Synthesis of [13 C2,15 N]-1,3-2H-1-benzyl-(Z)-3-(benzylidene)indolin-2-one

J Labelled Comp Radiopharm. 2019 Dec;62(14):920-924. doi: 10.1002/jlcr.3796. Epub 2019 Nov 27.

Abstract

Parkinson disease (PD) is a neurodegenerative disorder characterized by the accumulation of α-synuclein into Lewy bodies. 3-Benzylidine-indolin-2-one represents a class of compounds, which are known to inhibit the accumulation of α-synuclein. In this paper, we report the synthesis of [13 C] and [15 N] labelled 1-benzyl-(Z)-3-(benzylidene)indolin-2-one from commercially available [13 C2 ]-chloroacetic acid and [15 N]-aniline in five steps. The product will be used to study its metabolites in human liver microsomes by liquid chromatography-tandem mass spectrometry.

Keywords: 3-(benzylidene)indolin-2-one; isotope label; synthesis; α-synuclein.

MeSH terms

  • Carbon Isotopes / chemistry*
  • Chemistry Techniques, Synthetic
  • Humans
  • Indoles / chemical synthesis*
  • Indoles / chemistry*
  • Indoles / metabolism
  • Microsomes, Liver / metabolism
  • Nitrogen Isotopes / chemistry*
  • Radiochemistry

Substances

  • Carbon Isotopes
  • Indoles
  • Nitrogen Isotopes
  • Nitrogen-15
  • indolin-2-one
  • Carbon-13