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.
Publication types
-
Research Support, U.S. Gov't, P.H.S.
MeSH terms
-
Anti-Bacterial Agents / chemical synthesis*
-
Anti-Bacterial Agents / chemistry
-
Anti-Bacterial Agents / pharmacology*
-
Binding Sites
-
Isomerism
-
Neomycin / chemical synthesis*
-
Neomycin / chemistry
-
Neomycin / pharmacology*
-
Protein Biosynthesis / drug effects
-
RNA, Ribosomal / antagonists & inhibitors
-
RNA, Ribosomal / metabolism*
Substances
-
Anti-Bacterial Agents
-
RNA, Ribosomal
-
Neomycin