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Cervimycin A–D: A Polyketide Glycoside Complex from a Cave Bacterium Can Defeat Vancomycin Resistance

2005; Wiley; Volume: 11; Issue: 19 Linguagem: Inglês

10.1002/chem.200500320

1521-3765

Kerstin Herold, Friedrich A. Gollmick, Ingrid Groth, Martin M. Roth, Klaus‐Dieter Menzel, Ute Möllmann, U. Gräfe, Christian Hertweck,

Carbohydrate Chemistry and Synthesis

Abstract Cervimycins A–D are novel polyketide glycosides with significant activity against multi‐drug‐resistant staphylococci and vancomycin‐resistant enterococci. They are produced by a strain of Streptomyces tendae , isolated from an ancient cave. The structures of the cervimycins were determined by performing extensive NMR and chemical degradation studies. All cervimycins have a common tetracyclic polyketide core that is substituted with unusual di‐ and tetrasaccharide chains, composed exclusively of trideoxysugars; however, they differ in the acetyl and carbamoyl ring substituent and in the highly unusual terminal methylmalonyl and dimethylmalonyl residues.