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The Synthesis and Evaluation of Aminocoumarin Peptidomimetics as Cytotoxic Agents on Model Bacterial E. coli Strains
This work presents the successful synthesis of a library of novel peptidomimetics via Ugi multicomponent reaction. Most of these peptidomimetics contain differently substituted aminocoumarin; 7-amino-4-methylcoumarin and 7-amino-4-(trifluoromethyl) coumarin. Inspired by the biological properties of...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8510199/ https://www.ncbi.nlm.nih.gov/pubmed/34640121 http://dx.doi.org/10.3390/ma14195725 |
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author | Kowalczyk, Paweł Wilk, Monika Parul, Parul Szymczak, Mateusz Kramkowski, Karol Raj, Stanisława Skiba, Grzegorz Sulejczak, Dorota Kleczkowska, Patrycja Ostaszewski, Ryszard |
author_facet | Kowalczyk, Paweł Wilk, Monika Parul, Parul Szymczak, Mateusz Kramkowski, Karol Raj, Stanisława Skiba, Grzegorz Sulejczak, Dorota Kleczkowska, Patrycja Ostaszewski, Ryszard |
author_sort | Kowalczyk, Paweł |
collection | PubMed |
description | This work presents the successful synthesis of a library of novel peptidomimetics via Ugi multicomponent reaction. Most of these peptidomimetics contain differently substituted aminocoumarin; 7-amino-4-methylcoumarin and 7-amino-4-(trifluoromethyl) coumarin. Inspired by the biological properties of coumarin derivatives and peptidomimetics, we proposed the synthesis of coumarin incorporated peptidomimetics. We studied the potential of synthesized compounds as antimicrobial drugs on model E. coli bacterial strains (k12 and R2–R4). To highlight the importance of coumarin in antimicrobial resistance, we also synthesized the structurally similar peptidomimetics, using benzylamine. Preliminary cellular studies suggest that the compounds with coumarin derivatives have more potential as antimicrobial agents compared to the compounds without coumarin. We also analyzed the effect of aldehyde, free acid group and ester group on the course of their antimicrobial properties. |
format | Online Article Text |
id | pubmed-8510199 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-85101992021-10-13 The Synthesis and Evaluation of Aminocoumarin Peptidomimetics as Cytotoxic Agents on Model Bacterial E. coli Strains Kowalczyk, Paweł Wilk, Monika Parul, Parul Szymczak, Mateusz Kramkowski, Karol Raj, Stanisława Skiba, Grzegorz Sulejczak, Dorota Kleczkowska, Patrycja Ostaszewski, Ryszard Materials (Basel) Article This work presents the successful synthesis of a library of novel peptidomimetics via Ugi multicomponent reaction. Most of these peptidomimetics contain differently substituted aminocoumarin; 7-amino-4-methylcoumarin and 7-amino-4-(trifluoromethyl) coumarin. Inspired by the biological properties of coumarin derivatives and peptidomimetics, we proposed the synthesis of coumarin incorporated peptidomimetics. We studied the potential of synthesized compounds as antimicrobial drugs on model E. coli bacterial strains (k12 and R2–R4). To highlight the importance of coumarin in antimicrobial resistance, we also synthesized the structurally similar peptidomimetics, using benzylamine. Preliminary cellular studies suggest that the compounds with coumarin derivatives have more potential as antimicrobial agents compared to the compounds without coumarin. We also analyzed the effect of aldehyde, free acid group and ester group on the course of their antimicrobial properties. MDPI 2021-09-30 /pmc/articles/PMC8510199/ /pubmed/34640121 http://dx.doi.org/10.3390/ma14195725 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Kowalczyk, Paweł Wilk, Monika Parul, Parul Szymczak, Mateusz Kramkowski, Karol Raj, Stanisława Skiba, Grzegorz Sulejczak, Dorota Kleczkowska, Patrycja Ostaszewski, Ryszard The Synthesis and Evaluation of Aminocoumarin Peptidomimetics as Cytotoxic Agents on Model Bacterial E. coli Strains |
title | The Synthesis and Evaluation of Aminocoumarin Peptidomimetics as Cytotoxic Agents on Model Bacterial E. coli Strains |
title_full | The Synthesis and Evaluation of Aminocoumarin Peptidomimetics as Cytotoxic Agents on Model Bacterial E. coli Strains |
title_fullStr | The Synthesis and Evaluation of Aminocoumarin Peptidomimetics as Cytotoxic Agents on Model Bacterial E. coli Strains |
title_full_unstemmed | The Synthesis and Evaluation of Aminocoumarin Peptidomimetics as Cytotoxic Agents on Model Bacterial E. coli Strains |
title_short | The Synthesis and Evaluation of Aminocoumarin Peptidomimetics as Cytotoxic Agents on Model Bacterial E. coli Strains |
title_sort | synthesis and evaluation of aminocoumarin peptidomimetics as cytotoxic agents on model bacterial e. coli strains |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8510199/ https://www.ncbi.nlm.nih.gov/pubmed/34640121 http://dx.doi.org/10.3390/ma14195725 |
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