title: Chemical composition and cytotoxicity of oils and eremophilanes derived from various parts of Eremophila mitchellii Benth. (Myoporaceae).
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.
authors.affiliation: Centre for Phytochemistry and Pharmacology, Southern Cross University, PO Box 157, Lismore NSW 2480, Australia. k.beattie@griffith.edu.au
authors.forename: Karren D
authors.initials: KD
authors.lastname: Beattie
authors.forename: Peter G
authors.initials: PG
authors.lastname: Waterman
authors.forename: Paul I
authors.initials: PI
authors.lastname: Forster
authors.forename: Dion R
authors.initials: DR
authors.lastname: Thompson
authors.forename: David N
authors.initials: DN
authors.lastname: Leach
mesh_terms: D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D041621:Eremophila Plant / Q000737:chemistry*; D007941:Leukemia P388; D051379:Mice; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009822:Oils, Volatile / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D010938:Plant Oils / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014934:Wood / Q000737:chemistry
chemical_list: C558138:9-hydroxy-1,7(11),9-eremophilatrien-8-one; D000972:Antineoplastic Agents, Phytogenic; D009822:Oils, Volatile; D010938:Plant Oils; D012717:Sesquiterpenes