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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Veröffentlicht in:ChemMedChem 2021-10, Vol.16 (20), p.3172-3176
Hauptverfasser: Morandini, Andrea, Leonetti, Benedetta, Riello, Pietro, Sole, Roberto, Gatto, Vanessa, Caligiuri, Isabella, Rizzolio, Flavio, Beghetto, Valentina
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Sprache:eng
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Zusammenfassung: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. An easy and straightforward methodology 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. These bis‐mTQAS show significant promise as antimicrobial agents against Gram‐negative and Gram‐positive bacterial strains.
ISSN:1860-7179
1860-7187
DOI:10.1002/cmdc.202100409