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

被引:15
|
作者
Morandini, Andrea [1 ]
Leonetti, Benedetta [2 ]
Riello, Pietro [1 ,3 ]
Sole, Roberto [1 ,4 ]
Gatto, Vanessa [1 ,5 ]
Caligiuri, Isabella [6 ]
Rizzolio, Flavio [1 ,6 ]
Beghetto, Valentina [1 ,5 ]
机构
[1] Univ Ca Foscari Venezia, Dipartimento Sci Mol & Nanosistemi, Via Torino 155, I-30172 Venice, Italy
[2] Brenta Srl, Nine Trees Grp, Viale Milano 26, I-36075 Montecchio Maggiore Vice, Italy
[3] European Ctr Living Technol ECLT Ca Bottacin, Dorsoduro 3911, I-30123 Venice, Italy
[4] CIRCC, Via C Ulpiani 27, I-70126 Bari, Italy
[5] Crossing Srl, Viale Repubbl 193-B, I-31100 Treviso, Italy
[6] IRCCS, Ctr Riferimento Oncol CRO, Pathol Unit, Via F Gallini 2, I-33081 Aviano, Italy
关键词
triazine quaternary ammonium salts; antimicrobial agents; low toxicity antimicrobials; QAS; ANTIBACTERIAL ACTIVITY; GENERATION; STATE;
D O I
10.1002/cmdc.202100409
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
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 mu g/mL, respectively. Distinctively, bis-mTQAS with the highest antimicrobial efficiency had lowest cytotoxicity.
引用
收藏
页码:3172 / 3176
页数:5
相关论文
共 50 条
  • [1] Sustainable triazine-derived quaternary ammonium salts as antimicrobial agents
    Morandini, Andrea
    Spadati, Emanuele
    Leonetti, Benedetta
    Sole, Roberto
    Gatto, Vanessa
    Rizzolio, Flavio
    Beghetto, Valentina
    RSC ADVANCES, 2021, 11 (45) : 28092 - 28096
  • [2] Synthesis, physiochemical property and antimicrobial activity of novel quaternary ammonium salts
    Xie, Xianrui
    Cong, Wei
    Zhao, Feng
    Li, Hongjuan
    Xin, Wenyu
    Hou, Guige
    Wang, Chunhua
    JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2017, 33 (01) : 98 - 105
  • [3] Synthesis and Antimicrobial Properties of Quaternary Ammonium Salts with Two Propargyl Groups
    Hovsepyan, V. S.
    Babakhanyan, A. V.
    Balyan, K. V.
    Harutyunyan, N. A.
    Khamisyan, Sh. G.
    Hobosyan, N. G.
    Sargsyan, H. B.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2024, 94 (07) : 1603 - 1609
  • [4] Novel Bis-Ammonium Salts of Pyridoxine: Synthesis and Antimicrobial Properties
    Shtyrlin, Nikita V.
    Pugachev, Mikhail V.
    Sapozhnikov, Sergey V.
    Garipov, Marsel R.
    Vafina, Rusalia M.
    Grishaev, Denis Y.
    Pavelyev, Roman S.
    Kazakova, Renata R.
    Agafonova, Mariya N.
    Iksanova, Alfiya G.
    Lisovskaya, Svetlana A.
    Zeldi, Marina I.
    Krylova, Elena S.
    Nikitina, Elena V.
    Sabirova, Alina E.
    Kayumov, Airat R.
    Shtyrlin, Yurii G.
    MOLECULES, 2020, 25 (18):
  • [5] Controllable synthesis and antimicrobial activities of acrylate polymers containing quaternary ammonium salts
    Zhong, Weiqiang
    Dong, Chenyun
    Liuyang, Runqi
    Guo, Qizhi
    Zeng, Hong
    Lin, Yaling
    Zhang, Anqiang
    REACTIVE & FUNCTIONAL POLYMERS, 2017, 121 : 110 - 118
  • [6] Quaternary Ammonium Salts - Synthesis and Use
    Padrtova, Tereza
    Marvanova, Pavlina
    Mokry, Petr
    CHEMICKE LISTY, 2017, 111 (03): : 197 - 205
  • [7] Antimicrobial Polymeric Materials with Quaternary Ammonium and Phosphonium Salts
    Xue, Yan
    Xiao, Huining
    Zhang, Yi
    INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2015, 16 (02) : 3626 - 3655
  • [8] Quaternary Ammonium Salts and Their Antimicrobial Potential: Targets or Nonspecific Interactions?
    Tischer, Maximilian
    Pradel, Gabriele
    Ohlsen, Knut
    Holzgrabe, Ulrike
    CHEMMEDCHEM, 2012, 7 (01) : 22 - 31
  • [9] Synthesis and antimicrobial activities of acrylamide polymers containing quaternary ammonium salts on bacteria and phytopathogenic fungi
    Zhang, Anqiang
    Liu, Qiongqiong
    Lei, Yufeng
    Hong, Shuanghao
    Lin, Yaling
    REACTIVE & FUNCTIONAL POLYMERS, 2015, 88 : 39 - 46
  • [10] Synthesis of New Quaternary Ammonium Salts with a Terpene Function and Evaluation of their Fungicidal and Herbicidal Activities
    Zelechowski, Krzysztof
    Gucma, Miroslaw
    Golebiewski, W. Marek
    Krawczyk, Maria
    Michalczyk, Alicja Katarzyna
    ACTA CHIMICA SLOVENICA, 2020, 67 (01) : 325 - 335