Chemical constituents and biological activities of the fruits of Knema pachycarpa de Wilde

Nat Prod Res. 2021 Feb;35(3):455-464. doi: 10.1080/14786419.2019.1637868. Epub 2019 Jul 8.

Abstract

The n-hexane extract of Knema pachycarpa fruits (Myristicaceae family), exhibiting strong anti-acetylcholinesterase activity, was investigated by gas chromatography/mass spectrometry and then purified by column chromatography. Guided by GC/MS profiling and bioassay, chromatographic separations led to the isolation of five new compounds: two anacardic acid derivatives 1-2, two cardanol derivatives 3-4 and a cardol derivative 5, along with mixtures of known phenolic lipids 6-9. The chemical structures were determined by various spectroscopic methods. New isolated compounds 1-5 were evaluated for their cytotoxicity and anti-acetylcholinesterase activity. Cardanol 3 and cardol 5 were the most active compounds in the acetylcholinesterase inhibitory assay with IC50 values of 2.60 ± 0.24 µM and 2.46 ± 0.23 µM, respectively. Cardanol 4 and cardol 5 showed moderate cytotoxicity against Hela and MCF-7 cancer cell lines with IC50 values ranging from 31.36 ± 0.41 µM to 41.30 ± 2.49 µM.

Keywords: Knema pachycarpa; anacardic acids; anti-acetylcholinesterase; cardanols; cardol; cytotoxicity.

MeSH terms

  • Anacardic Acids / chemistry
  • Antineoplastic Agents, Phytogenic / chemistry*
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Cholinesterase Inhibitors / chemistry*
  • Cholinesterase Inhibitors / pharmacology*
  • Drug Evaluation, Preclinical
  • Fruit / chemistry
  • Gas Chromatography-Mass Spectrometry
  • HeLa Cells
  • Humans
  • MCF-7 Cells
  • Molecular Structure
  • Myristicaceae / chemistry*
  • Phenols / chemistry
  • Phenols / pharmacology
  • Plant Extracts / chemistry
  • Resorcinols / chemistry
  • Resorcinols / pharmacology

Substances

  • Anacardic Acids
  • Antineoplastic Agents, Phytogenic
  • Cholinesterase Inhibitors
  • Phenols
  • Plant Extracts
  • Resorcinols
  • anacardic acid
  • cardanol
  • adipostatin A