Bioorganic & Medicinal Chemistry Letters 2003-08-04

Synthesis and activity of novel benzoxazole derivatives of mannopeptimycin glycopeptide antibiotics.

Phaik-Eng Sum, David How, Nancy Torres, Howard Newman, Peter J Petersen, Tarek S Mansour

Index: Bioorg. Med. Chem. Lett. 13(15) , 2607-10, (2003)

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Abstract

A series of benzoxazole derivatives of the mannopeptimycin glycopeptide antibiotics was synthesized via a novel benzoxazole formation reaction by treating aminophenol of mannopeptimycin-beta with an aldehyde and DDQ in DMF. Some of these derivatives (e.g., 5b, 5d, 5m, and 7b) showed good activity against Gram-(+) bacteria when compared to the parent compound mannopeptimycin-beta.