Essential oil of the malagasy grass Elionurus tristis Hack. contains several undescribed sesquiterpenoids

Phytochemistry. 2019 Jun:162:29-38. doi: 10.1016/j.phytochem.2019.02.012. Epub 2019 Mar 7.

Abstract

Essential oils (EOs) obtained from aerial parts and roots of Elionurus tristis were investigated by GC, GC-MS, pc-GC and NMR. Both aerial parts and roots EOs contained common molecules such as α-pinene, camphene, trans-α-bergamotene and calarene. Moreover, we identified several unusual sesquiterpenes and four undescribed compounds, 7-epi-khusian-2-ol, 4,8-di-epi-acorone, 2-epi-ziza-5-en-2-ol and antsorenone. The last one exhibits an undescribed natural sesquiterpene skeleton. All undescribed compounds were isolated and fully characterized by MS, 1D and 2D-NMR. Furthermore, the formation pathway of the Antsorane skeleton is discussed.

Keywords: 2-epi-Ziza-5-en-2-ol; 4,8-di-epi-Acorone; 7-epi-Khusian-2-ol; Antsorane skeleton; Antsorenone; Elionurus tristis Hack.; NMR; Poaceae; pc-GC.

MeSH terms

  • Oils, Volatile / chemistry*
  • Poaceae / chemistry*
  • Sesquiterpenes / analysis*
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification
  • Stereoisomerism

Substances

  • Oils, Volatile
  • Sesquiterpenes