A new alkaloid from Portulaca oleracea L. and its antiacetylcholinesterase activity

Nat Prod Res. 2019 Sep;33(18):2583-2590. doi: 10.1080/14786419.2018.1460833. Epub 2018 Apr 18.

Abstract

A new alkaloid, (10E, 12E)-9-ureidooctadeca-10, 12-dienoic acid, named oleraurea (1) and 10 known compounds, p-hydroxybenzaldehyde (2), p-hydroxybenzoic acid (3), p-hydroxyacetophenone (4), benzamide (5), (E)-p-coumaramide (6), (E)-ferulamide (7), soyalkaloid A (8), β-carboline-3-carboxylic acid (9), 2, 3, 4, 9-tetrahydro-1H-pyrido [3, 4-b] indole-3-carboxylic acid (10), (1S, 3S)-1-methyl-1, 2, 3, 4-tetrahydro-β-carboline-3-carboxylic acid (11) were obtained from Portulaca oleracea L., in which, compounds 4, 5, 8-11 were isolated from the plant for the first time. The structure of the compound 1 was identified using spectroscopic methods including 1D and 2D NMR, HR-ESI-TOF-MS. The compounds 1, 5-11 presented anticholinesterase activities, but the P. oleracea extract (POE) presented very low anticholinesterase activity.

Keywords: L.; NMR; alkaloid; anticholinesterase activity.

Publication types

  • Video-Audio Media

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / pharmacology*
  • Cholinesterase Inhibitors / chemistry
  • Cholinesterase Inhibitors / pharmacology*
  • Drug Evaluation, Preclinical / methods
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Plant Extracts / chemistry
  • Portulaca / chemistry*
  • Spectrometry, Mass, Electrospray Ionization
  • Urea / analogs & derivatives*
  • Urea / chemistry
  • Urea / pharmacology*

Substances

  • Alkaloids
  • Cholinesterase Inhibitors
  • Plant Extracts
  • Urea