Antimicrobial and antibiofilm activities of 1-alkylquinolinium bromide ionic liquids

被引:135
作者
Busetti, Alessandro [1 ]
Crawford, Deborah E. [1 ]
Earle, Martyn J. [2 ]
Gilea, Manuela A. [2 ]
Gilmore, Brendan F. [1 ]
Gorman, Sean P. [1 ]
Laverty, Garry [1 ]
Lowry, Andrew F. [1 ]
McLaughlin, Martin [1 ]
Seddon, Kenneth R. [2 ]
机构
[1] Queens Univ Belfast, Ctr Med Biol, Sch Pharm, Belfast BT9 7BL, Antrim, North Ireland
[2] Queens Univ Belfast, Sch Chem, QUILL Res Ctr, Belfast BT9 5AG, Antrim, North Ireland
基金
英国工程与自然科学研究理事会;
关键词
FATTY-ACIDS; IMIDAZOLIUM; TOXICITY; ANTIBACTERIAL; INFECTIONS; BIOFILMS; SOLVENTS; BACTERIA;
D O I
10.1039/b919872e
中图分类号
O6 [化学];
学科分类号
070301 [无机化学];
摘要
Quinoline derivatives are known to possess a range of bioactive and medicinal activities, which have been exploited in the design of antibacterial, antifungal and antimalarial compounds. In this study, we report on the microbiological toxicity of a series of 1-alkylquinolinium bromides against a range of clinically relevant microorganisms, in both planktonic and sessile (biofilm) cultures. A comparison of antimicrobial activity against planktonic bacteria and established biofilms is presented. In general, 1-alkylquinolinium ionic liquids possess excellent, broad spectrum antimicrobial activity against microorganisms grown in both the planktonic and sessile, or biofilm, mode of growth. Importantly, these compounds are potent against Gram positive and Gram negative bacteria, as well as fungi, with a clear dependency on length of the alkyl substituent for activity, with compounds containing twelve and fourteen carbons in the alkyl group exhibiting highest antimicrobial and antibiofilm activity.
引用
收藏
页码:420 / 425
页数:6
相关论文
共 43 条
[1]
Azad Muhammad., 2007, J. of Applied sciences. Vol, V7, P2485
[2]
The Heck reaction in ionic liquids: A multiphasic catalyst system [J].
Carmichael, AJ ;
Earle, MJ ;
Holbrey, JD ;
McCormac, PB ;
Seddon, KR .
ORGANIC LETTERS, 1999, 1 (07) :997-1000
[3]
Antibiofilm activities of 1-alkyl-3-methylimidazolium chloride ionic liquids [J].
Carson, Louise ;
Chau, Peter K. W. ;
Earle, Martyn J. ;
Gilea, Manuela A. ;
Gilmore, Brendan F. ;
Gorman, Sean P. ;
McCann, Maureen T. ;
Seddon, Kenneth R. .
GREEN CHEMISTRY, 2009, 11 (04) :492-497
[4]
The Calgary Biofilm Device: New technology for rapid determination of antibiotic susceptibilities of bacterial biofilms [J].
Ceri, H ;
Olson, ME ;
Stremick, C ;
Read, RR ;
Morck, D ;
Buret, A .
JOURNAL OF CLINICAL MICROBIOLOGY, 1999, 37 (06) :1771-1776
[5]
Comparative antibacterial activity of polymeric 3-alkylpyridinium salts isolated from the Mediterranean sponge Reniera sarai and their synthetic analogues [J].
Chelossi, Elisabetta ;
Mancini, Ines ;
Sepcic, Kristina ;
Turk, Tom ;
Faimali, Marco .
BIOMOLECULAR ENGINEERING, 2006, 23 (06) :317-323
[6]
Influence of anions on the toxic effects of ionic liquids to a phytoplankton Selenastrum capricornutum [J].
Cho, Chul-Woong ;
Pham, Thi Phuong Thuy ;
Jeon, You-Chul ;
Yun, Yeoung-Sang .
GREEN CHEMISTRY, 2008, 10 (01) :67-72
[7]
Synthesis, anti-microbial activities and anti-electrostatic properties of phosphonium-based ionic liquids [J].
Cieniecka-Roslonkiewicz, A ;
Pernak, J ;
Feder-Kubis, J ;
Ramani, A ;
Robertson, AJ ;
Seddon, KR .
GREEN CHEMISTRY, 2005, 7 (12) :855-862
[8]
Costerton W.J., 2004, Biofilms, V1, P1, DOI [DOI 10.1017/S1479050504001164, 10.1017/S1479050504001164]
[9]
Synthesis and antimicrobial properties of imidazolium and pyrrolidinonium salts [J].
Demberelnyamba, D ;
Kim, KS ;
Choi, SJ ;
Park, SY ;
Lee, H ;
Kim, CJ ;
Yoo, ID .
BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (05) :853-857
[10]
Toxicity and antimicrobial activity of imidazolium and pyridinium ionic liquids [J].
Docherty, KM ;
Kulpa, CF .
GREEN CHEMISTRY, 2005, 7 (04) :185-189