Elemane-Type Sesquiterpene, Acetonide Derived Polyacetylene and Other Constituents from the Whole Plant of Gymnanthemum theophrastifolium (Schweinf. ex Oliv. & Hiern) H.Rob. and Their Chemophenetic Significance

Chem Biodivers. 2023 Mar;20(3):e202200196. doi: 10.1002/cbdv.202200196. Epub 2023 Mar 6.

Abstract

The chemical investigation of the methanol extract of the whole plant of Gymnanthemum theophrastifolium (Schweinf. ex Oliv. & Hiern) H.Rob. (Asteraceae) led to the isolation of a new elemane-type sesquiterpene (1), a new acetonide derived polyacetylene (2) and a naturally occurring compound (3) from the plant kingdom along with sixteen known compounds (4-19). Their structures were elucidated by extensive NMR and MS analysis. This is the first report on the chemical constituents of G. theophrastifolium. Furthermore, compounds 12, 13, and 14 are reported for the first time from the family Asteraceae, while compound 9 is reported for the first time from the genus Gymnanthemum. Thus, the present results provide valuable insights to the chemophenetic knowledge of G. theophrastifolium, which is also discussed in this work.

Keywords: Asteraceae; chemophenetic; lignan; polyacetylene; sesquiterpene.

MeSH terms

  • Asteraceae* / chemistry
  • Molecular Structure
  • Monocyclic Sesquiterpenes
  • Plant Extracts / chemistry
  • Polyacetylene Polymer
  • Polyynes / pharmacology
  • Sesquiterpenes* / chemistry

Substances

  • Polyacetylene Polymer
  • Monocyclic Sesquiterpenes
  • Sesquiterpenes
  • Polyynes
  • Plant Extracts