Functionalized Phosphanyl‐Phosphonic Acids as Unusual Complexing Units as Analogues of Fosmidomycin

Abstract

Abstract Fosmidomycin ( 1a ) and FR‐90098 are potent inhibitors of 1‐deoxy‐ D ‐xylulose‐5‐phosphate reductoisomerase (DXR), the second enzyme of the non‐mevalonate (MEP) pathway responsible for the biosynthesis of isoprenoids. This paper describes the synthesis of four types of targets bearing a phosphanyl‐phosphonic acid motif as the common core for the inhibition of DXR. In these structures, the hydroxamic acid was replaced by various chelators based on a phosphinic acid linked to different functional groups capable of forming five‐ or six‐membered chelating rings.