caa a22 4500 605499144 CHVBK 20210128100549.0 cr unu---uuuuu 210128e20150301xx s 000 0 eng 10.1007/s00253-014-6331-1 doi (NATIONALLICENCE)springer-10.1007/s00253-014-6331-1 Nonquaternary poly(diallylammonium) polymers with different amine structure and their biocidal effect on Mycobacterium tuberculosis and Mycobacterium smegmatis [Elektronische Daten] [Larisa Timofeeva, Natalia Kleshcheva, Margarita Shleeva, Marina Filatova, Yulia Simonova, Yury Ermakov, Arseny Kaprelyants] Mycobacteria, especially Mycobacterium tuberculosis, are one of the most dangerous types of microorganisms to cause diseases and mortality. Due to the known distinctive structure of their cell wall, mycobacteria are resistant to majority of antibiotics and common chemical disinfectants, including quaternized low molecular weight and polymer biocides. In this work, nonquaternary protonated polydiallylamines (PDAAs) based on protonated monomers of the diallylamine (DAA) series have been synthesized, secondary s-PDAA and tertiary t-Me-PDAA and t-Et-PDAA (with Me and Et N-substituents). The antimicrobial actions of PDAAs on M. tuberculosis and Mycobacteriumsmegmatis have been studied, namely, dependences of the activity on the amine structure, length of alkyl N-substituents, M w of polymers, treatment time, and cell concentration. All PDAAs examined at different conditions have been found to exhibit strong bactericidal effect on M. smegmatis and M. tuberculosis, including "nonculturable” dormant M. tuberculosis cells. The quaternary counterpart poly(diallyldimethylammonium chloride) (PDADMAC) and current antibiotics rifampicin and ciprofloxacin have been also tested and shown to be significantly less efficient or inactive at all (at the maximum tested concentration of 500μgmL−1). s-PDAA appeared to be the most effective or exhibited similar activity to t-Me-PDAA, while t-Et-PDAA appeared to be less active, especially against M. tuberculosis. The results obtained indicate a key role of the nonquaternary ammonium groups in the mycobactericidal action of PDAAs. Examination under an optical microscope in the epifluorescence mode has evidenced damage of the inner membrane permeability of M. smegmatis cells under the impact of PDAAs after 20min. Studies on electrophoretic mobility (zeta-potential) of M. smegmatis cells and some model liposomes in the presence of PDAAs have revealed a small negative charge of mycobacteria outer surface and recharge in the presence of PDAAs. A conclusion was made that bactericidal activity of PDAAs is related to the disturbance of the integrity of the mycobacterial cell wall followed by damage of the inner membrane permeability. Springer-Verlag Berlin Heidelberg, 2015 Poly(diallylammonium) polymers nationallicence Protonated polydiallylamines nationallicence Mycobactericidal activity nationallicence Mycobacteria surface charge nationallicence Mycobacterium tuberculosis nationallicence Mycobacterium smegmatis nationallicence Timofeeva Larisa A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninsky prosp. 29, 119991, Moscow, Russia aut Kleshcheva Natalia A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninsky prosp. 29, 119991, Moscow, Russia aut Shleeva Margarita A.N. Bach Institute of Biochemistry, Russian Academy of Sciences, Leninsky prosp. 33, 119991, Moscow, Russia aut Filatova Marina A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninsky prosp. 29, 119991, Moscow, Russia aut Simonova Yulia A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninsky prosp. 29, 119991, Moscow, Russia aut Ermakov Yury A.N. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Leninsky prosp. 31, Bldg. 4, 119991, Moscow, Russia aut Kaprelyants Arseny A.N. Bach Institute of Biochemistry, Russian Academy of Sciences, Leninsky prosp. 33, 119991, Moscow, Russia aut Applied Microbiology and Biotechnology Springer Berlin Heidelberg 99/6(2015-03-01), 2557-2571 0175-7598 99:6<2557 2015 99 253 https://doi.org/10.1007/s00253-014-6331-1 text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 research-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1007/s00253-014-6331-1 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Timofeeva Larisa A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninsky prosp. 29, 119991, Moscow, Russia aut NATIONALLICENCE 700 1- Kleshcheva Natalia A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninsky prosp. 29, 119991, Moscow, Russia aut NATIONALLICENCE 700 1- Shleeva Margarita A.N. Bach Institute of Biochemistry, Russian Academy of Sciences, Leninsky prosp. 33, 119991, Moscow, Russia aut NATIONALLICENCE 700 1- Filatova Marina A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninsky prosp. 29, 119991, Moscow, Russia aut NATIONALLICENCE 700 1- Simonova Yulia A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninsky prosp. 29, 119991, Moscow, Russia aut NATIONALLICENCE 700 1- Ermakov Yury A.N. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Leninsky prosp. 31, Bldg. 4, 119991, Moscow, Russia aut NATIONALLICENCE 700 1- Kaprelyants Arseny A.N. Bach Institute of Biochemistry, Russian Academy of Sciences, Leninsky prosp. 33, 119991, Moscow, Russia aut NATIONALLICENCE 773 0- Applied Microbiology and Biotechnology Springer Berlin Heidelberg 99/6(2015-03-01), 2557-2571 0175-7598 99:6<2557 2015 99 253