208041-36-5Relevant academic research and scientific papers
Rational design of azepane-glycoside antibiotics targeting the bacterial ribosome
Barluenga, Sofia,Simonsen, Klaus B.,Littlefield, Ethel S.,Ayida, Benjamin K.,Vourloumis, Dionisios,Winters, Geoffrey C.,Takahashi, Masayuki,Shandrick, Sarah,Zhao, Qiang,Han, Qing,Hermann, Thomas
, p. 713 - 718 (2004)
RNA recognition by natural aminoglycoside antibiotics depends on the 2-deoxystreptamine (2-DOS) scaffold which participates in specific hydrogen bonds with the ribosomal decoding-site target. Three-dimensional structure information has been used for the design of azepane-monoglycosides, building blocks for novel antibiotics in which 2-DOS is replaced by a heterocyclic scaffold. Azepane-glycosides showed target binding and translation inhibition in the low micromolar range and inhibited growth of Staphylococcus aureus, including aminoglycoside-resistant strains.
