In Vivo Use of 1D and 2D 1H NMR to Examine the Glycosylation of Scopoletin in Duboisia myoporoides Cell Suspensions

Planta Med. 2018 Aug;84(12-13):971-975. doi: 10.1055/a-0632-2249. Epub 2018 Jun 14.

Abstract

Cell suspensions initiated from Duboisia myoporoides-a shrub belonging to the Solanaceae family and being a rich source of tropane alkaloids-previously showed their ability to glycosylate scopoletin into scopolin, which represent coumarins showing health benefits. To investigate the time course of this glycosylation reaction, an in vivo NMR approach was developed using a perfusion system in an 8-mm NMR tube and 1H NMR with 1D and 2D (TOCSY and NOESY) experiments. The time course of metabolic changes could therefore be followed without any labeling.

MeSH terms

  • Cells, Cultured
  • Coumarins / isolation & purification*
  • Coumarins / metabolism
  • Duboisia / chemistry*
  • Glucosides / isolation & purification*
  • Glucosides / metabolism
  • Glycosylation
  • Proton Magnetic Resonance Spectroscopy / methods*
  • Scopoletin / isolation & purification*
  • Scopoletin / metabolism
  • Tropanes / metabolism*

Substances

  • Coumarins
  • Glucosides
  • Tropanes
  • scopolin
  • Scopoletin