Antiangiogenic and antitumoral activity of LQFM126 prototype against B16F10 melanoma cells

Chem Biol Interact. 2020 Jul 1:325:109127. doi: 10.1016/j.cbi.2020.109127. Epub 2020 May 11.

Abstract

Inhibition of mouse double minute 2 homolog (MDM2)-p53 interaction and reactivation of p53 signaling have been explored as effective anticancer therapeutic strategy. The potent and specific antitumor activity shown by Nutlins, first class of MDM2-p53 inhibitors discovered, has made these compounds potential antitumor candidates. To this end, we synthesized Nutlin-1 and Nutlin-2 analogs through molecular simplification and selected the compound with the most efficient antitumoral activity. Cytotoxicity of Nutlin-2 analog LQFM126 on B16F10 melanoma cells induced intense cytoplasmic vacuolization, reduction of cell size, chromatin condensation, cytoplasmic degeneration and nuclear fragmentation. LQFM126 antiproliferative effects mediated cell cycle retention in G0/G1 phase and increased the levels of cell cycle regulatory proteins p21 and p27. This Nutlin analog increased mitochondrial membrane potential, activated caspase-8, -9 and -3/7 and reduced VEGF levels in B16F10 cells. Therefore, LQFM126 promoted alterations suggestive of apoptosis, G0/G1 cell cycle arrest and suppression of angiogenesis through modulation of VEGF expression in B16F10 cells. Additionally, LQFM126 was classified as UN GHS category 4 (LD50 > 300-2000 mg/kg), suggesting it has low acute systemic toxicity. LQFM126 can be a promising prototype for anticancer therapy.

Keywords: Antitumor drugs; Apoptosis; LQFM126; Melanoma; Molecular simplification; Nutlins.

MeSH terms

  • Angiogenesis Inhibitors / chemical synthesis
  • Angiogenesis Inhibitors / chemistry
  • Angiogenesis Inhibitors / pharmacology*
  • Angiogenesis Inhibitors / therapeutic use
  • Animals
  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Antineoplastic Agents / therapeutic use
  • Caspases / metabolism
  • Cell Cycle / drug effects
  • Cell Death / drug effects
  • Cyclin-Dependent Kinase Inhibitor p21 / metabolism
  • Gene Expression Regulation, Neoplastic / drug effects
  • Imidazoles / chemistry
  • Melanoma, Experimental / pathology*
  • Membrane Potential, Mitochondrial / drug effects
  • Mice
  • Piperazines / chemistry
  • Pyrazoles / chemical synthesis
  • Pyrazoles / chemistry
  • Pyrazoles / pharmacology*
  • Pyrazoles / therapeutic use
  • Reactive Oxygen Species / metabolism

Substances

  • Angiogenesis Inhibitors
  • Antineoplastic Agents
  • Cyclin-Dependent Kinase Inhibitor p21
  • Imidazoles
  • Piperazines
  • Pyrazoles
  • Reactive Oxygen Species
  • nutlin 1
  • Caspases