Two New Picoline-Derived Meroterpenoids with Anti-Acetylcholinesterase Activity from Ascidian-Derived Fungus Amphichorda felina

Molecules. 2022 Aug 10;27(16):5076. doi: 10.3390/molecules27165076.

Abstract

Amphichoterpenoids D (1) and E (2), two new picoline-derived meroterpenoids with a rare 6/6/6 tricyclic pyrano[3,2-c]pyridinyl-γ-pyranone scaffold, were isolated from the ascidian-derived fungus Amphichorda felina SYSU-MS7908. Their structures, including the absolute configurations, were established by extensive spectroscopic methods (1D and 2D NMR and high-resolution mass spectrometry) and ECD calculations. Compounds 1 and 2 showed anti-acetylcholinesterase (anti-AChE) activities with IC50 values of 12.5 μM and 11.6 μM, respectively. The binding interactions between 1, 2, and AChE were investigated using molecular docking analyses.

Keywords: Amphichorda felina; anti-acetylcholinesterase activity; fungal meroterpenoid; picoline.

MeSH terms

  • Animals
  • Beauveria*
  • Magnetic Resonance Spectroscopy
  • Molecular Docking Simulation
  • Molecular Structure
  • Picolines
  • Terpenes / chemistry
  • Urochordata*

Substances

  • Picolines
  • Terpenes

Supplementary concepts

  • Beauveria felina