Eremophila freelingii

An acetylenic 4-ylidenebutenolide of a quite different constitution is freelingyne (33). This highly unsaturated furano-sesquiterpene is found in the heartwood of the Australian shrub Eremophila freelingii, and it was the first acetylenic terpenoid to be isolated (55). Dihydrofreelingyne (34) has also been isolated from E. freelingii (36) and the unusual diterpenoid eremolactone (35) occurs in the leaves of the same species (37). The complete stereochemistry of freelingyne has been established by direct X-ray methods (38). 

Synthesis of Freelingyne, an Acetylenic Sesquiterpene from Eremophila freelingii. 

Knight, D. W., and G. Pattenden Freelingnite, a New Furanosesquiterpene from Eremophila freelingii. Tetrahedron Letters 1115 (1975). 

A number of Eremophila species have been listed as poisonous (3). Although few details are known, records note that 18 species were used by the Aboriginal people for medicinal purposes, E. alternifolia and E. longifolia being the most widely used. E.freelingii was used for the treatment of headaches, E. elderi for colds and E. gilesii, E. dalyana, E. duttonii for body sores (4). 

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