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Mendeleev Communications, 2019, Volume 29, Issue 5, Pages 523–525
DOI: https://doi.org/10.1016/j.mencom.2019.09.015
(Mi mendc1578)
 

This article is cited in 21 scientific papers (total in 21 papers)

Communications

Synthesis and microbiological properties of novel bis-quaternary ammonium compounds based on 4,4′-oxydiphenol spacer

A. N. Vereshchagina, N. A. Frolova, V. Yu. Konyuhovaab, K. A. Hansfordc, M. P. Egorova

a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
b D.Mendeleev University of Chemical Technology of Russia, Moscow, Russian Federation
c Institute for Molecular Bioscience, The University of Queensland, Brisbane, Queensland, Australia
Abstract: Novel gemini (tail–head–spacer–head–tail) bis-quaternary ammonium compounds with a 4,4′-oxydiphenol spacer between two pyridinium heads were synthesized and compared with commonly used antiseptics such as benzalkonium chloride and chlorhexidine gluconate. Analogues bearing C8H17, C9H19 and C10H21 aliphatic groups displayed potent broad spectrum in vitro activity against five bacterial strains and two fungi, with minimum inhibtory concentrations relatively independent of the counter ion.
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (3.9 Mb)


Citation: A. N. Vereshchagin, N. A. Frolov, V. Yu. Konyuhova, K. A. Hansford, M. P. Egorov, “Synthesis and microbiological properties of novel bis-quaternary ammonium compounds based on 4,4′-oxydiphenol spacer”, Mendeleev Commun., 29:5 (2019), 523–525
Linking options:
  • https://www.mathnet.ru/eng/mendc1578
  • https://www.mathnet.ru/eng/mendc/v29/i5/p523
  • This publication is cited in the following 21 articles:
    1. Nikita A. Frolov, Alexander A. Tyutin, Alexandra N. Tyurina, Mary A. Seferyan, Elena V. Detusheva, Elizabeth Son, Evgeniya A. Saverina, Anatoly N. Vereshchagin, “Expanding the Variety of Pyridinium‐Based Bis‐QACs with Antimicrobial Properties: Investigation into Linker Structure‐Activity Correlation”, ChemMedChem, 2025  crossref
    2. O. A. Novoskoltseva, D. G. Sinelnikova, N. G. Loiko, Yu. A. Nikolaev, A. A. Yaroslavov, “Polycomplexes to modulate bactericidal activity of cetylpyridinium bromide”, Mendeleev Commun., 34:3 (2024), 369–371  mathnet  crossref
    3. Mary A. Seferyan, Evgeniya A. Saverina, Nikita A. Frolov, Elena V. Detusheva, Olga A. Kamanina, Vyacheslav A. Arlyapov, Irina I. Ostashevskaya, Valentine P. Ananikov, Anatoly. N. Vereshchagin, “Multicationic Quaternary Ammonium Compounds: A Framework for Combating Bacterial Resistance”, ACS Infect. Dis., 9:6 (2023), 1206  crossref
    4. Rajesh Kumar Srivastava, Neha Bothra, Rimjhim Singh, M. Chaitanya Sai, Sruthy Vineed Nedungadi, Prakash Kumar Sarangi, “Microbial originated surfactants with multiple applications: a comprehensive review”, Arch Microbiol, 204:8 (2022)  crossref
    5. K. A. Kochetkov, O. N. Gorunova, N. A. Bystrova, P. V. Dudina, M. G. Akimov, “Synthesis and physiological activity of new imidazolidin-2-one bis-heterocyclic derivatives”, Russ Chem Bull, 71:11 (2022), 2395  crossref
    6. A. N. Vereshchagin, A. P. Minaeva, ACTUAL PROBLEMS OF ORGANIC CHEMISTRY AND BIOTECHNOLOGY (OCBT2020): Proceedings of the International Scientific Conference, 2390, ACTUAL PROBLEMS OF ORGANIC CHEMISTRY AND BIOTECHNOLOGY (OCBT2020): Proceedings of the International Scientific Conference, 2022, 020086  crossref
    7. I. K. Yakushchenko, N. N. Pozdeeva, A. A. Terentiev, S. Y. Gadomsky, “Effect of the linker nature on the antibacterial activity of structural analogs of octenidine”, Russ Chem Bull, 71:3 (2022), 595  crossref
    8. Nikita Frolov, Elena Detusheva, Nadezhda Fursova, Irina Ostashevskaya, Anatoly Vereshchagin, “Microbiological Evaluation of Novel Bis-Quaternary Ammonium Compounds: Clinical Strains, Biofilms, and Resistance Study”, Pharmaceuticals, 15:5 (2022), 514  crossref
    9. N. A. Frolov, V. A. Smirnov, E. V. Detusheva, A. N. Vereshchagin, “Novel naphthalene-based bis-pyridinium compounds with pronounced antibacterial activity”, Mendeleev Commun., 32:5 (2022), 606–608  mathnet  crossref
    10. Anatoly N. Vereshchagin, Nikita A. Frolov, Valeria Yu Konyuhova, Ekaterina A. Kapelistaya, Karl A. Hansford, Mikhail P. Egorov, “Investigations into the structure–activity relationship in gemini QACs based on biphenyl and oxydiphenyl linker”, RSC Adv., 11:6 (2021), 3429  crossref
    11. A. N. Vereshchagin, N. A. Frolov, MODERN SYNTHETIC METHODOLOGIES FOR CREATING DRUGS AND FUNCTIONAL MATERIALS (MOSM2020): PROCEEDINGS OF THE IV INTERNATIONAL CONFERENCE, 2388, MODERN SYNTHETIC METHODOLOGIES FOR CREATING DRUGS AND FUNCTIONAL MATERIALS (MOSM2020): PROCEEDINGS OF THE IV INTERNATIONAL CONFERENCE, 2021, 030045  crossref
    12. A. N. Vereshchagin, N. A. Frolov, E. V. Detusheva, MODERN SYNTHETIC METHODOLOGIES FOR CREATING DRUGS AND FUNCTIONAL MATERIALS (MOSM2020): PROCEEDINGS OF THE IV INTERNATIONAL CONFERENCE, 2388, MODERN SYNTHETIC METHODOLOGIES FOR CREATING DRUGS AND FUNCTIONAL MATERIALS (MOSM2020): PROCEEDINGS OF THE IV INTERNATIONAL CONFERENCE, 2021, 020038  crossref
    13. Anatoly N. Vereshchagin, Nikita A. Frolov, Alexandra P. Minaeva, Elena V. Detusheva, Yana V. Derkach, Mikhail P. Egorov, “Synthesis and biological evaluation of novel cyanuric acid-tethered tris-pyridinium derivatives”, Mendeleev Communications, 31:3 (2021), 368  crossref
    14. Anatoly N. Vereshchagin, Nikita A. Frolov, Ksenia S. Egorova, Marina M. Seitkalieva, Valentine P. Ananikov, “Quaternary Ammonium Compounds (QACs) and Ionic Liquids (ILs) as Biocides: From Simple Antiseptics to Tunable Antimicrobials”, IJMS, 22:13 (2021), 6793  crossref
    15. Nikita A. Frolov, Ksenia A. Fedoseeva, Karl A. Hansford, Anatoly N. Vereshchagin, “Novel Phenyl‐Based Bis‐quaternary Ammonium Compounds as Broad‐Spectrum Biocides”, ChemMedChem, 16:19 (2021), 2954  crossref
    16. A. N. Vereshchagin, N. A. Frolov, E. V. Detusheva, MODERN SYNTHETIC METHODOLOGIES FOR CREATING DRUGS AND FUNCTIONAL MATERIALS (MOSM2020): PROCEEDINGS OF THE IV INTERNATIONAL CONFERENCE, 2388, MODERN SYNTHETIC METHODOLOGIES FOR CREATING DRUGS AND FUNCTIONAL MATERIALS (MOSM2020): PROCEEDINGS OF THE IV INTERNATIONAL CONFERENCE, 2021, 030046  crossref
    17. A. N. Vereshchagin, A. P. Minaeva, M. P. Egorov, “Synthesis and antibacterial activity of new tetrakisquaternary ammonium compounds based on pentaerythritol and 3-hydroxypyridine”, Russ Chem Bull, 70:3 (2021), 545  crossref
    18. A. N. Vereshchagin, K. A. Karpenko, M. P. Egorov, “Synthesis and antibacterial activity of new dimeric pyridinium chlorides based on 2,2-bis(hydroxymethyl)propane-1,3-diyl spacer”, Russ Chem Bull, 69:3 (2020), 620  crossref
    19. L. A. Sviridova, P. S. Protopopova, M. G. Akimov, M. S. Dudina, E. K. Melnikova, K. A. Kochetkov, “Synthesis of new physiologically active (2-oxoimidazolidin-5-yl)indoles”, Mendeleev Commun., 30:3 (2020), 347–349  mathnet  crossref
    20. A. N. Vereshchagin, N. A. Frolov, V. Yu. Konyuhova, E. O. Dorofeeva, K. A. Hansford, M. P. Egorov, “Synthesis and biological evaluation of novel bis-quaternary ammonium compounds with p-terphenyl spacer”, Mendeleev Commun., 30:4 (2020), 424–426  mathnet  crossref
    Citing articles in Google Scholar: Russian citations, English citations
    Related articles in Google Scholar: Russian articles, English articles
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