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Bioorg Med Chem Lett. 2003 Mar 10;13(5):901-3.

Synthesis of (+),(-)-neamine and their positional isomers as potential antibiotics.

Author information

1
Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, 45 Shattuck Street, Boston, MA 02115, USA.

Abstract

The syntheses of (+)-neamine 1, (-)-neamine ent-1 and their positional isomers 2, 3, ent-2 and ent-3 are reported as potential new scaffolds for novel aminoglycoside antibiotics. These isomers exhibit similar inhibitory activities, as shown using an in vitro translation assay. A simple model is proposed to explain this lack of stereospecific binding to the ribosomal RNA.

PMID:
12617917
DOI:
10.1016/s0960-894x(02)01073-9
[Indexed for MEDLINE]

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