Rational design, synthesis and testing of novel tricyclic topoisomerase inhibitors for the treatment of bacterial infections part 1.

Journal: RSC medicinal chemistry
Published Date:

Abstract

The alarming reduction in drug effectiveness against bacterial infections has created an urgent need for the development of new antibacterial agents that circumvent bacterial resistance mechanisms. We report here a series of DNA gyrase and topoisomerase IV inhibitors that demonstrate potent activity against a range of Gram-positive and selected Gram-negative organisms, including clinically-relevant and drug-resistant strains. In part 1, we present a detailed structure activity relationship (SAR) analysis that led to the discovery of our previously disclosed compound, REDX05931, which has a minimum inhibitory concentration (MIC) of 0.06 μg mL against fluoroquinolone-resistant . Although hERG and CYP inhibition precluded further development, it validates a rational design approach to address this urgent unmet medical need and provides a scaffold for further optimisation, which is presented in part 2.

Authors

  • R Kirk
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • A Ratcliffe
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • G Noonan
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • M Uosis-Martin
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • D Lyth
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • O Bardell-Cox
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • J Massam
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • P Schofield
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • S Hindley
    Redx Anti-Infectives Ltd, Alderley Park, Mereside Macclesfield SK10 4TG UK.
  • D R Jones
    Redx Anti-Infectives Ltd, Alderley Park, Mereside Macclesfield SK10 4TG UK.
  • J Maclean
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • A Smith
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • V Savage
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • S Mohmed
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • C Charrier
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • A-M Salisbury
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • E Moyo
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • R Metzger
    Redx Anti-Infectives Ltd, Alderley Park, Mereside Macclesfield SK10 4TG UK.
  • N Chalam-Judge
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • J Cheung
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • N R Stokes
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • S Best
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • M Craighead
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • R Armer
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.
  • A Huxley
    Redx Anti-Infectives Ltd Alderley Park Macclesfield SK10 4TG Cheshire UK.

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