A Water-Soluble Galactose-Decorated Cationic Photodynamic Therapy Agent Based on BODIPY to Selectively Eliminate Biofilm

被引:42
作者
Dai, Xiaomei [1 ]
Chen, Xuelei [1 ]
Zhao, Yu [1 ]
Yu, Yunjian [1 ]
Wei, Xiaosong [1 ]
Zhang, Xinge [1 ]
Li, Chaoxing [1 ]
机构
[1] Nankai Univ, Inst Polymer Chem, Coll Chem, Key Lab Funct Polymer Mat,Minist Educ, Tianjin 300071, Peoples R China
基金
中国国家自然科学基金;
关键词
D-AMINO ACIDS; ANTIMICROBIAL AGENTS; NANOPARTICLES; INACTIVATION; BACTERIA; DELIVERY; POTENT; GLYCOPOLYMERS; POLYMERS; TRIGGER;
D O I
10.1021/acs.biomac.7b01316
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A multitude of serious chronic infections are involved in bacterial biofilms that are difficult to eradicate. Here, a water-soluble galactose-functionalized cationic 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY)-based photodynamic therapy agent was synthesized for selectively eliminating the bacterial biofilm. These conjugates can capture bacteria to form aggregations through electrostatic interaction and then generate a large number of reactive oxygen species (ROS) under visible light irradiation to kill the bacteria without the emergence of bacterial resistance. Simultaneously, this agent could effectively inhibit and eradicate both Gram-positive and Gram-negative bacterial biofilms. The in-depth analysis of the antimicrobial mechanism confirmed that the conjugates can quickly bind on the bacterial surface, irreversibly disrupt the bacterial membrane, and distinctly inhibit intracellular enzyme activity, ultimately leading to the bacterial death. Importantly, these conjugates are highly selective toward bacterial cells over mammalian cells as well as no cytotoxicity to A549 cells and no discernible hemolytic activity. Collectively, this water-soluble galactose-decorated cationic BODIPY-based photodynamic therapy agent design provides promising insights for the development of therapy for antibiotic-resistant bacteria.
引用
收藏
页码:141 / 149
页数:9
相关论文
共 44 条
  • [11] Selective Imaging and Inactivation of Bacteria over Mammalian Cells by Imidazolium-Substituted Polythiophene
    Huang, Yun
    Pappas, Harry C.
    Zhang, Liqin
    Wang, Shanshan
    Ca, Ren
    Tan, Weihong
    Wang, Shu
    Whitten, David G.
    Schanze, Kirk S.
    [J]. CHEMISTRY OF MATERIALS, 2017, 29 (15) : 6389 - 6395
  • [12] Development and optimization of a competitive binding assay for the galactophilic low affinity lectin LecA from Pseudomonas aeruginosa
    Joachim, Ines
    Rikker, Sebastian
    Hauck, Dirk
    Ponader, Daniela
    Boden, Sophia
    Sommer, Roman
    Hartmann, Laura
    Titz, Alexander
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (33) : 7933 - 7948
  • [13] Cationic Pillararenes Potently Inhibit Biofilm Formation without Affecting Bacterial Growth and Viability
    Joseph, Roymon
    Naugolny, Alissa
    Feldman, Mark
    Herzog, Ido M.
    Fridman, Micha
    Cohen, Yoram
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (03) : 754 - 757
  • [14] Double-Targeting Using a TrkC Ligand Conjugated to Dipyrrometheneboron Difluoride (BODIPY) Based Photodynamic Therapy (PDT) Agent
    Kamkaew, Anyanee
    Burgess, Kevin
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2013, 56 (19) : 7608 - 7614
  • [15] Thiazoles: having diverse biological activities
    Kashyap, Shiv Jee
    Garg, Vipin Kumar
    Sharma, Pramod Kumar
    Kumar, Nitin
    Dudhe, Rupesh
    Gupta, Jitendra Kumar
    [J]. MEDICINAL CHEMISTRY RESEARCH, 2012, 21 (08) : 2123 - 2132
  • [16] Kochevar IE, 2000, METHOD ENZYMOL, V319, P20
  • [17] RETRACTED: A Self-Produced Trigger for Biofilm Disassembly that Targets Exopolysaccharide (Retracted article. See vol. 161, pg. 946, 2015)
    Kolodkin-Gal, Ilana
    Cao, Shugeng
    Chai, Liraz
    Boettcher, Thomas
    Kolter, Roberto
    Clardy, Jon
    Losick, Richard
    [J]. CELL, 2012, 149 (03) : 684 - 692
  • [18] D-Amino Acids Trigger Biofilm Disassembly
    Kolodkin-Gal, Ilana
    Romero, Diego
    Cao, Shugeng
    Clardy, Jon
    Kolter, Roberto
    Losick, Richard
    [J]. SCIENCE, 2010, 328 (5978) : 627 - 629
  • [19] Structure-Activity Relationship of Amino Acid Tunable Lipidated Norspermidine Conjugates: Disrupting Biofilms with Potent Activity against Bacterial Persisters
    Konai, Mohini M.
    Adhikary, Utsarga
    Samaddar, Sandip
    Ghosh, Chandradhish
    Haldar, Jayanta
    [J]. BIOCONJUGATE CHEMISTRY, 2015, 26 (12) : 2442 - 2453
  • [20] Surface-Adaptive, Antimicrobially Loaded, Micellar Nanocarriers with Enhanced Penetration and Killing Efficiency in Staphylococcal Biofilms
    Liu, Yong
    Busscher, Henk J.
    Zhao, Bingran
    Li, Yuanfeng
    Zhang, Zhenkun
    van der Mei, Henny C.
    Ren, Yijin
    Shi, Linqi
    [J]. ACS NANO, 2016, 10 (04) : 4779 - 4789