Unifying the configuration of historical alkaloids from Borreria capitata through an extensive spectroscopic reinvestigation

Phytochemistry. 2023 Aug:212:113741. doi: 10.1016/j.phytochem.2023.113741. Epub 2023 May 27.

Abstract

Reinvestigation of the structure of borrecapine and borreline through extensive spectroscopic analysis of their authentic samples led to the assignment of their absolute configurations. Newly acquired spectroscopic data determined that the previously assigned relative configuration for borrecapine was incorrect and that the claimed absolute configuration of borreline should be revised to its enantiomer.

Keywords: Borrecapine; Borreline; Borreria capitata; Monoterpene indole alkaloid; Rubiaceae; Structure Revision.

MeSH terms

  • Alkaloids* / chemistry
  • Indole Alkaloids* / chemistry
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular

Substances

  • Indole Alkaloids
  • Alkaloids