Vancomycin, teicoplanin, and ramoplanin: synthetic and mechanistic studies.

Article Details

Citation

Boger DL

Vancomycin, teicoplanin, and ramoplanin: synthetic and mechanistic studies.

Med Res Rev. 2001 Sep;21(5):356-81.

PubMed ID
11579438 [ View in PubMed
]
Abstract

Vancomycin, teicoplanin, and ramoplanin are potent glycopeptide antibiotics that act by inhibiting bacterial cell wall biosynthesis. The former are used clinically as the antibiotics of last resort for the treatment of methicillin-resistant Staphylococcus aureus and the latter is a promising new antibiotic that is not susceptible to the emerging bacterial resistance to vancomycin and teicoplanin. A summary of our recent total synthesis of the vancomycin aglycon, our first and second generation total syntheses of the teicoplanin aglycon, and our progress on the total synthesis of the ramoplanins is presented. This work lays the foundation for ongoing structure-function studies on the antibiotics that may clarify or define their site and mechanism of action leading to the development of improved or reengineered antibiotics.

DrugBank Data that Cites this Article

Drug Targets
DrugTargetKindOrganismPharmacological ActionActions
TeicoplaninD-Ala-D-Ala moiety of NAM/NAG peptide subunits of peptidoglycanGroupGram-positive Bacteria
Yes
Inhibitor
Details
VancomycinD-Ala-D-Ala moiety of NAM/NAG peptide subunits of peptidoglycanGroupGram-positive Bacteria
Yes
Ligand
Details