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ISHS Acta Horticulturae 344: International Symposium on Medicinal and Aromatic Plants

SESQUITERPENE ETHERS FROM AUSTRALIAN MINTBUSH

Authors:   Ian A. Southwell, David J. Tucker
Keywords:   Prostanthera sp. aff. ovalifolia, purple mintbush, Lamiaceae, essential oil, kessane, cis-dihydroagarofuran, hedycaryol, biogenesis, chemotaxonomy
Abstract:
Steam distillation of the leaf and terminal branchlets of Prostanthera sp. aff. ovalifolia growing in northeastern New South Wales gave 1–3% volatile oil containing 1,8-cineole, p-cymene, kessane and a novel C15H26O sesquiterpene. The latter gave (+)-delta-selinene on treatment with trimethyliodosilane. COSY, FLOCK and nOe difference NMR experiments indicated cis-dihydroagarofuran. Infraspecific oscillation between kessane and cis-dihydroagarofuran as major component in Prostanthera was noted and hedycaryol proposed as a plausible common precursor. Ethanolic extract screening of populations established that sesquiterpene ether content was related to geographic location.

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