Abstract
The first synthesis of octapeptin C4 was achieved using a combination of solid phase synthesis and off-resin cyclisation. Octapeptin C4 displayed antibiotic activity against multi-drug resistant, NDM-1 and polymyxin-resistant Gram-negative bacteria, with moderate activity against Staphylococcus aureus. The linear analogue of octapeptin C4 was also prepared, which showed reduced activity.
Keywords:
Antibiotic; Colistin; Drug resistance; Lipopeptide; Natural product.
Copyright © 2017 The Authors. Published by Elsevier Ltd.. All rights reserved.
MeSH terms
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Anti-Bacterial Agents / chemical synthesis
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Anti-Bacterial Agents / pharmacology*
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Anti-Bacterial Agents / toxicity
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Cyclization
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Drug Resistance, Bacterial
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Gram-Negative Bacteria / drug effects
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Lipopeptides / chemical synthesis
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Lipopeptides / pharmacology*
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Lipopeptides / toxicity
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Peptides, Cyclic / chemical synthesis
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Peptides, Cyclic / pharmacology*
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Peptides, Cyclic / toxicity
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Polymyxin B / pharmacology
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Solid-Phase Synthesis Techniques
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Staphylococcus aureus / drug effects
Substances
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Anti-Bacterial Agents
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Lipopeptides
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Peptides, Cyclic
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octapeptin C4
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Polymyxin B