Chemical composition of root and stem bark essential oils from Ivorian Isolona dewevrei: structural elucidation of a new natural germacrone

Nat Prod Res. 2022 Apr;36(8):2105-2111. doi: 10.1080/14786419.2020.1851219. Epub 2021 Feb 10.

Abstract

The root and stem bark essential oils from Isolona dewevrei (Annonaceae), growing wild in Côte d'Ivoire, were investigated for the first time, using a combination of chromatographic [CC, GC(RI)] and spectroscopic [MS, 13C-NMR] techniques. A new natural germacrone was isolated by repetitive column chromatography carried out on a stem bark oil sample. Its structure was elucidated as germacra-1(10),4(15),5-trien-8-one by 1 D, 2 D-NMR and QTOF-MS. Ninety-six components accounting for 95.5 ± 0.8% and 95.8 ± 1.0%, respectively, for the root and stem bark essential oil samples were identified. The major compounds of root oil were cyperene (19.7 ± 1.6%) and camphene (10.1 ± 2.1%), followed by 5-isopentenylindole (6.4 ± 2.4%), β-elemene (3.9 ± 0.3%), (Z)-α-bisabolene (3.2 ± 1.2%) and γ-gurjunene (3.2 ± 0.3%). The stem bark oil was also dominated by cyperene (29.2 ± 4.1%), followed by β-elemene (6.2 ± 1.1%), (Z)-α-bisabolene (3.8 ± 1.0%), (E)-β-caryophyllene (3.3 ± 0.7%) and α-copaene (2.8 ± 1.1%).

Keywords: Côte d’Ivoire; Isolona dewevrei; germacra-1(10),4(15),5-trien-8-one; root and stem bark oils.

MeSH terms

  • Annonaceae* / chemistry
  • Cote d'Ivoire
  • Oils, Volatile* / chemistry
  • Plant Bark / chemistry
  • Plant Leaves / chemistry
  • Plant Oils / chemistry
  • Sesquiterpenes, Germacrane

Substances

  • Oils, Volatile
  • Plant Oils
  • Sesquiterpenes, Germacrane
  • germacrone