An optically active isochroman-2H-chromene conjugate potently suppresses neuronal oxidative injuries associated with the PI3K/Akt and MAPK signaling pathways

Acta Pharmacol Sin. 2021 Jan;42(1):36-44. doi: 10.1038/s41401-020-0391-9. Epub 2020 May 11.

Abstract

Increasing evidence suggests that the use of potent neuroprotective agents featured with novel pharmacological mechanism would offer a promising strategy to delay or prevent the progression of neurodegeneration. Here, we provide the first demonstration that the chiral nonracemic isochroman-2H-chromene conjugate JE-133, a novel synthetic 1,3-disubstituted isochroman derivative, possesses superior neuroprotective effect against oxidative injuries. Pretreatment with JE-133 (1-10 μM) concentration-dependently prevented H2O2-induced cell death in SH-SY5Y neuroblastoma cells and rat primary cortical neurons. Pretreatment with JE-133 significantly alleviated H2O2-induced apoptotic changes. These protective effects could not be simply attributed to the direct free radical scavenging as JE-133 had moderate activity in reducing DPPH free radical. Further study revealed that pretreatment with JE-133 (10 μM) significantly decreased the phosphorylation of MAPK pathway proteins, especially ERK and P38, in the neuronal cells. In addition, blocking PI3K/Akt pathway using LY294002 partially counteracted the cell viability-enhancing effect of JE-133. We conclude that JE-133 exerts neuroprotection associated with dual regulative mechanisms and consequently activating cell survival and inhibiting apoptotic changes, which may provide important clues for the development of effective neuroprotective drug lead/candidate.

Keywords: MAPK pathway; PI3K/Akt pathway; SH-SY5Y neuroblastoma cells; apoptosis; neurodegeneration; oxidative stress.

MeSH terms

  • Animals
  • Apoptosis / drug effects
  • Benzopyrans / chemical synthesis
  • Benzopyrans / pharmacology*
  • Cell Line, Tumor
  • Free Radical Scavengers / chemical synthesis
  • Free Radical Scavengers / pharmacology*
  • Humans
  • Hydrogen Peroxide / pharmacology
  • MAP Kinase Signaling System / drug effects*
  • Neurons / drug effects*
  • Neuroprotection / drug effects
  • Neuroprotective Agents / chemical synthesis
  • Neuroprotective Agents / pharmacology*
  • Oxidative Stress / drug effects*
  • Phosphatidylinositol 3-Kinases / metabolism
  • Proto-Oncogene Proteins c-akt / metabolism
  • Rats
  • Rats, Sprague-Dawley
  • Stereoisomerism

Substances

  • Benzopyrans
  • Free Radical Scavengers
  • Neuroprotective Agents
  • Hydrogen Peroxide
  • Proto-Oncogene Proteins c-akt