Chemical composition and cytotoxicity of oils and eremophilanes derived from various parts of Eremophila mitchellii Benth. (Myoporaceae)

Phytochemistry. 2011 Apr;72(4-5):400-8. doi: 10.1016/j.phytochem.2010.12.011. Epub 2011 Jan 10.

Abstract

A detailed investigation of the wood, leaf, branch and root oil of Eremophila mitchellii (Benth.) was carried out by a combination of GC-FID, GC-MS and NMR. The wood oil was composed predominantly of eremophilanes, a rare class of biologically active, bicyclic sesquiterpenoids. The root oil was also found to contain the eremophilanes together with the zizaene sesquiterpene, sesquithuriferone. 9-Hydroxy-1,7(11),9-eremophilatrien-8-one and the known 1(10),11-eremophiladien-9-one (eremophilone), 9-hydroxy-7(11),9-eremophiladien-8-one (2-hydroxyeremophilone), 8-hydroxy-11-eremophilen-9-one (santalcamphor), 8-hydroxy-10,11-eremophiladien-9-one, sesquithuriferone and 8-hydroxy-1,11-eremophiladien-9-one were purified and elucidated by NMR. Three approaches to the purification of the major eremophilanes from the wood oil are described. (+) Spathulenol, α-pinene, globulol, viridiflorene were the major constituents of the leaf oil. All of the essential oils and the eremophilanes exhibited cytotoxicity against P388D(1) mouse lymphoblast cells in-vitro.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Drug Screening Assays, Antitumor
  • Eremophila Plant / chemistry*
  • Leukemia P388
  • Mice
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Oils, Volatile / chemistry
  • Oils, Volatile / isolation & purification*
  • Oils, Volatile / pharmacology
  • Plant Oils / chemistry
  • Plant Oils / isolation & purification*
  • Plant Oils / pharmacology
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology
  • Wood / chemistry

Substances

  • 9-hydroxy-1,7(11),9-eremophilatrien-8-one
  • Antineoplastic Agents, Phytogenic
  • Oils, Volatile
  • Plant Oils
  • Sesquiterpenes