3-(Fur-2-yl)-10-(2-phenylethyl)-[1,2,4]triazino[4,3-a]benzimidazol-4(10H)-one, a novel adenosine receptor antagonist with A(2A)-mediated neuroprotective effects

ACS Chem Neurosci. 2011 Sep 21;2(9):526-35. doi: 10.1021/cn200036s. Epub 2011 Jun 10.

Abstract

In this study, compound FTBI (3-(2-furyl)-10-(2-phenylethyl)[1,2,4]triazino[4,3-a]benzimidazol-4(10H)-one) was selected from a small library of triazinobenzimidazole derivatives as a potent A(2A) adenosine receptor (AR) antagonist and tested for its neuroprotective effects against two different kinds of dopaminergic neurotoxins, 1-methyl-4-phenylpyridinium (MPP+) and methamphetamine (METH), in rat PC12 and in human neuroblastoma SH-SY5Y cell lines. FTBI, in a concentration range corresponding to its affinity for A(2A) AR subtype, significantly increased the number of viable PC12 cells after their exposure to METH and, to a similar extent, to MPP+, as demonstrated in both trypan blue exclusion assay and in cytological staining. These neuroprotective effects were also observed with a classical A(2A) AR antagonist, ZM241385, and appeared to be completely counteracted by the AR agonist, NECA, supporting A(2A) ARs are directly involved in FTBI-mediated effects. Similarly, in human SH-SY5Y cells, FTBI was able to prevent cell toxicity induced by MPP+ and METH, showing that this A(2A) AR antagonist has a neuroprotective effect independently by the specific cell model. Altogether these results demonstrate that the A(2A) AR blockade mediates cell protection against neurotoxicity induced by dopaminergic neurotoxins in dopamine containing cells, supporting the potential use of A(2A) AR antagonists in dopaminergic degenerative diseases including Parkinson's disease.

Keywords: A2A AR antagonists; PC12 cells; cell viability; human neuroblastoma cells; neuroprotection; neurotoxins.

MeSH terms

  • 1-Methyl-4-phenylpyridinium / toxicity
  • Adenosine A2 Receptor Antagonists / chemical synthesis*
  • Adenosine A2 Receptor Antagonists / metabolism
  • Adenosine A2 Receptor Antagonists / pharmacology*
  • Animals
  • Benzimidazoles / chemical synthesis*
  • Benzimidazoles / metabolism
  • Benzimidazoles / pharmacology*
  • CHO Cells
  • Cell Death / drug effects
  • Cell Survival
  • Computer Simulation
  • Cricetinae
  • Cyclic AMP / metabolism
  • Humans
  • Indicators and Reagents
  • Membranes / metabolism
  • Methamphetamine / toxicity
  • Neuroprotective Agents / chemical synthesis*
  • Neuroprotective Agents / metabolism
  • Neuroprotective Agents / pharmacology*
  • Neurotoxins / antagonists & inhibitors
  • Neurotoxins / toxicity
  • PC12 Cells
  • Rats
  • Receptor, Adenosine A1 / metabolism
  • Receptor, Adenosine A2A / drug effects*
  • Receptor, Adenosine A2A / metabolism
  • Receptors, Dopamine D2 / metabolism
  • Receptors, GABA-A / metabolism
  • Receptors, N-Methyl-D-Aspartate / metabolism
  • Triazines / chemical synthesis*
  • Triazines / metabolism
  • Triazines / pharmacology*

Substances

  • 3-(fur-2-yl)-10-(2-phenylethyl)-(1,2,4)triazino(4,3-a)benzimidazol-4(10H)-one
  • Adenosine A2 Receptor Antagonists
  • Benzimidazoles
  • Indicators and Reagents
  • Neuroprotective Agents
  • Neurotoxins
  • Receptor, Adenosine A1
  • Receptor, Adenosine A2A
  • Receptors, Dopamine D2
  • Receptors, GABA-A
  • Receptors, N-Methyl-D-Aspartate
  • Triazines
  • Methamphetamine
  • Cyclic AMP
  • 1-Methyl-4-phenylpyridinium