Neolignans from Aristolochia fordiana Prevent Oxidative Stress-Induced Neuronal Death through Maintaining the Nrf2/HO-1 Pathway in HT22 Cells

J Nat Prod. 2015 Aug 28;78(8):1894-903. doi: 10.1021/acs.jnatprod.5b00220. Epub 2015 Jul 30.

Abstract

Bioassay-guided fractionation of the ethanolic extract of the stems of Aristolochia fordiana led to the isolation of six new dihydrobenzofuran neolignans (1-3 and 7-9), three new 2-aryldihydrobenzofurans (4-6), a new 8-O-4' neolignan (10), and 14 known analogues (11-24). The structures of compounds 1-10 were established by spectroscopic methods, and their absolute configurations were determined by analyses of the specific rotation and electronic circular dichroism data. The neuroprotective effects of compounds 1-24 against glutamate-induced cell death were tested in hippocampal neuronal cell line HT22. Compounds 17 and 20-24 exhibited moderate neuroprotective activity by increasing the endogenous antioxidant defense system. In addition, the neolignans activated the Nrf2 (nuclear factor E2-related factor 2) pathway, resulting in the increase of the expression of endogenous antioxidant protein HO-1 (heme oxygenase-1). The active compounds also preserved the levels of antiapoptotic protein Bcl-2 (B cell lymphoma/leukemia-2), which was decreased by glutamate. Collectively, these results suggested that the active neolignans protect neurons against glutamate-induced cell death through maintaining the Nrf2/HO-1 signaling pathway as well as preserving the Bcl-2 protein and might be promising novel beneficial agents for oxidative stress-associated diseases.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / pharmacology
  • Apoptosis / drug effects
  • Aristolochia / chemistry*
  • Benzofurans / chemistry
  • Benzofurans / isolation & purification*
  • Benzofurans / pharmacology*
  • Blotting, Western
  • Cell Death / drug effects
  • Cell Survival / drug effects
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology*
  • Glutamic Acid / pharmacology
  • Heme Oxygenase-1 / metabolism*
  • Hippocampus / cytology
  • L-Lactate Dehydrogenase / analysis
  • Lignans / chemistry
  • Lignans / isolation & purification*
  • Lignans / pharmacology*
  • Molecular Structure
  • NF-E2-Related Factor 2 / metabolism*
  • Neurons / drug effects*
  • Neuroprotective Agents / chemistry
  • Neuroprotective Agents / isolation & purification*
  • Neuroprotective Agents / pharmacology*
  • Nuclear Magnetic Resonance, Biomolecular
  • Oxidative Stress / drug effects*
  • Plant Stems / chemistry
  • Proto-Oncogene Proteins c-bcl-2 / drug effects
  • Reactive Oxygen Species / analysis
  • Reactive Oxygen Species / metabolism
  • Signal Transduction / drug effects

Substances

  • Antioxidants
  • Benzofurans
  • Drugs, Chinese Herbal
  • Lignans
  • NF-E2-Related Factor 2
  • Neuroprotective Agents
  • Proto-Oncogene Proteins c-bcl-2
  • Reactive Oxygen Species
  • Glutamic Acid
  • L-Lactate Dehydrogenase
  • Heme Oxygenase-1