Nonquaternary poly(diallylammonium) polymers with different amine structure and their biocidal effect on Mycobacterium tuberculosis and Mycobacterium smegmatis

Verfasser / Beitragende:
[Larisa Timofeeva, Natalia Kleshcheva, Margarita Shleeva, Marina Filatova, Yulia Simonova, Yury Ermakov, Arseny Kaprelyants]
Ort, Verlag, Jahr:
2015
Enthalten in:
Applied Microbiology and Biotechnology, 99/6(2015-03-01), 2557-2571
Format:
Artikel (online)
ID: 605499144
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024 7 0 |a 10.1007/s00253-014-6331-1  |2 doi 
035 |a (NATIONALLICENCE)springer-10.1007/s00253-014-6331-1 
245 0 0 |a Nonquaternary poly(diallylammonium) polymers with different amine structure and their biocidal effect on Mycobacterium tuberculosis and Mycobacterium smegmatis  |h [Elektronische Daten]  |c [Larisa Timofeeva, Natalia Kleshcheva, Margarita Shleeva, Marina Filatova, Yulia Simonova, Yury Ermakov, Arseny Kaprelyants] 
520 3 |a 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. 
540 |a Springer-Verlag Berlin Heidelberg, 2015 
690 7 |a Poly(diallylammonium) polymers  |2 nationallicence 
690 7 |a Protonated polydiallylamines  |2 nationallicence 
690 7 |a Mycobactericidal activity  |2 nationallicence 
690 7 |a Mycobacteria surface charge  |2 nationallicence 
690 7 |a Mycobacterium tuberculosis  |2 nationallicence 
690 7 |a Mycobacterium smegmatis  |2 nationallicence 
700 1 |a Timofeeva  |D Larisa  |u A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninsky prosp. 29, 119991, Moscow, Russia  |4 aut 
700 1 |a Kleshcheva  |D Natalia  |u A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninsky prosp. 29, 119991, Moscow, Russia  |4 aut 
700 1 |a Shleeva  |D Margarita  |u A.N. Bach Institute of Biochemistry, Russian Academy of Sciences, Leninsky prosp. 33, 119991, Moscow, Russia  |4 aut 
700 1 |a Filatova  |D Marina  |u A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninsky prosp. 29, 119991, Moscow, Russia  |4 aut 
700 1 |a Simonova  |D Yulia  |u A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninsky prosp. 29, 119991, Moscow, Russia  |4 aut 
700 1 |a Ermakov  |D Yury  |u A.N. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Leninsky prosp. 31, Bldg. 4, 119991, Moscow, Russia  |4 aut 
700 1 |a Kaprelyants  |D Arseny  |u A.N. Bach Institute of Biochemistry, Russian Academy of Sciences, Leninsky prosp. 33, 119991, Moscow, Russia  |4 aut 
773 0 |t Applied Microbiology and Biotechnology  |d Springer Berlin Heidelberg  |g 99/6(2015-03-01), 2557-2571  |x 0175-7598  |q 99:6<2557  |1 2015  |2 99  |o 253 
856 4 0 |u https://doi.org/10.1007/s00253-014-6331-1  |q text/html  |z Onlinezugriff via DOI 
898 |a BK010053  |b XK010053  |c XK010000 
900 7 |a Metadata rights reserved  |b Springer special CC-BY-NC licence  |2 nationallicence 
908 |D 1  |a research-article  |2 jats 
949 |B NATIONALLICENCE  |F NATIONALLICENCE  |b NL-springer 
950 |B NATIONALLICENCE  |P 856  |E 40  |u https://doi.org/10.1007/s00253-014-6331-1  |q text/html  |z Onlinezugriff via DOI 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Timofeeva  |D Larisa  |u A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninsky prosp. 29, 119991, Moscow, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Kleshcheva  |D Natalia  |u A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninsky prosp. 29, 119991, Moscow, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Shleeva  |D Margarita  |u A.N. Bach Institute of Biochemistry, Russian Academy of Sciences, Leninsky prosp. 33, 119991, Moscow, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Filatova  |D Marina  |u A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninsky prosp. 29, 119991, Moscow, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Simonova  |D Yulia  |u A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninsky prosp. 29, 119991, Moscow, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Ermakov  |D Yury  |u A.N. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Leninsky prosp. 31, Bldg. 4, 119991, Moscow, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Kaprelyants  |D Arseny  |u A.N. Bach Institute of Biochemistry, Russian Academy of Sciences, Leninsky prosp. 33, 119991, Moscow, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 773  |E 0-  |t Applied Microbiology and Biotechnology  |d Springer Berlin Heidelberg  |g 99/6(2015-03-01), 2557-2571  |x 0175-7598  |q 99:6<2557  |1 2015  |2 99  |o 253