Total Synthesis of Pedopeptin C

The pedopeptins are a class of antibiotics that have been reported to retain activity against bacterial strains that are resistant to the polymyxins, a class of antibiotics of last resort. Despite this promising activity, the pedopeptins represent synthetically challenging targets due to the dehydroamino acid (<i>E</i>)-2-aminobut-2-enoic acid ((<i>E</i>)-ΔAbu) contained in their structure. Here we show an optimized synthesis of a lead member of this class, pedopeptin C, and describe its antibacterial activity.

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Journal
Organic Letters
Published
2025-06-13
DOI
https://doi.org/10.1021/acs.orglett.5c01928
Primary Topic
Chemical Synthesis and Analysis
Type
article
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article

Total Synthesis of Pedopeptin C

Tommy Lai, Michael J. Lambrecht, Ying Lü, Steven T. Rutherford et al.
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Chemical Synthesis and Analysis
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Total Synthesis of Pedopeptin C

Tommy Lai, Michael J. Lambrecht, Ying Lü, Steven T. Rutherford, Michael F. T. Koehler, Daniel J. Burdick, Qiuyue Wang, Jiao Xu, Mary Kate Alexander, Chen Cheng
article en

Abstract

The pedopeptins are a class of antibiotics that have been reported to retain activity against bacterial strains that are resistant to the polymyxins, a class of antibiotics of last resort. Despite this promising activity, the pedopeptins represent synthetically challenging targets due to the dehydroamino acid (<i>E</i>)-2-aminobut-2-enoic acid ((<i>E</i>)-ΔAbu) contained in their structure. Here we show an optimized synthesis of a lead member of this class, pedopeptin C, and describe its antibacterial activity.

Organic LettersVol. 27(25)
WuXi AppTec (China) (CN)
Openalex Percentile: Top 88%
Chemical Synthesis and Analysis
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