Westalsan: A New Acetylcholine Esterase Inhibitor from the Endophytic Fungus Westerdykella nigra

Chem Biodivers. 2021 Apr;18(4):e2000957. doi: 10.1002/cbdv.202000957. Epub 2021 Mar 3.

Abstract

A new cytochalasan alkaloid, westalsan (1), along with two known cytochalasan compounds, phomacin B (2) and 19-hydroxy-19,20-dihydrophomacin C (3), were isolated from the solid rice culture of Westerdykella nigra, a marine-derived endophytic fungus, isolated from the roots of mangrove Avicennia marina (Forssk.) Vierh. The structures of compounds 1-3 were established on the basis of extensive 1D and 2D NMR spectroscopic techniques in combination with HR-ESI-MS. The ability of the isolated compounds to inhibit acetylcholine esterase activity was evaluated. Compound 3 showed the highest acetylcholine esterase inhibitory activity (IC50 0.056±0.003 μM), followed by compound 1 (IC50 0.088±0.005 μM) and compound 2 (IC50 0.140±0.007 μM) compared to donepezil (IC50 0.035±0.002 μM). This was further confirmed by molecular docking experiment.

Keywords: Westerdykella nigra; acetylcholine esterase; cytochalasan; molecular docking.

MeSH terms

  • Ascomycota / chemistry*
  • Cholinesterase Inhibitors / chemistry
  • Cholinesterase Inhibitors / isolation & purification
  • Cholinesterase Inhibitors / pharmacology*
  • Esterases / antagonists & inhibitors*
  • Esterases / metabolism
  • Molecular Conformation
  • Molecular Docking Simulation

Substances

  • Cholinesterase Inhibitors
  • Esterases

Supplementary concepts

  • Westerdykella nigra