3-nitropyridine analogues as novel microtubule-targeting agents

PLoS One. 2024 Nov 7;19(11):e0307153. doi: 10.1371/journal.pone.0307153. eCollection 2024.

Abstract

Microtubule-targeting agents are an important class of anti-cancer drugs; their full potential is however not realized because of significant myelotoxicity and neurotoxicity. We here report 3-nitropyridine analogues as a novel group of microtubule-targeting agents with potent anti-cancer effects against a broad range of cancer types. We show that these 3-nitropyridines induce cell cycle arrest in the G2-M phase and inhibit tubulin polymerization by interacting with tubulin. Determination of the tubulin-4AZA2996 structure by X-ray crystallography demonstrated that this class of compounds binds to the colchicine-site of tubulin. Furthermore, the anti-cancer effect was demonstrated both in vitro and in vivo in a murine heterotopic xenograft model of colon cancer. When administered intravenously, 4AZA2891 effectively inhibited cancer growth. Whereas 3-nitropyridine compounds do not induce myelotoxicity at pharmacological doses, the neurotoxicity associated with microtubule-targeting agents is still present.

MeSH terms

  • Animals
  • Antineoplastic Agents* / chemistry
  • Antineoplastic Agents* / pharmacology
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Crystallography, X-Ray
  • Humans
  • Mice
  • Microtubules* / drug effects
  • Microtubules* / metabolism
  • Pyridines* / chemistry
  • Pyridines* / pharmacology
  • Tubulin Modulators / chemistry
  • Tubulin Modulators / pharmacology
  • Tubulin* / metabolism
  • Xenograft Model Antitumor Assays

Substances

  • Tubulin
  • Pyridines
  • Antineoplastic Agents
  • Tubulin Modulators

Grants and funding

This research was supported by grant 31003A_166608 from the Swiss National Science Foundation (https://www.snf.ch/en) to MOS. BS is senior clinical investigator of the Research Foundation Flanders (FWO, 1842919N, https://www.fwo.be/).The funders did not play any role in the study design, data collection and analysis, decision to publish, or preparation of the manuscript.