Chromane Enantiomers from the Flower Buds of Tussilago farfara L. and Assignments of Their Absolute Configurations

Chem Biodivers. 2019 Mar;16(3):e1800581. doi: 10.1002/cbdv.201800581. Epub 2019 Feb 25.

Abstract

Fourteen chromane derivatives of seven pairs of enantiomers (1-14) have been obtained from the ethanolic extract of the flower buds of Tussilago farfara L. Their structures with absolute configurations have been elucidated by detailed spectroscopic analyses, chemical methods, and particularly comparison of experimental ECD spectra with theoretically computed ones. Biological evaluations revealed that they did not show cytoprotective, antimicrobial, and α-glucosidase inhibitory activities.

Keywords: ECD calculation; Tussilago farfara L.; biological activity; chromane; natural enantiomer; phytochemistry.

MeSH terms

  • Chromans / chemistry*
  • Chromans / isolation & purification
  • Density Functional Theory
  • Flowers / chemistry*
  • Humans
  • Molecular Conformation
  • Plant Extracts / chemistry*
  • Plant Extracts / isolation & purification
  • Plant Roots / chemistry*
  • Stereoisomerism
  • Tumor Cells, Cultured
  • Tussilago / chemistry*

Substances

  • Chromans
  • Plant Extracts