Bioorganic and Medicinal Chemistry Letters 2006-Oct
Selectively guanidinylated derivatives of neamine. Syntheses and inhibition of anthrax lethal factor protease.
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A series of mono-, di-, and tri-guanidinylated derivatives of neamine were prepared via selective guanidinylation of neamine. These molecules represent a novel scaffold as inhibitors of anthrax lethal factor zinc metalloprotease. Methods for the synthesis of these compounds are described, and structure-activity relationships among the series are analyzed. In addition, initial findings regarding the mechanism of LF inhibition for these molecules are presented.