OPC-67683, a nitro-dihydro-imidazooxazole derivative with promising action against tuberculosis in vitro and in mice

PLoS Med. 2006 Nov;3(11):e466. doi: 10.1371/journal.pmed.0030466.

Abstract

Background: Tuberculosis (TB) is still a leading cause of death worldwide. Almost a third of the world's population is infected with TB bacilli, and each year approximately 8 million people develop active TB and 2 million die as a result. Today's TB treatment, which dates back to the 1970s, is long and burdensome, requiring at least 6 mo of multidrug chemotherapy. The situation is further compounded by the emergence of multidrug-resistant TB (MDR-TB) and by the infection's lethal synergy with HIV/AIDS. Global health and philanthropic organizations are now pleading for new drug interventions that can address these unmet needs in TB treatment.

Methods and findings: Here we report OPC-67683, a nitro-dihydro-imidazooxazole derivative that was screened to help combat the unmet needs in TB treatment. The compound is a mycolic acid biosynthesis inhibitor found to be free of mutagenicity and to possess highly potent activity against TB, including MDR-TB, as shown by its exceptionally low minimum inhibitory concentration (MIC) range of 0.006-0.024 microg/ml in vitro and highly effective therapeutic activity at low doses in vivo. Additionally, the results of the post-antibiotic effect of OPC-67683 on intracellular Mycobacterium tuberculosis showed the agent to be highly and dose-dependently active also against intracellular M. tuberculosis H37Rv after a 4-h pulsed exposure, and this activity at a concentration of 0.1 microg/ml was similar to that of the first-line drug rifampicin (RFP) at a concentration of 3 microg/ml. The combination of OPC-67683 with RFP and pyrazinamide (PZA) exhibited a remarkably quicker eradication (by at least 2 mo) of viable TB bacilli in the lung in comparison with the standard regimen consisting of RFP, isoniazid (INH), ethambutol (EB), and PZA. Furthermore, OPC-67683 was not affected by nor did it affect the activity of liver microsome enzymes, suggesting the possibility for OPC-67683 to be used in combination with drugs, including anti-retrovirals, that induce or are metabolized by cytochrome P450 enzymes.

Conclusions: We concluded that based on these properties OPC-67683 has the potential to be used as a TB drug to help combat the unmet needs in TB treatment.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antitubercular Agents / pharmacology*
  • Antitubercular Agents / therapeutic use
  • Blood / microbiology
  • Cell Line
  • Humans
  • In Vitro Techniques
  • Intracellular Membranes / microbiology
  • Macrophages / microbiology
  • Mammals
  • Mice
  • Microbial Sensitivity Tests
  • Microsomes, Liver / microbiology
  • Mycobacterium / drug effects
  • Mycobacterium / metabolism
  • Mycobacterium bovis / drug effects
  • Mycobacterium bovis / metabolism
  • Mycolic Acids / antagonists & inhibitors
  • Nitroimidazoles / pharmacology*
  • Nitroimidazoles / therapeutic use
  • Oxazoles / pharmacology*
  • Oxazoles / therapeutic use
  • Treatment Outcome
  • Tuberculosis / blood
  • Tuberculosis / drug therapy
  • Tuberculosis / prevention & control*

Substances

  • Antitubercular Agents
  • Mycolic Acids
  • Nitroimidazoles
  • OPC-67683
  • Oxazoles