Structural analysis of unstable norbixin isomers guided by pure shift nuclear magnetic resonance

Magn Reson Chem. 2022 May;60(5):504-514. doi: 10.1002/mrc.5252. Epub 2022 Feb 7.

Abstract

We report the analysis of complex samples obtained during the microwave irradiation/heating of norbixin, which has been identified as a potential therapeutic target for age-related macular degeneration (AMD). In this context, identifying the different isomers that are obtained during its degradation is of primary importance. However, this characterization is challenging because, on the one hand, some of these isomers are unstable, and on the other hand, the 1 H spectra of these isomeric mixtures are poorly resolved. We could successfully apply 1D pure shift experiments to obtain ultrahigh-resolution 1 H nuclear magnetic resonance (NMR) spectra of the norbixin isomer samples and exploit their information content to analyze complementary 2D NMR data and describe accurately their isomeric composition.

Keywords: 1H; NMR; age-related macular degeneration; broadband homonuclear decoupling; norbixin derivates; pure shift spectroscopy; structural analysis.

MeSH terms

  • Carotenoids
  • Isomerism
  • Magnetic Resonance Imaging*
  • Magnetic Resonance Spectroscopy

Substances

  • Carotenoids
  • norbixin