Abstract
The cystobactamids are a family of antibacterial natural products with unprecedented chemical scaffolds that are active against both Gram-positive and Gram-negative pathogens. Herein, we describe the first total synthesis of cystobactamid 919-2 from three fragments. Our convergent synthesis enabled both the confirmation of the correct structure and the determination of the absolute configuration of cystobactamid 919-2.
Keywords:
absolute configuration; antibiotics; peptides; structure elucidation; total synthesis.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Anti-Bacterial Agents / chemical synthesis*
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Anti-Bacterial Agents / chemistry
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Anti-Bacterial Agents / pharmacology
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Asparagine / analogs & derivatives*
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Asparagine / chemical synthesis
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Asparagine / chemistry
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Asparagine / pharmacology
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Bacteria / drug effects
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Bacterial Infections / drug therapy
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Biological Products / chemical synthesis*
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Biological Products / chemistry
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Biological Products / pharmacology
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Chemistry Techniques, Synthetic
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Humans
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Models, Molecular
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Molecular Conformation
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Nitro Compounds / chemical synthesis*
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Nitro Compounds / chemistry
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Nitro Compounds / pharmacology
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Stereoisomerism
Substances
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Anti-Bacterial Agents
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Biological Products
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Nitro Compounds
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cystobactamid 919-2
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Asparagine