Analysis of acetylcholinesterase inhibitors by extraction in choline saccharinate aqueous biphasic systems

J Chromatogr A. 2018 Jul 20:1559:62-68. doi: 10.1016/j.chroma.2018.01.007. Epub 2018 Jan 3.

Abstract

Ionic liquid-based aqueous biphasic systems (IL-ABS) formed by ILs composed of ions of low toxicity, choline ([Chol]+) coupled with saccharinate ([Sac]-) and acesulfamate ([Ace]-), and inorganic salts with distinct water-structuring properties were employed for simultaneous extraction and concentration of acetylcholinesterase (AChE) inhibitors - galantamine (gal), N-desmethyl galantamine (des) and ungiminorine (ung). Comprehensive experiments aimed to assess the influence of salt and IL type and concentration, as well as the pH and temperature on the phase-forming ability and distribution of the target alkaloids between the two phases formed reveled that the IL anion and pH are the most important factors. At the optimal conditions found a quantitative recovery into the IL-rich phase of gal, des and ung was achieved in a single extractive step. These results were further used as a platform for the development of a simple and safer sample pretreatment method for analysis of the three analytes, followed by RP-HPLC/UV detection. The method showed satisfactory analytical performance, the latter allowing quantitative determination of these AChE inhibitors in pharmaceutical dosage form and in human urine.

Keywords: Acetylcholinesterase inhibitors; Aqueous biphasic systems; Ionic liquids; Liquid-liquid extraction; Sample preparation; Separation.

MeSH terms

  • Alkaloids / analysis
  • Alkaloids / isolation & purification
  • Alkaloids / urine
  • Anions / chemistry
  • Choline / chemistry*
  • Cholinesterase Inhibitors / analysis
  • Cholinesterase Inhibitors / isolation & purification*
  • Cholinesterase Inhibitors / urine
  • Chromatography, High Pressure Liquid
  • Chromatography, Reverse-Phase
  • Drug Compounding
  • Galantamine / analysis
  • Galantamine / isolation & purification
  • Galantamine / urine
  • Humans
  • Hydrogen-Ion Concentration
  • Ionic Liquids / chemistry
  • Liquid-Liquid Extraction / methods*
  • Pharmaceutical Preparations / chemistry
  • Temperature
  • Water / chemistry*

Substances

  • Alkaloids
  • Anions
  • Cholinesterase Inhibitors
  • Ionic Liquids
  • Pharmaceutical Preparations
  • Water
  • Galantamine
  • Choline