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Vancomycin, teicoplanin, and ramoplanin: Synthetic and mechanistic studies †
Author(s) -
Boger Dale L.
Publication year - 2001
Publication title -
medicinal research reviews
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.868
H-Index - 130
eISSN - 1098-1128
pISSN - 0198-6325
DOI - 10.1002/med.1014
Subject(s) - teicoplanin , antibiotics , vancomycin , glycopeptide , microbiology and biotechnology , staphylococcus aureus , glycopeptide antibiotic , chemistry , bacteria , biology , genetics
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. © 2001 John Wiley & Sons, Inc. Med Res Rev, 21, No. 5, 356–381, 2001