaris Pseudomonas aeruginosa - drug effects Ribosomes - metabolism Saccharomyces cerevisiae - drug effects Staphylococcal Infections - drug therapy Staphylococcus - drug effects Streptococcal Infections - drug therapy Streptococcus pyogenes
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Beschreibung
Zusammenfassung:	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.
ISSN:	0022-2623 1520-4804
DOI:	10.1021/jm00242a020