Literature DB >> 30689890

Repurposing ethyl bromopyruvate as a broad-spectrum antibacterial.

Ajay Kumar1, Vishant Mahendra Boradia1, Ritesh Thakare2, Alok Kumar Singh2, Zahid Gani1, Swetarka Das2, Anil Patidar3, Arunava Dasgupta2, Sidharth Chopra2, Manoj Raje3, Chaaya Iyengar Raje1.   

Abstract

BACKGROUND: The emergence of drug-resistant bacteria is a major hurdle for effective treatment of infections caused by Mycobacterium tuberculosis and ESKAPE pathogens. In comparison with conventional drug discovery, drug repurposing offers an effective yet rapid approach to identifying novel antibiotics.
METHODS: Ethyl bromopyruvate was evaluated for its ability to inhibit M. tuberculosis and ESKAPE pathogens using growth inhibition assays. The selectivity index of ethyl bromopyruvate was determined, followed by time-kill kinetics against M. tuberculosis and Staphylococcus aureus. We first tested its ability to synergize with approved drugs and then tested its ability to decimate bacterial biofilm. Intracellular killing of M. tuberculosis was determined and in vivo potential was determined in a neutropenic murine model of S. aureus infection.
RESULTS: We identified ethyl bromopyruvate as an equipotent broad-spectrum antibacterial agent targeting drug-susceptible and -resistant M. tuberculosis and ESKAPE pathogens. Ethyl bromopyruvate exhibited concentration-dependent bactericidal activity. In M. tuberculosis, ethyl bromopyruvate inhibited GAPDH with a concomitant reduction in ATP levels and transferrin-mediated iron uptake. Apart from GAPDH, this compound inhibited pyruvate kinase, isocitrate lyase and malate synthase to varying extents. Ethyl bromopyruvate did not negatively interact with any drug and significantly reduced biofilm at a 64-fold lower concentration than vancomycin. When tested in an S. aureus neutropenic thigh infection model, ethyl bromopyruvate exhibited efficacy equal to that of vancomycin in reducing bacterial counts in thigh, and at 1/25th of the dosage.
CONCLUSIONS: Ethyl bromopyruvate exhibits all the characteristics required to be positioned as a potential broad-spectrum antibacterial agent.
© The Author(s) 2019. Published by Oxford University Press on behalf of the British Society for Antimicrobial Chemotherapy. All rights reserved. For permissions, please email: journals.permissions@oup.com.

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Year:  2019        PMID: 30689890      PMCID: PMC6419618          DOI: 10.1093/jac/dky555

Source DB:  PubMed          Journal:  J Antimicrob Chemother        ISSN: 0305-7453            Impact factor:   5.790


  22 in total

1.  Structure of isocitrate lyase, a persistence factor of Mycobacterium tuberculosis.

Authors:  V Sharma; S Sharma; K Hoener zu Bentrup; J D McKinney; D G Russell; W R Jacobs; J C Sacchettini
Journal:  Nat Struct Biol       Date:  2000-08

2.  Synergy, antagonism, and what the chequerboard puts between them.

Authors:  F C Odds
Journal:  J Antimicrob Chemother       Date:  2003-06-12       Impact factor: 5.790

3.  Esters of methanesulfonic acid as irreversible inhibitors of acetylcholinesterase.

Authors:  R KITZ; I B WILSON
Journal:  J Biol Chem       Date:  1962-10       Impact factor: 5.157

4.  Kinetic and chemical mechanism of malate synthase from Mycobacterium tuberculosis.

Authors:  Christine E Quartararo; John S Blanchard
Journal:  Biochemistry       Date:  2011-07-18       Impact factor: 3.162

Review 5.  3-Bromopyruvate: targets and outcomes.

Authors:  Maria C Shoshan
Journal:  J Bioenerg Biomembr       Date:  2012-02       Impact factor: 2.945

6.  Static biofilm cultures of Gram-positive pathogens grown in a microtiter format used for anti-biofilm drug discovery.

Authors:  Steven M Kwasny; Timothy J Opperman
Journal:  Curr Protoc Pharmacol       Date:  2010-09

7.  The staphylococcal transferrin-binding protein is a cell wall glyceraldehyde-3-phosphate dehydrogenase.

Authors:  B Modun; P Williams
Journal:  Infect Immun       Date:  1999-03       Impact factor: 3.441

8.  Glyceraldehyde-3-phosphate dehydrogenase (GAPDH) is pyruvylated during 3-bromopyruvate mediated cancer cell death.

Authors:  Shanmugasundaram Ganapathy-Kanniappan; Jean-Francois H Geschwind; Rani Kunjithapatham; Manon Buijs; Josephina A Vossen; Irina Tchernyshyov; Robert N Cole; Labiq H Syed; Pramod P Rao; Shinichi Ota; Mustafa Vali
Journal:  Anticancer Res       Date:  2009-12       Impact factor: 2.480

9.  Biochemical and structural studies of malate synthase from Mycobacterium tuberculosis.

Authors:  Clare V Smith; Chih-chin Huang; Andras Miczak; David G Russell; James C Sacchettini; Kerstin Höner zu Bentrup
Journal:  J Biol Chem       Date:  2002-10-21       Impact factor: 5.157

10.  Identification of mannich base as a novel inhibitor of Mycobacterium tuberculosis isocitrate by high-throughput screening.

Authors:  Lei Ji; Quanxin Long; Dacheng Yang; Jianping Xie
Journal:  Int J Biol Sci       Date:  2011-04-07       Impact factor: 6.580

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  2 in total

Review 1.  Non-Antibiotic Drug Repositioning as an Alternative Antimicrobial Approach.

Authors:  Alexia Barbarossa; Antonio Rosato; Filomena Corbo; Maria Lisa Clodoveo; Giuseppe Fracchiolla; Antonio Carrieri; Alessia Carocci
Journal:  Antibiotics (Basel)       Date:  2022-06-17

2.  Diclofenac Resensitizes Methicillin-Resistant Staphylococcus aureus to β-Lactams and Prevents Implant Infections.

Authors:  Shutao Zhang; Xinhua Qu; Haozheng Tang; You Wang; Hongtao Yang; Weien Yuan; Bing Yue
Journal:  Adv Sci (Weinh)       Date:  2021-05-03       Impact factor: 16.806

  2 in total

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