Total Synthesis of the Potent and Broad-Spectrum Antibiotics Amycolamicin and Kibdelomycin

The complex and intriguing structures of the antibiotics amycolamicin and kibdelomycin are herein confirmed through total synthesis. Careful titration of the synthetic products reveals that kibdelomycin is the salt form of amycolamicin. This synthesis employs a highly convergent strategy, which prov...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2021-12, Vol.143 (50), p.21258-21263
Main Authors: Yang, Shaoqiang, Chen, Chenglong, Chen, Jie, Li, Chao
Format: Article
Language:English
Subjects:
Anti-Bacterial Agents - chemical synthesis
Anti-Bacterial Agents - chemistry
Anti-Bacterial Agents - pharmacology
Biological Products - chemical synthesis
Biological Products - chemistry
Crystallography, X-Ray
Drug Resistance, Bacterial - drug effects
Glucosides - chemical synthesis
Glucosides - chemistry
Glucosides - pharmacology
Gram-Positive Bacteria - drug effects
Molecular Conformation
Pyrroles - chemical synthesis
Pyrroles - chemistry
Pyrroles - pharmacology
Pyrrolidinones - chemical synthesis
Pyrrolidinones - chemistry
Pyrrolidinones - pharmacology
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Summary:The complex and intriguing structures of the antibiotics amycolamicin and kibdelomycin are herein confirmed through total synthesis. Careful titration of the synthetic products reveals that kibdelomycin is the salt form of amycolamicin. This synthesis employs a highly convergent strategy, which provides a modular approach for further SAR studies of this class of antibiotics.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.1c11477