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.
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:
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
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
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
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)
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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