Synthesis and Antimicrobial Activity of Quaternary Ammonium Silane Coupling Agents

被引：12
|
作者：
Yoshino, Norio [1 ,2 ]
Sugaya, Shigenori [1 ]
Nakamura, Toshimitsu [1 ]
Yamaguchi, Yoh-hei [1 ]
Kondo, Yukishige [1 ,2 ]
Kawada, Kazuo [3 ]
Teranaka, Toshio [4 ]
机构：
[1] Tokyo Univ Sci, Fac Engn, Shinjuku Ku, Tokyo 1620826, Japan
[2] Tokyo Univ Sci, Inst Colloid & Interface Sci, Shinjuku Ku, Tokyo 1628601, Japan
[3] Kitasato Univ, Fac Sci, Minami Ku, Kanagawa 2520373, Japan
[4] Kanagawa Dent Coll, Dept Oral Med, Div Restorat Dent, Kanagawa 2388580, Japan
来源：
JOURNAL OF OLEO SCIENCE | 2011年 / 60卷 / 08期
关键词：
silane coupling agents; antimicrobial activity; surface modification; quaternary ammonium salts; minimum inhibitory concentrations; POLYMERIC PHOSPHONIUM SALTS; SURFACE MODIFICATION; FLUOROCARBON CHAIN; ANTIBACTERIAL ACTIVITY; CATIONIC BIOCIDES; COMPOSITES; GLASS;
D O I：
10.5650/jos.60.429
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
Fourteen novel silane coupling agents with a quaternary ammonium group introduced into the molecule, [CH2=CHCH2N+(CH3)(CnH2n+1)(CH2)(3)Si(OCH3)(3)]X- (n-X, n=10-18, X=Cl, Br, or I), were synthesized with the aim of using these agents to make material surfaces antimicrobial for a long period of time. Measurements of the minimum inhibitory concentrations (MIC) against 12 kinds of fungi and bacteria revealed that the coupling agent with a C-10 alkyl chain and Cl- or Br- counter-ion (10-Cl or 10-Br) has the highest antimicrobial activity among the n-X agents synthesized, but 14-Cl and 14-Br showed the highest activity on a modified porcelain plate.
引用
收藏
页码：429 / 438
页数：10
相关论文
共 50 条
  • [31] Quaternary ammonium biocides as antimicrobial agents protecting historical wood and brick
    Rajkowska, Katarzyna
    Kozirog, Anna
    Otlewska, Anna
    Piotrowska, Malgorzata
    Nowicka-Krawczyk, Paulina
    Brycki, Bogumil
    Kunicka-Styczynska, Alina
    Gutarowska, Beata
    ACTA BIOCHIMICA POLONICA, 2016, 63 (01) : 153 - 159
  • [32] Sustainable triazine-derived quaternary ammonium salts as antimicrobial agents
    Morandini, Andrea
    Spadati, Emanuele
    Leonetti, Benedetta
    Sole, Roberto
    Gatto, Vanessa
    Rizzolio, Flavio
    Beghetto, Valentina
    RSC ADVANCES, 2021, 11 (45) : 28092 - 28096
  • [33] Quaternary ammonium N,N-dichloroamines as topical, antimicrobial agents
    Francavilla, Charles
    Low, Eddy
    Nair, Satheesh
    Kim, Bum
    Shiau, Timothy P.
    Debabov, Dmitri
    Celeri, Chris
    Alvarez, Nichole
    Houchin, Ashley
    Xu, Ping
    Najafi, Ron
    Jain, Rakesh
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (10) : 2731 - 2734
  • [34] Antimicrobial activity of quaternary ammonium salts: structure-activity relationship
    Mallikarjuna N. Nadagouda
    Pooja Vijayasarathy
    Aebin Sin
    Heeyeon Nam
    Sanaullah Khan
    Javad B. M. Parambath
    Ahmed A. Mohamed
    Changseok Han
    Medicinal Chemistry Research, 2022, 31 : 1663 - 1678
  • [35] Antimicrobial activity of quaternary ammonium salts: structure-activity relationship
    Nadagouda, Mallikarjuna N.
    Vijayasarathy, Pooja
    Sin, Aebin
    Nam, Heeyeon
    Khan, Sanaullah
    Parambath, Javad B. M.
    Mohamed, Ahmed A.
    Han, Changseok
    MEDICINAL CHEMISTRY RESEARCH, 2022, 31 (10) : 1663 - 1678
  • [36] Antimicrobial activity and cytotoxicity of novel quaternary ammonium and phosphonium salts
    Nunes, Barbara
    Cagide, Fernando
    Borges, Fernanda
    Simoes, Manuel
    JOURNAL OF MOLECULAR LIQUIDS, 2024, 401
  • [37] Quaternary ammonium poly(diethylaminoethyl methacrylate) possessing antimicrobial activity
    Farah, Shady
    Aviv, Oren
    Laout, Natalia
    Ratner, Stanislav
    Beyth, Nurit
    Domb, Abraham J.
    COLLOIDS AND SURFACES B-BIOINTERFACES, 2015, 128 : 608 - 613
  • [38] Stereoisomeric effect on antimicrobial activity of a series of quaternary ammonium salts
    Gregan, F
    Oremusova, J
    Remko, M
    Gregan, J
    Mlynarcik, D
    FARMACO, 1998, 53 (01): : 41 - 48
  • [39] Synthesis, characterization and antimicrobial activity of nano-fumed silica derivative with quaternary ammonium salts
    Xu, X
    Yang, QH
    Lei, WX
    Li, ZJ
    He, ZZ
    Lin, F
    Zhang, TY
    SPECTROSCOPY AND SPECTRAL ANALYSIS, 2006, 26 (03) : 444 - 447
  • [40] Synthesis and antimicrobial activity of a series of optically active quaternary ammonium salts derived from phenylalanine
    Lukac, Milos
    Lacko, Ivan
    Bukovsky, Marian
    Kyselova, Zuzana
    Karlovska, Janka
    Horvath, Branislav
    Devinsky, Ferdinand
    CENTRAL EUROPEAN JOURNAL OF CHEMISTRY, 2010, 8 (01): : 194 - 201
12345