236115-61-0Relevant academic research and scientific papers
Synthesis of a library of stereo- and regiochemically diverse aminoglycoside derivatives
Clique, Blandine,Ironmonger, Alan,Whittaker, Benjamin,Colley, Jacqueline,Titchmarsh, James,Stockley, Peter,Nelson, Adam
, p. 2776 - 2785 (2007/10/03)
A library of forty modified aminoglycosides was prepared in which the configuration and regiochemistry of two or three rings was widely varied. The library was based around three core ring systems: the 2-deoxystreptamine ring system found in the natural products, and both enantiomers of (1R*,2R*,4R*,5R*)-2,5-diamino-cyclohexane-1,4-diol and (1R*,3R*,4R*,6R*)-4,6-diaminocyclohexane-1,3-diol. In each case, the core was modified by glycosylation with one or two sugar rings. The absolute configuration of the sugar substituents (D or L), the configuration of the anomeric centres (α or β), and the regiochemical arrangement of the amine(s) were varied. The Royal Society of Chemistry 2005.
Design and synthesis of new aminoglycoside antibiotics containing neamine as an optimal core structure: Correlation of antibiotic activity with in vitro inhibition of translation
Greenberg, William A.,Priestley, E. Scott,Sears, Pamela S.,Alper, Phil B.,Rosenbohm, Christoph,Hendrix, Martin,Hung, Shang-Cheng,Wong, Chi-Huey
, p. 6527 - 6541 (2007/10/03)
The structure and activity of the pseudodisaccharide core found in aminoglycoside antibiotics was probed with a series of synthetic analogues in which the position of amino groups was varied around the glucopyranose ring. The naturally occurring structure
