The gentamicin antibiotics. Part III. The gross structures of the gentamicin C components
- 1 January 1971
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- Vol. 18, 3126-3129
- https://doi.org/10.1039/j39710003126
Abstract
Methanolysis of the gentamicin C components gave methyl garosaminide and the corresponding gentamines, isolated as crystalline tetra-N-acetates. The absolute stereochemistry of the 2-deoxystreptamine portion of these tetra-N-acetates was determined by a circular dichroism method. Methylation of the penta-N-acetylgentamicin C components followed by acid hydrolysis and reacetylation gave, in each case, NN′-diacetyl-2-deoxy-NN′,5-O-tri-methylstreptamine, establishing the gentamicins to be 4,6-disubstituted 2-deoxystreptamine derivatives.Keywords
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