Importance of the 6′‐Hydroxy Group and Its Configuration for Apramycin Activity
ChemMedChem2014Vol. 9(9), pp. 2074–2083
Citations Over TimeTop 25% of 2014 papers
Appi Reddy Mandhapati, Dimitri Shcherbakov, Stefan Duscha, Andrea Vasella, Erik C. Böttger, David Crich
Abstract
A series of apramycin derivatives was prepared and investigated for antibacterial activity and the ability to inhibit protein synthesis in cell-free translation assays. The effect of various modifications at the 6'- and N7'-positions on antiribosomal activity is discussed in terms of their influence on drug binding to specific residues in the decoding A-site. These studies contribute to the development of a structure-activity relationship for the antibacterial activity of the apramycin class of aminoglycosides and to the future design and development of more active and less toxic antibiotics.
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