Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Samsonowicz-Górski, Jan, Kowalczyk, Paweł, Koszelewski, Dominik, Brodzka, Anna, Szymczak, Mateusz, Kramkowski, Karol, Ostaszewski, Ryszard
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
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
_version_ 1784622692216864768
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
work_keys_str_mv AT samsonowiczgorskijan thesynthesisandevaluationofamidoximesascytotoxicagentsonmodelbacterialecolistrains
AT kowalczykpaweł thesynthesisandevaluationofamidoximesascytotoxicagentsonmodelbacterialecolistrains
AT koszelewskidominik thesynthesisandevaluationofamidoximesascytotoxicagentsonmodelbacterialecolistrains
AT brodzkaanna thesynthesisandevaluationofamidoximesascytotoxicagentsonmodelbacterialecolistrains
AT szymczakmateusz thesynthesisandevaluationofamidoximesascytotoxicagentsonmodelbacterialecolistrains
AT kramkowskikarol thesynthesisandevaluationofamidoximesascytotoxicagentsonmodelbacterialecolistrains
AT ostaszewskiryszard thesynthesisandevaluationofamidoximesascytotoxicagentsonmodelbacterialecolistrains
AT samsonowiczgorskijan synthesisandevaluationofamidoximesascytotoxicagentsonmodelbacterialecolistrains
AT kowalczykpaweł synthesisandevaluationofamidoximesascytotoxicagentsonmodelbacterialecolistrains
AT koszelewskidominik synthesisandevaluationofamidoximesascytotoxicagentsonmodelbacterialecolistrains
AT brodzkaanna synthesisandevaluationofamidoximesascytotoxicagentsonmodelbacterialecolistrains
AT szymczakmateusz synthesisandevaluationofamidoximesascytotoxicagentsonmodelbacterialecolistrains
AT kramkowskikarol synthesisandevaluationofamidoximesascytotoxicagentsonmodelbacterialecolistrains
AT ostaszewskiryszard synthesisandevaluationofamidoximesascytotoxicagentsonmodelbacterialecolistrains