Acetylcholinesterase Inhibitory Meroterpenoid from a Mangrove Endophytic Fungus Aspergillus sp. 16-5c

Molecules. 2017 May 3;22(5):727. doi: 10.3390/molecules22050727.

Abstract

One new meroterpenoid, named 2-hydroacetoxydehydroaustin (1), together with nine known meroterpenoids, 11-acetoxyisoaustinone (2), isoaustinol (3), austin (4), austinol (5), acetoxydehydroaustin (6), dehydroaustin (7), dehydroaustinol (8), preaustinoid A2 (9), and 1,2-dihydro-acetoxydehydroaustin B (10), were isolated from the mangrove endophytic fungus, Aspergillus sp. 16-5c. These structures were characterized by spectroscopic analysis, further the absolute configurations of stereogenic carbons for Compounds 1, 3, 4, 6, 7, 8, 9, and 10 were determined by single crystal X-ray diffraction analysis using Cu Kα radiation. Moreover, the absolute configurations of stereogenic carbons for Known Compounds 3, 7, 8, and 9 are identified here for the first time. Compounds 3, 7, and 8 showed acetylcholinesterase (AchE) inhibitory activity with IC50 values of 2.50, 0.40, and 3.00 μM, respectively.

Keywords: Aspergillus sp.; acetylcholinesterase (AchE) inhibitory; meroterpenoids.

MeSH terms

  • Acetylcholinesterase / chemistry
  • Aspergillus / chemistry*
  • Cell Line, Tumor
  • Cholinesterase Inhibitors / chemistry*
  • Cholinesterase Inhibitors / isolation & purification
  • Cholinesterase Inhibitors / pharmacology
  • Crystallography, X-Ray
  • Endophytes / chemistry*
  • Humans
  • Lythraceae / microbiology*
  • Molecular Structure
  • Terpenes / chemistry*
  • Terpenes / isolation & purification
  • Terpenes / pharmacology

Substances

  • 2-hydroacetoxydehydroaustin
  • Cholinesterase Inhibitors
  • Terpenes
  • Acetylcholinesterase