Vancomycin, teicoplanin, and ramoplanin: Synthetic and mechanistic studies

被引:130
作者
Boger, DL
机构
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
[2] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
关键词
vancomycin; teicoplanin; ramoplanin; synthesis;
D O I
10.1002/med.1014
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
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. (C) 2001 John Wiley & Sons, Inc.
引用
收藏
页码:356 / 381
页数:26
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