Structure elucidation and NMR assignments of two new pyrrolidinyl quinoline alkaloids from chestnut honey

Magn Reson Chem. 2009 May;47(5):456-9. doi: 10.1002/mrc.2407.

Abstract

The complete (1)H, (13)C and (15)N NMR spectral assignments of two new alkaloids isolated from chestnut honey and structurally related to kynurenic acid have been made using 1-D and 2-D NMR techniques, including COSY, HMQC and HMBC experiments. The new compounds have been identified as 3-(2'-pyrrolidinyl)-kynurenic acid and its gamma-lactam derivative.

MeSH terms

  • Aesculus / chemistry*
  • Alkaloids / analysis*
  • Chromatography, High Pressure Liquid
  • Honey / analysis*
  • Kynurenic Acid / analogs & derivatives*
  • Kynurenic Acid / analysis
  • Kynurenic Acid / chemistry
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Pyrrolidines / analysis*
  • Pyrrolidines / chemistry
  • Quinolines / analysis*
  • Spectrometry, Mass, Electrospray Ionization
  • Spectrophotometry, Ultraviolet

Substances

  • 3-(2'-pyrrolidinyl)-kynurenic acid
  • Alkaloids
  • Pyrrolidines
  • Quinolines
  • Kynurenic Acid