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MODIFICATION OF AMINOGLYCOSIDES

Aminoglycosides synthesis and antibacterial activity

A vast amount of aminoglycoside derivatives along with various modification methods have been created [1-3]. With the advancements in studies of resistance mechanisms [46] and structural information from the binding of aminoglycosides with the target, the A-site decoding region of 16S rRNA [7-10], new strategies have been developed with the aim to identify new molecules active against aminoglycoside-resistant bacteria.
Aminoglycosides are a group of structurally diverse antibiotics consisting of
various numbers of normal and unusual sugars (Figure 1).

Figure 1. Structures of neomycin and kanamycin classes of aminoglycosides


1. Umezawa, S.; Tsuchiya, T. In Aminoglycoside Antibiotics; Umezawa, H.; Hooper, I. R., Ed.; New York: Springer-Verlag, 1982, pp. 37110.

2. Hanessian, S.; Haskell, T. H. In Antibiotics Containing Sugars; Pigmann, H.; Horton, D., Eds.; New York/London: Academic Press, 1970, pp. 139211.

3. Haddad, J; Kotra, L. P.; Mobashery, S. In Glycochemistry Principles, Synthesis, and Applications; Wang, P.G.; Bertozzi, C. R., Eds.; New York/Basel: Marcel Dekker,
2001, pp. 307424.

4. Mingeot-Leclercq, M.-P.; Glupczynski, Y.; Tulkens, P. M. Antimicrob. Agents Chemother. 1997, 43, 727737.

5. Kotra, L. P.; Haddad, J.; Mobashery, S. Antimicrob. Agents Chemother. 2000, 44, 32493256.

6. Wright, G. D. Curr. Opin. Microbiol. 1999, 2, 499503.

7. Fourmy, D.; Recht, M. I.; Blanchard, S. C.; Puglisi, J. D. Science 1996, 274, 13671371.

8. Fourmy, D.; Recht, M. I.; Puglisi, J. D. J. Mol. Biol. 1998, 277, 347362.

9. Vicens, Q.; Westhof, E. Structure 2001, 9, 647668.

10. Fong, D. H.; Berghuis, A. M. EMBO J. 2002, 21, 23232331.

 

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