Hydrophobic Acetal and Ketal Derivatives of Mannopeptimycin-α and Desmethylhexahydromannopeptimycin-α: Semisynthetic Glycopeptides with Potent Activity Against Gram-Positive Bacteria
Journal of Medicinal Chemistry2004Vol. 47(14), pp. 3487–3490
Citations Over TimeTop 12% of 2004 papers
Russell G. Dushin, Tingzhong Wang, Phaik-Eng Sum, Haiyin He, Alan G. Sutherland, Joseph Ashcroft, Edmund I. Graziani, Frank E. Koehn, Patricia A. Bradford, Peter J. Petersen, Karen Wheless, David How, Nancy Torres, Eileen Lenoy, Jason Weiss, Stanley A. Lang, Steven J. Projan, David M. Shlaes, Tarek S. Mansour
Abstract
The effect of introducing hydrophobic groups onto the disaccharide portion of the mannopeptimycins has been examined. Under acid-catalyzed conditions dimethyl acetals and ketals react on the terminal mannose of the disaccharide moiety of mannopeptimycin-alpha and the cyclohexylalanyl analogue 2. The preferentially formed monofunctionalized 4,6-acetals and -ketals display potent antibacterial activities against Gram-positive microorganisms, including MRSA, PRSP, and VRE pathogens.
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