Anticholinesterase Compounds from Endemic Prangos uechtritzii

Chem Biodivers. 2022 Nov;19(11):e202200557. doi: 10.1002/cbdv.202200557. Epub 2022 Oct 26.

Abstract

In this study, the anticholinesterase effects of the extracts and isolated compounds from the roots of endemic Prangos uechtritzii Boiss & Hausskn (Apiaceae) are reported. A novel polyacetylenic compound; (+)-8-O-methyloplopantriol A along with two known polyacetylenes; (-)-panaxynol, (+)-falcarindiol and fifteen known coumarin derivatives; umbelliferone, 6-formylumbelliferone, suberosin, 7-demethylsuberosin, (+)-ulopterol, tamarin, psoralen, imperatorin, (+)-oxypeucedanin, (+)-oxypeucedanin hydrate, (+)-oxypeucedanin methanolate, (+)-marmesin, (-)-prantschimgin, (+)-decursinol, and (-)-adicardin were isolated from the hexane (Pu-HE), chloroform (Pu-CE), and methanol (Pu-ME) extracts of P. uechtritzii roots. (-)-Panaxynol, (+)-falcarindiol, 6-formylumbelliferone, (+)-decursinol, and (-)-adicardin were obtained from the genus Prangos for the first time. (+)-8-O-Methyloplopantriol A inhibited both AChE (IC50 =194.5±5.8 μM) and BChE (IC50 =51.9±2.96 μM) enzymes. (+)-Falcarindiol, 6-formylumbelliferone, 7-demethylsuberosin, tamarin, and imperatorin also exhibited BChE-specific inhibitory activities (IC50 =27.88-93.86 μM). (+)-Falcarindiol (IC50 =27.88±0.91 μM) and imperatorin (IC50 =30.89±1.40 μM) as the most active components could be led compounds to develop new BChE inhibitors with further research against Alzheimer's disease.

Keywords: 8-O-methyloplopantriol A; Apiaceae; Prangos uechtritzii; cholinesterase; natural products; phytochemistry.

MeSH terms

  • Apiaceae* / chemistry
  • Cholinesterase Inhibitors* / pharmacology
  • Coumarins / chemistry
  • Coumarins / pharmacology
  • Plant Extracts / pharmacology
  • Polyynes / chemistry
  • Polyynes / pharmacology

Substances

  • Cholinesterase Inhibitors
  • Coumarins
  • decursin
  • falcarindiol
  • falcarinol
  • imperatorin
  • Plant Extracts
  • Polyynes
  • 6-formylumbelliferone