Novel Pyrimidines as Antitubercular Agents

Antimicrob Agents Chemother. 2018 Feb 23;62(3):e02063-17. doi: 10.1128/AAC.02063-17. Print 2018 Mar.

Abstract

Mycobacterium tuberculosis infection is responsible for a global pandemic. New drugs are needed that do not show cross-resistance with the existing front-line therapeutics. A triazine antitubercular hit led to the design of a related pyrimidine family. The synthesis of a focused series of these analogs facilitated exploration of their in vitro activity, in vitro cytotoxicity, and physiochemical and absorption-distribution-metabolism-excretion properties. Select pyrimidines were then evaluated for their pharmacokinetic profiles in mice. The findings suggest a rationale for the further evolution of this promising series of antitubercular small molecules, which appear to share some similarities with the clinical compound PA-824 in terms of activation, while highlighting more general guidelines for the optimization of small-molecule antitubercular agents.

Keywords: Mycobacterium tuberculosis; antitubercular; pharmacokinetics; pyrimidine.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Animals
  • Antitubercular Agents / blood
  • Antitubercular Agents / chemical synthesis*
  • Antitubercular Agents / pharmacokinetics
  • Antitubercular Agents / pharmacology
  • Disease Models, Animal
  • Drug Design*
  • Drug Stability
  • Female
  • Humans
  • Mice
  • Microbial Sensitivity Tests
  • Mycobacterium tuberculosis / drug effects*
  • Mycobacterium tuberculosis / growth & development
  • Nitroimidazoles / blood
  • Nitroimidazoles / chemistry*
  • Nitroimidazoles / pharmacokinetics
  • Nitroimidazoles / pharmacology
  • Pyrimidines / blood
  • Pyrimidines / chemical synthesis*
  • Pyrimidines / pharmacokinetics
  • Pyrimidines / pharmacology
  • Solubility
  • Structure-Activity Relationship
  • Tuberculosis / blood
  • Tuberculosis / drug therapy*
  • Tuberculosis / microbiology

Substances

  • Antitubercular Agents
  • Nitroimidazoles
  • Pyrimidines
  • pretomanid