N-oxide alkaloids from Crinum amabile (Amaryllidaceae)

Molecules. 2018 May 26;23(6):1277. doi: 10.3390/molecules23061277.

Abstract

Natural products play an important role in the development of new drugs. In this context, the Amaryllidaceae alkaloids have attracted considerable attention in view of their unique structural features and various biological activities. In this study, twenty-three alkaloids were identified from Crinum amabile by GC-MS and two new structures (augustine N-oxide and buphanisine N-oxide) were structurally elucidated by NMR. Anti-parasitic and cholinesterase (AChE and BuChE) inhibitory activities of six alkaloids isolated from this species, including the two new compounds, are described herein. None of the alkaloids isolated from C. amabile gave better results than the reference drugs, so it was possible to conclude that the N-oxide group does not increase their therapeutic potential.

Keywords: Crinum amabile; augustine N-oxide; biological activities; buphanisine N-oxide.

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / pharmacology
  • Amaryllidaceae Alkaloids / chemistry
  • Amaryllidaceae Alkaloids / pharmacology
  • Antiprotozoal Agents / chemistry
  • Antiprotozoal Agents / pharmacology
  • Cholinesterase Inhibitors / chemistry
  • Cholinesterase Inhibitors / pharmacology
  • Crinum / chemistry*
  • Gas Chromatography-Mass Spectrometry
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Oxides / chemistry*
  • Phytochemicals
  • Plant Extracts / chemistry

Substances

  • Alkaloids
  • Amaryllidaceae Alkaloids
  • Antiprotozoal Agents
  • Cholinesterase Inhibitors
  • Oxides
  • Phytochemicals
  • Plant Extracts