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J Antibiot (Tokyo) ; 56(3): 280-8, 2003 Mar.
Article in English | MEDLINE | ID: mdl-12760684

ABSTRACT

The new naturally occurring erythromycin G (4), formally derived from erythromycin B by hydroxylation of the C-16 methyl group, and 3-O-mycarosylerythronolide B (5), an erythromycin biosynthetic intermediate previously obtained only from microorganisms blocked in erythromycin biosynthesis, were isolated from a concentrate of mother liquors derived from a culture of Saccharopolyspora erythraea. The structure of erythromycin G was defined by spectroscopic data and X-ray crystallographic analysis. Theoretical calculation of 4 has been performed at MM2 level, and the low-energy conformations have been compared with X-ray data: both theoretical and experimental approaches give similar three-dimensional shapes. Antibacterial activity of 4 against both gram-positive and gram-negative organisms has been evaluated. A simple method for the isolation of large amounts of erythromycins B (2) and D is provided as well.


Subject(s)
Anti-Bacterial Agents/isolation & purification , Erythromycin/isolation & purification , Anti-Bacterial Agents/biosynthesis , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Chromatography, High Pressure Liquid , Crystallography, X-Ray , Erythromycin/analogs & derivatives , Erythromycin/biosynthesis , Erythromycin/chemistry , Erythromycin/pharmacology , Gram-Negative Bacteria/classification , Gram-Negative Bacteria/drug effects , Gram-Positive Bacteria/classification , Gram-Positive Bacteria/drug effects , Microbial Sensitivity Tests , Models, Molecular , Molecular Structure
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