Mulberry Diels-Alder-type adducts from Morus alba as multi-targeted agents for Alzheimer's disease

Phytochemistry. 2019 Jan:157:82-91. doi: 10.1016/j.phytochem.2018.10.028. Epub 2018 Nov 1.

Abstract

Mulberry Diels-Alder-type adducts (MDAAs) are a group of structurally unique natural products biosynthetically derived from the intermolecular [4 + 2] cycloaddition of a dehydroprenylphenol and a chalcone. In the current study, ten MDAAs, including an undescribed one, inethermulberrofuran C, were isolated from the root bark of Morus alba. The anti-Alzheimer's disease (anti-AD) properties of these isolates were systematically screened for a series of potential targets (Aβ self-aggregation, tau aggregation, and ChEs) as well as the anti-neuroinflammatory and neuroprotective activities. Four compounds, mulberrofuran C, mulberrofuran K, mulberrofuran G, and isomulberrofuran G, turned out to be potent multi-targeted agents for AD. Among them, mulberrofuran K with a good blood-brain barrier (BBB) permeability (8.7 ± 0.3 × 10-6 cm/s) was selected as a promising candidate for further mechanism study in glutamate-induced HT22 cell model, which showed its neuroprotective ability on up-regulation of the glutathione (GSH) level and suppression of the reactive oxygen species (ROS) production.

Keywords: Alzheimer's disease; Moraceae; Morus alba; Mulberry Diels-Alder-type adducts; Multi-targeted agents.

MeSH terms

  • Alzheimer Disease / drug therapy*
  • Amyloid beta-Peptides / chemistry
  • Biological Products / metabolism
  • Biological Products / pharmacology*
  • Biological Products / therapeutic use
  • Blood-Brain Barrier / metabolism
  • Cell Line
  • Cholinesterase Inhibitors / metabolism
  • Cholinesterase Inhibitors / pharmacology
  • Cholinesterase Inhibitors / therapeutic use
  • Dose-Response Relationship, Drug
  • Glutathione / metabolism
  • Humans
  • Morus / chemistry*
  • Peptide Fragments / chemistry
  • Permeability
  • Protein Aggregates / drug effects
  • Reactive Oxygen Species / metabolism
  • Up-Regulation / drug effects

Substances

  • Amyloid beta-Peptides
  • Biological Products
  • Cholinesterase Inhibitors
  • Peptide Fragments
  • Protein Aggregates
  • Reactive Oxygen Species
  • amyloid beta-protein (1-42)
  • Glutathione