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Seedorf, Tim: Synthesis of an antibacterial oligopeptide library. Hannover : Gottfried Wilhelm Leibniz Universität, Diss., 2023, VIII, 430 S., DOI: https://doi.org/10.15488/14437

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Sum total of downloads: 166




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Abstract: 
The oligopeptides cystobactamid and Myxovalargin A are natural products produced by myxobacteria. Both secondary metabolites exhibit high antibacterial activity and are currently in different stages of preclinical antibiotic development. In the present work syntheses of these natural products and their analogs were performed to establish their total synthesis and to optimize their antibacterial profile, respectively.Cystobactamids represent a new class of antibiotics. Since their discovery structure-activity-relationships (SAR) were stated through natural product isolation and totalsynthesis. In this work the SAR studies were extended by synthesis of an agent library und the antibacterial profile was optimized against representatives of all ESKAPE pathogens utilizing structural simplification, bioisosterism and novel structural motifs.Myxovalargin A exhibits biological activity against tuberculosis. Insufficient access through fermentation prevented the elucidation of the absolute stereoconfiguration for a long time. Therefore, synthetic studies towards the total synthesis of Myxovalargin A were performed in this work with the long term aim to pave the way for a medicinal chemistry program. A combination solid and liquid phase synthesis enabled the provision of advanced fragments of the natural product.
License of this version: CC BY 3.0 DE
Document Type: DoctoralThesis
Publishing status: publishedVersion
Issue Date: 2023
Appears in Collections:Naturwissenschaftliche Fakultät
Dissertationen

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pos. country downloads
total perc.
1 image of flag of Germany Germany 117 70.48%
2 image of flag of United States United States 13 7.83%
3 image of flag of India India 6 3.61%
4 image of flag of Bulgaria Bulgaria 6 3.61%
5 image of flag of Russian Federation Russian Federation 3 1.81%
6 image of flag of Israel Israel 3 1.81%
7 image of flag of China China 3 1.81%
8 image of flag of France France 1 0.60%
9 image of flag of Europe Europe 1 0.60%
10 image of flag of Switzerland Switzerland 1 0.60%
    other countries 12 7.23%

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