Amino acid-based surfactants: New antimicrobial agents

被引:157
作者
Pinazo, A. [1 ]
Manresa, M. A. [2 ]
Marques, A. M. [2 ]
Bustelo, M. [1 ]
Espuny, M. J. [2 ]
Perez, L. [1 ]
机构
[1] CSIC, Dept Chem & Surfactant Technol, IQAC, C JordiGirona 18-26, Barcelona 08034, Spain
[2] Univ Barcelona, Fac Farm, Dept Microbiol, Ave Joan 13 S-N, E-08028 Barcelona, Spain
关键词
Amino acid-based surfactants; Antimicrobial activity; Mode of action; Aggregation; Cytotoxicity; CATIONIC AMPHIPHILIC COMPOUNDS; ARGININE-BASED SURFACTANTS; ANTIBACTERIAL ACTIVITY; BIOLOGICAL-PROPERTIES; GEMINI SURFACTANTS; STAPHYLOCOCCUS-AUREUS; ENZYMATIC-SYNTHESIS; ACTIVE PROPERTIES; L-LYSINE; LIPOPEPTIDES;
D O I
10.1016/j.cis.2015.11.007
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The rapid increase of drug resistant bacteria makes necessary the development of new antimicrobial agents. Synthetic amino acid-based surfactants constitute a promising alternative to conventional antimicrobial compounds given that they can be prepared from renewable raw materials. In this review, we discuss the structural features that promote antimicrobial activity of amino acid-based surfactants. Monocatenary, dicatenary and gemini surfactants that contain different amino acids on the polar head and show activity against bacteria are revised. The synthesis and basic physico-chemical properties have also been included. (C) 2015 Elsevier B.V. All rights reserved.
引用
收藏
页码:17 / 39
页数:23
相关论文
共 110 条
[91]   The mechanism of hemolysis by surfactants: Effect of solution composition [J].
Shalel, S ;
Streichman, S ;
Marmur, A .
JOURNAL OF COLLOID AND INTERFACE SCIENCE, 2002, 252 (01) :66-76
[92]   In situ synthesized Ag nanoparticle in self-assemblies of amino acid based amphiphilic hydrogelators: development of antibacterial soft nanocomposites [J].
Shome, Anshupriya ;
Dutta, Sounak ;
Maiti, Subhabrata ;
Das, Prasanta Kumar .
SOFT MATTER, 2011, 7 (06) :3011-3022
[93]   Spontaneous Formation of Biocompatible Vesicles in Aqueous Mixtures of Amino Acid-Based Cationic Surfactants and SDS/SDBS [J].
Shome, Anshupriya ;
Kar, Tanmoy ;
Das, Prasanta K. .
CHEMPHYSCHEM, 2011, 12 (02) :369-378
[94]   Biological Behaviors of Guanidine-Based Cationic Surfactants [J].
Song, Yongbo ;
Li, Qiuxiao ;
Li, Yunling ;
Zhi, Lifei .
JOURNAL OF SURFACTANTS AND DETERGENTS, 2014, 17 (03) :459-464
[95]   Synthesis, surface and biological properties of sodium N-acyl isoleucines [J].
Sreenu, Madhumanchi ;
Rao, Bhamidipati V. S. K. ;
Prasad, Rachapudi Badari Narayana ;
Sujitha, Pombala ;
Chityala, Ganesh Kumar .
EUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY, 2014, 116 (02) :193-206
[96]  
Straus SK, 2007, BIOCHIM BIOPHYS ACTA, V1758, P1215
[97]  
Tabohashi T, 1996, COLLOID SURFACE B, V20, P79
[98]   Synthesis and antimicrobial characterization of novel L-lysine gemini surfactants pended with reactive groups [J].
Tan, Hong ;
Xiao, Huining .
TETRAHEDRON LETTERS, 2008, 49 (11) :1759-1761
[99]   PHYSICAL-CHEMICAL STUDIES OF SHORT-CHAIN LECITHIN HOMOLOGS .4. SIMPLE MODEL FOR INFLUENCE OF SALT AND ALKYL CHAIN-LENGTH ON MICELLAR SIZE [J].
TAUSK, RJM ;
OVERBEEK, JT .
BIOPHYSICAL CHEMISTRY, 1974, 2 (02) :175-179
[100]   Cationic vesicles based on biocompatible diacyl glycerol-arginine surfactants: Physicochemical properties, antimicrobial activity, encapsulation efficiency and drug release [J].
Tavano, L. ;
Pinazo, A. ;
Abo-Riya, M. ;
Infante, M. R. ;
Manresa, M. A. ;
Muzzalupo, R. ;
Perez, L. .
COLLOIDS AND SURFACES B-BIOINTERFACES, 2014, 120 :160-167