Antibacterial Activity of Alanine-Derived Gemini Quaternary Ammonium Compounds

被引:34
|
作者
Piecuch, Agata [1 ]
Oblak, Ewa [1 ]
Guz-Regner, Katarzyna [1 ]
机构
[1] Univ Wroclaw, Inst Genet & Microbiol, Przybyszewskiego 63-77, PL-51148 Wroclaw, Poland
关键词
Gemini quaternary ammonium compounds; Biofilm; Adhesion; Pseudomonas aeruginosa; Staphylococcus epidermidis; STAPHYLOCOCCUS-EPIDERMIDIS; SURFACTANTS; BIOFILM; LIPOSOMES;
D O I
10.1007/s11743-015-1778-3
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The antibacterial activity of alanine-derived gemini quaternary ammonium salts (chlorides and bromides) with various spacer and alkyl chain lengths was investigated. The studied compounds exhibited a strong bactericidal effect, especially bromides with 10 and 12 carbon alkyl chains and 3 carbon spacer groups (TMPAL-10 Br and TMPAL-12 Br), with a short contact time. Both salts dislodged biofilms of Pseudomonas aeruginosa and Staphylococcus epidermidis, and were lethal to adherent cells of S. epidermidis. Bromide with 2 carbon spacer groups and 12 carbon alkyl chains (TMEAL-12 Br) effectively reduced microbial adhesion by coating polystyrene and silicone surfaces. The results obtained suggest that, after further studies, gemini QAS might be considered as antimicrobial agents in medicine or industry.
引用
收藏
页码:275 / 282
页数:8
相关论文
共 50 条
  • [1] Antibacterial activity of gemini quaternary ammonium salts
    Oblak, Ewa
    Piecuch, Agata
    Guz-Regner, Katarzyna
    Dworniczek, Ewa
    [J]. FEMS MICROBIOLOGY LETTERS, 2014, 350 (02) : 190 - 198
  • [2] Enantioselective alkylation of alanine-derived imines using quaternary ammonium catalysts.
    Lygo, B
    Crosby, J
    Peterson, JA
    [J]. TETRAHEDRON LETTERS, 1999, 40 (49) : 8671 - 8674
  • [3] Natural product-derived quaternary ammonium compounds with potent antibacterial activity
    Joyce, Maureen
    Jennings, Megan
    Santiago, Celina
    Fletcher, Madison
    Wuest, William
    Minbiole, Kevin
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 251
  • [4] ANTIBACTERIAL ACTIVITY OF MIXTURES OF QUATERNARY AMMONIUM COMPOUNDS AND HEXACHLOROPHENE
    WALTER, GR
    GUMP, WS
    [J]. JOURNAL OF PHARMACEUTICAL SCIENCES, 1962, 51 (08) : 770 - &
  • [5] Synthesis and antibacterial activity of new quaternary ammonium compounds
    Saify, ZS
    Haider, SM
    Ahmed, M
    Khan, A
    [J]. JOURNAL OF THE CHEMICAL SOCIETY OF PAKISTAN, 1998, 20 (02): : 141 - 145
  • [6] Synthesis, physiochemical property and antibacterial activity of gemini quaternary ammonium salts with a rigid spacer
    Fu, S. Q.
    Guo, J. W.
    Zhong, X.
    Yang, Z.
    Lai, X. F.
    [J]. RSC ADVANCES, 2016, 6 (20): : 16507 - 16515
  • [7] Antibacterial Activity, in Vitro Cytotoxicity, and Cell Cycle Arrest of Gemini Quaternary Ammonium Surfactants
    Zhang, Shanshan
    Ding, Shiping
    Yu, Jing
    Chen, Xuerui
    Lei, Qunfang
    Fang, Wenjun
    [J]. LANGMUIR, 2015, 31 (44) : 12161 - 12169
  • [8] Antifungal activity of gemini quaternary ammonium salts
    Oblak, Ewa
    Piecuch, Agata
    Krasowska, Anna
    Luczynski, Jacek
    [J]. MICROBIOLOGICAL RESEARCH, 2013, 168 (10) : 630 - 638
  • [9] Antibacterial Activity of Reactive Quaternary Ammonium Compounds in Solution and in Nonleachable Coatings
    Gozzelino, G.
    Tobar, D. E. Romero
    Chaitiemwong, N.
    Hazeleger, W.
    Beumer, R.
    [J]. JOURNAL OF FOOD PROTECTION, 2011, 74 (12) : 2107 - 2112
  • [10] The surface adsorption, aggregate structure and antibacterial activity of Gemini quaternary ammonium surfactants with carboxylic counterions
    Zhou, Xiqin
    Hu, Siqi
    Wang, Yu
    Ullah, Sana
    Hu, Jun
    Liu, Hongqin
    Xu, Baocai
    [J]. ROYAL SOCIETY OPEN SCIENCE, 2019, 6 (08):