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Synthesis and Antimicrobial Evaluation of Bis‐morpholine Triazine Quaternary Ammonium Salts

Efficient, environmentally and economically sustainable, and nontoxic antibacterial products are of global relevance in the fight against microorganism contamination. In this work, an easy and straightforward method for the synthesis of bis‐morpholino triazine quaternary ammonium salts (bis‐mTQAS) i...

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Autores principales: Morandini, Andrea, Leonetti, Benedetta, Riello, Pietro, Sole, Roberto, Gatto, Vanessa, Caligiuri, Isabella, Rizzolio, Flavio, Beghetto, Valentina
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8596621/
https://www.ncbi.nlm.nih.gov/pubmed/34288499
http://dx.doi.org/10.1002/cmdc.202100409
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author Morandini, Andrea
Leonetti, Benedetta
Riello, Pietro
Sole, Roberto
Gatto, Vanessa
Caligiuri, Isabella
Rizzolio, Flavio
Beghetto, Valentina
author_facet Morandini, Andrea
Leonetti, Benedetta
Riello, Pietro
Sole, Roberto
Gatto, Vanessa
Caligiuri, Isabella
Rizzolio, Flavio
Beghetto, Valentina
author_sort Morandini, Andrea
collection PubMed
description Efficient, environmentally and economically sustainable, and nontoxic antibacterial products are of global relevance in the fight against microorganism contamination. In this work, an easy and straightforward method for the synthesis of bis‐morpholino triazine quaternary ammonium salts (bis‐mTQAS) is reported, starting from 2,4,6‐trichloro‐1,3,5‐triazine or 2,4‐dichloro‐6‐methoxy‐1,3,5‐triazine and various N‐alkylmorpholines. Bis‐mTQAS were tested as antimicrobials against Gram‐negative and Gram‐positive bacterial strains. The best‐performing bis‐mTQAS were found to achieve total disinfection against Staphylococcus aureus ATCC 25923 and Escherichia coli ATCC 25922 at 50 and 400 μg/mL, respectively. Distinctively, bis‐mTQAS with the highest antimicrobial efficiency had lowest cytotoxicity.
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spelling pubmed-85966212021-11-22 Synthesis and Antimicrobial Evaluation of Bis‐morpholine Triazine Quaternary Ammonium Salts Morandini, Andrea Leonetti, Benedetta Riello, Pietro Sole, Roberto Gatto, Vanessa Caligiuri, Isabella Rizzolio, Flavio Beghetto, Valentina ChemMedChem Communications Efficient, environmentally and economically sustainable, and nontoxic antibacterial products are of global relevance in the fight against microorganism contamination. In this work, an easy and straightforward method for the synthesis of bis‐morpholino triazine quaternary ammonium salts (bis‐mTQAS) is reported, starting from 2,4,6‐trichloro‐1,3,5‐triazine or 2,4‐dichloro‐6‐methoxy‐1,3,5‐triazine and various N‐alkylmorpholines. Bis‐mTQAS were tested as antimicrobials against Gram‐negative and Gram‐positive bacterial strains. The best‐performing bis‐mTQAS were found to achieve total disinfection against Staphylococcus aureus ATCC 25923 and Escherichia coli ATCC 25922 at 50 and 400 μg/mL, respectively. Distinctively, bis‐mTQAS with the highest antimicrobial efficiency had lowest cytotoxicity. John Wiley and Sons Inc. 2021-07-29 2021-10-15 /pmc/articles/PMC8596621/ /pubmed/34288499 http://dx.doi.org/10.1002/cmdc.202100409 Text en © 2021 The Authors. ChemMedChem published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ (https://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Communications
Morandini, Andrea
Leonetti, Benedetta
Riello, Pietro
Sole, Roberto
Gatto, Vanessa
Caligiuri, Isabella
Rizzolio, Flavio
Beghetto, Valentina
Synthesis and Antimicrobial Evaluation of Bis‐morpholine Triazine Quaternary Ammonium Salts
title Synthesis and Antimicrobial Evaluation of Bis‐morpholine Triazine Quaternary Ammonium Salts
title_full Synthesis and Antimicrobial Evaluation of Bis‐morpholine Triazine Quaternary Ammonium Salts
title_fullStr Synthesis and Antimicrobial Evaluation of Bis‐morpholine Triazine Quaternary Ammonium Salts
title_full_unstemmed Synthesis and Antimicrobial Evaluation of Bis‐morpholine Triazine Quaternary Ammonium Salts
title_short Synthesis and Antimicrobial Evaluation of Bis‐morpholine Triazine Quaternary Ammonium Salts
title_sort synthesis and antimicrobial evaluation of bis‐morpholine triazine quaternary ammonium salts
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8596621/
https://www.ncbi.nlm.nih.gov/pubmed/34288499
http://dx.doi.org/10.1002/cmdc.202100409
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