A Small-Molecule Screening Platform for the Discovery of Inhibitors of Undecaprenyl Diphosphate Synthase

被引:16
作者
Czarny, Tomasz L. [1 ,2 ]
Brown, Eric D. [1 ,2 ]
机构
[1] McMaster Univ, Dept Biochem & Biomed Sci, Hamilton, ON L8N 3Z5, Canada
[2] McMaster Univ, Michael G DeGroote Inst Infect Dis Res, Hamilton, ON L8N 3Z5, Canada
基金
加拿大健康研究院;
关键词
cell wall; wall teichoic acid; antagonism; UppS; antibiotic drug discovery; targocil; WALL TEICHOIC-ACID; PYROPHOSPHATE SYNTHASE; BIOSYNTHESIS; MRSA; COMBINATIONS; ANTAGONISM; MECHANISM; MAGNESIUM; COMPLEX; LEADS;
D O I
10.1021/acsinfecdis.6b00044
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The bacterial cell wall has long been a celebrated target for antibacterial drug discovery due to its critical nature in bacteria and absence in mammalian systems. At the heart of the cell wall biosynthetic pathway lies undecaprenyl phosphate (Und-P), the lipid-linked carrier upon which the bacterial cell wall is built. This study exploits recent insights into the link between late-stage wall teichoic acid inhibition and Und-P production, in Gram-positive organisms, to develop a cell-based small-molecule screening platform that enriches for inhibitors of undecaprenyl diphosphate synthase (UppS). Screening a chemical collection of 142,000 small molecules resulted in the identification of 6 new inhibitors of UppS. To date, inhibitors of UppS have generally shown off-target effects on membrane potential due to their physical-chemical characteristics. We demonstrate that MAC-0547630, one of the six inhibitors identified, exhibits selective, nanomolar inhibition against UppS without off-target effects on membrane potential. Such characteristics make it a unique chemical probe for exploring the inhibition of UppS in bacterial cell systems.
引用
收藏
页码:489 / 499
页数:11
相关论文
共 38 条
[1]   Teichoic acids are temporal and spatial regulators of peptidoglycan cross-linking in Staphylococcus aureus [J].
Atilano, Magda L. ;
Pereira, Pedro M. ;
Yates, James ;
Reed, Patricia ;
Veiga, Helena ;
Pinho, Mariana G. ;
Filipe, Sergio R. .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2010, 107 (44) :18991-18996
[2]   Quantitative high-performance liquid chromatography analysis of the pool levels of undecaprenyl phosphate and its derivatives in bacterial membranes [J].
Barreteau, Helene ;
Magnet, Sophie ;
El Ghachi, Meriem ;
Touze, Thierry ;
Arthur, Michel ;
Mengin-Lecreulx, Dominique ;
Blanot, Didier .
JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, 2009, 877 (03) :213-220
[3]   Cell wall assembly in Bacillus subtilis: how spirals and spaces challenge paradigms [J].
Bhavsar, Amit P. ;
Brown, Eric D. .
MOLECULAR MICROBIOLOGY, 2006, 60 (05) :1077-1090
[4]   New targets and screening approaches in antimicrobial drug discovery [J].
Brown, ED ;
Wright, GD .
CHEMICAL REVIEWS, 2005, 105 (02) :759-774
[5]   Antibacterial drug discovery in the resistance era [J].
Brown, Eric D. ;
Wright, Gerard D. .
NATURE, 2016, 529 (7586) :336-343
[6]   Bacterial cell wall assembly: still an attractive antibacterial target [J].
Bugg, Timothy D. H. ;
Braddick, Darren ;
Dowson, Christopher G. ;
Roper, David I. .
TRENDS IN BIOTECHNOLOGY, 2011, 29 (04) :167-173
[7]   Synthetic Lethal Compound Combinations Reveal a Fundamental Connection between Wall Teichoic Acid and Peptidoglycan Biosyntheses in Staphylococcus aureus [J].
Campbell, Jennifer ;
Singh, Atul K. ;
Maria, John P. Santa, Jr. ;
Kim, Younghoon ;
Brown, Stephanie ;
Swoboda, Jonathan G. ;
Mylonakis, Eleftherios ;
Wilkinson, Brian J. ;
Walker, Suzanne .
ACS CHEMICAL BIOLOGY, 2011, 6 (01) :106-116
[8]   Catalytic mechanism revealed by the crystal structure of undecaprenyl pyrophosphate synthase in complex with sulfate, magnesium, and triton [J].
Chang, SY ;
Ko, TP ;
Liang, PH ;
Wang, AHJ .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2003, 278 (31) :29298-29307
[9]   Combination drugs, an emerging option for antibacterial therapy [J].
Cottarel, Guillaume ;
Wierzbowski, Jamey .
TRENDS IN BIOTECHNOLOGY, 2007, 25 (12) :547-555
[10]   Discovery of Novel Cell Wall-Active Compounds Using PywaC, a Sensitive Reporter of Cell Wall Stress, in the Model Gram-Positive Bacterium Bacillus subtilis [J].
Czarny, T. L. ;
Perri, A. L. ;
French, S. ;
Brown, E. D. .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2014, 58 (06) :3261-3269