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The Synthesis and Evaluation of Amidoximes as Cytotoxic Agents on Model Bacterial E. coli Strains
The biological research on newly synthesized amidoximes, Boc-protected amidoximes and Boc-derived amidines, obtained by a reduction of the parent amidoximes is reported, herein. Due to the presence of a free amino group in both amidines and amidoximes, these compounds can undergo various chemical re...
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/PMC8708467/ https://www.ncbi.nlm.nih.gov/pubmed/34947169 http://dx.doi.org/10.3390/ma14247577 |
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author | Samsonowicz-Górski, Jan Kowalczyk, Paweł Koszelewski, Dominik Brodzka, Anna Szymczak, Mateusz Kramkowski, Karol Ostaszewski, Ryszard |
author_facet | Samsonowicz-Górski, Jan Kowalczyk, Paweł Koszelewski, Dominik Brodzka, Anna Szymczak, Mateusz Kramkowski, Karol Ostaszewski, Ryszard |
author_sort | Samsonowicz-Górski, Jan |
collection | PubMed |
description | The biological research on newly synthesized amidoximes, Boc-protected amidoximes and Boc-derived amidines, obtained by a reduction of the parent amidoximes is reported, herein. Due to the presence of a free amino group in both amidines and amidoximes, these compounds can undergo various chemical reactions such as N-alkylation and N-acylation. One such reaction is Boc-protection, often used in organic synthesis to protect the amino and imino groups. Until now, Boc-protected amidoximes have not been tested for biological activity. Amidoxime derivatives were tested on bacterial E. coli strains. Initial cellular studies tests and digestion with Fpg after the modification of bacterial DNA, suggest that these compounds may have greater potential as antibacterial agents compared to antibiotics such as ciprofloxacin (ci), bleomycin (b) and cloxacillin (cl). The described compounds are highly specific for pathogenic E. coli strains on the basis of the model strains used and may be used in the future as new substitutes for commonly used antibiotics in clinical and hospital infections in the pandemic era. |
format | Online Article Text |
id | pubmed-8708467 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-87084672021-12-25 The Synthesis and Evaluation of Amidoximes as Cytotoxic Agents on Model Bacterial E. coli Strains Samsonowicz-Górski, Jan Kowalczyk, Paweł Koszelewski, Dominik Brodzka, Anna Szymczak, Mateusz Kramkowski, Karol Ostaszewski, Ryszard Materials (Basel) Article The biological research on newly synthesized amidoximes, Boc-protected amidoximes and Boc-derived amidines, obtained by a reduction of the parent amidoximes is reported, herein. Due to the presence of a free amino group in both amidines and amidoximes, these compounds can undergo various chemical reactions such as N-alkylation and N-acylation. One such reaction is Boc-protection, often used in organic synthesis to protect the amino and imino groups. Until now, Boc-protected amidoximes have not been tested for biological activity. Amidoxime derivatives were tested on bacterial E. coli strains. Initial cellular studies tests and digestion with Fpg after the modification of bacterial DNA, suggest that these compounds may have greater potential as antibacterial agents compared to antibiotics such as ciprofloxacin (ci), bleomycin (b) and cloxacillin (cl). The described compounds are highly specific for pathogenic E. coli strains on the basis of the model strains used and may be used in the future as new substitutes for commonly used antibiotics in clinical and hospital infections in the pandemic era. MDPI 2021-12-09 /pmc/articles/PMC8708467/ /pubmed/34947169 http://dx.doi.org/10.3390/ma14247577 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 Samsonowicz-Górski, Jan Kowalczyk, Paweł Koszelewski, Dominik Brodzka, Anna Szymczak, Mateusz Kramkowski, Karol Ostaszewski, Ryszard The Synthesis and Evaluation of Amidoximes as Cytotoxic Agents on Model Bacterial E. coli Strains |
title | The Synthesis and Evaluation of Amidoximes as Cytotoxic Agents on Model Bacterial E. coli Strains |
title_full | The Synthesis and Evaluation of Amidoximes as Cytotoxic Agents on Model Bacterial E. coli Strains |
title_fullStr | The Synthesis and Evaluation of Amidoximes as Cytotoxic Agents on Model Bacterial E. coli Strains |
title_full_unstemmed | The Synthesis and Evaluation of Amidoximes as Cytotoxic Agents on Model Bacterial E. coli Strains |
title_short | The Synthesis and Evaluation of Amidoximes as Cytotoxic Agents on Model Bacterial E. coli Strains |
title_sort | synthesis and evaluation of amidoximes as cytotoxic agents on model bacterial e. coli strains |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8708467/ https://www.ncbi.nlm.nih.gov/pubmed/34947169 http://dx.doi.org/10.3390/ma14247577 |
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