Pharmaceuticals (Mar 2010)

2-Deoxystreptamine Conjugates by Truncation–Derivatization of Neomycin

  • Floris L. van Delft,
  • Floris P.J.T. Rutjes,
  • Gerard W. Canters,
  • Alessio Andreoni,
  • Leandro C. Tabares,
  • M. Waqar Aslam

DOI
https://doi.org/10.3390/ph3030679
Journal volume & issue
Vol. 3, no. 3
pp. 679 – 701

Abstract

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A small library of truncated neomycin-conjugates is prepared by consecutive removal of 2,6-diaminoglucose rings, oxidation-reductive amination of ribose, oxidation-conjugation of aminopyridine/aminoquinoline and finally dimerization. The dimeric conjugates were evaluated for antibacterial activity with a unique hemocyanin-based biosensor. Based on the outcome of these results, a second-generation set of monomeric conjugates was prepared and found to display significant antibacterial activity, in particular with respect to kanamycin-resistant E. coli.

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