Xanthane sesquiterpenoids from the roots and flowers of Xanthium cavanillesii

Nat Prod Res. 2016 Oct;30(19):2238-42. doi: 10.1080/14786419.2016.1149709. Epub 2016 Mar 2.

Abstract

The sesquiterpene lactones xanthanodiene, 4-epi-xanthanol, 4-epi-isoxanthanol, and 4-epi-xanthinin, as well as the xanthanolide derivative 4-oxo-bedfordia acid were isolated from the chloroform extracts of roots and flowers of Xanthium cavanillesii Schouw. The identities of these compounds were corroborated through comparison of their spectroscopic data, including IR, MS, and (1)H and (13)C NMR assignments, with literature reports. In addition, the structural characterization of 4-oxo-bedfordia acid was revisited and a comprehensive spectroscopic study of the compound is presented. This is to our knowledge the first phytochemical investigation of the roots of X. cavanillesii, and of flowers in the whole Xanthium genus.

Keywords: 4-Oxo-bedfordia acid; Abrojo; Xanthium cavanillesii Schouw; xanthane sesquiterpenoids; xanthanolides.

MeSH terms

  • Flowers / chemistry
  • Magnetic Resonance Spectroscopy
  • Plant Roots / chemistry
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Xanthium / chemistry*

Substances

  • Sesquiterpenes