Periphery Exploration around 2,6-Diazaspiro[3.4]octane Core Identifies a Potent Nitrofuran Antitubercular Lead

Molecules. 2023 Mar 10;28(6):2529. doi: 10.3390/molecules28062529.

Abstract

A small set of twelve compounds of a nitrofuran carboxamide chemotype was elaborated from a readily available 2,6-diazaspiro[3.4]octane building block, exploring diverse variants of the molecular periphery, including various azole substituents. The in vitro inhibitory activities of the synthesized compounds were assessed against Mycobacterium tuberculosis H37Rv. As a result, a remarkably potent antitubercular lead displaying a minimal inhibitory concentration of 0.016 μg/mL was identified.

Keywords: 2,6-diazaspiro[3.4]octane; antitubercular activity; azoles; diversity-oriented synthesis; molecular periphery.

MeSH terms

  • Antitubercular Agents / pharmacology
  • Microbial Sensitivity Tests
  • Mycobacterium tuberculosis*
  • Nitrofurans* / pharmacology
  • Octanes
  • Structure-Activity Relationship

Substances

  • octane
  • Octanes
  • Antitubercular Agents
  • Nitrofurans