Novel synthetic chalcone-coumarin hybrid for Aβ aggregation reduction, antioxidation, and neuroprotection

CNS Neurosci Ther. 2018 Dec;24(12):1286-1298. doi: 10.1111/cns.13058. Epub 2018 Sep 14.

Abstract

Background: Aggregation of misfolded amyloid β (Aβ) in senile plaques causes oxidative stress and neuronal death in Alzheimer's disease (AD). Compounds possessing antiaggregation and antioxidant properties are promising candidate compounds for AD treatment.

Methods: We examined the potential of synthetic derivatives of licochalcone A and coumarin for inhibiting Aβ aggregation, scavenging reactive oxygen species (ROS), and providing neuroprotection by using biochemical assays and Tet-On Aβ-GFP 293/SH-SY5Y cell models for AD.

Results: Among test compounds, LM-031, a novel chalcone-coumarin hybrid, inhibited Aβ aggregation and scavenged free oxygen radicals. LM-031 markedly reduced Aβ misfolding and ROS as well as promoted neurite outgrowth and inhibited acetylcholinesterase in Tet-On Aβ-GFP 293/SH-SY5Y cells. Mechanistic studies showed upregulation of the HSPB1 chaperone, NRF2/NQO1/GCLC pathway, and CREB/BDNF/BCL2 pathway. Decreased neurite outgrowth upon the induction of Aβ-GFP was rescued by LM-031, which was counteracted by knockdown of HSPB1, NRF2, or CREB.

Conclusion: Taken together, these findings demonstrate that LM-031 exhibited antiaggregation, antioxidant, and neuroprotective effects against Aβ toxicity by enhancing HSPB1 and the NRF2-related antioxidant pathway as well as by activating the CREB-dependent survival and antiapoptosis pathway. These results imply that LM-031 may be a new therapeutic compound for AD.

Keywords: Alzheimer’s disease; Aβ aggregation reduction; antioxidation; chalcone‐coumarin hybrid; neuroprotection; therapeutics.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylcholinesterase / metabolism
  • Amyloid beta-Peptides / genetics
  • Amyloid beta-Peptides / metabolism*
  • Antioxidants / pharmacology*
  • Cell Line, Tumor
  • Chalcone / chemistry
  • Chalcone / pharmacology*
  • Coumarins / chemistry
  • Coumarins / pharmacology*
  • Dose-Response Relationship, Drug
  • Gene Expression Regulation / drug effects
  • Gene Expression Regulation / genetics
  • Green Fluorescent Proteins / genetics
  • Green Fluorescent Proteins / metabolism
  • Humans
  • Inhibitory Concentration 50
  • Neuroblastoma / pathology
  • Neuronal Outgrowth / drug effects
  • Protein Aggregates / drug effects*
  • RNA Interference / drug effects
  • RNA, Messenger / metabolism
  • Reactive Oxygen Species / metabolism
  • Transfection

Substances

  • Amyloid beta-Peptides
  • Antioxidants
  • Coumarins
  • Protein Aggregates
  • RNA, Messenger
  • Reactive Oxygen Species
  • Green Fluorescent Proteins
  • Chalcone
  • coumarin
  • Acetylcholinesterase