Eremophila drummondii

The absolute configurations of ( + )-calamene (268) and ( + )-7-hydroxy-calamenene (269), metabolites of Eremophila drummondii, have been established by AT-ray crystallographic analysis. These compounds are therefore enantiomeric to calamenenes previously found in other plants. Laevigatin (270), a constituent of the essential oil of Eupatorium laevigatum, has been assigned structure (270) on the basis of spectroscopic evidence and oxidation to-furano-cadalene (271). ... 

The antifungal sesquiterpene (-)7-hydroxycalamenene (142) was first isolated68 from the heartwood of ulmus thomasii and subsequently found69 in the heartwood of other healthy elm species. The (+)-enantiomer has been isolated from Eremophila drummondii and its structure was 90, 29, 3449-3451. 

Another sesquiterpene class represented in the Eremophila genus is that of the bicyclic calamenenes. Two sesquiterpenes, (-r)-calamenene (76) and its 7-hydroxy derivative (77), were isolated from E. drummondii (69). At that time, contradictory claims regarding the absolute configuration of the known (-)-calamenene had been made. This confusion was resolved by an... 

The only other class of sesquiterpenes isolated from Eremophila is the aromadendrane type which is represented by a single compound, (-r)-spathulenol (94), found in E.cuneifolia (67), E. paisley, E. racemosa and E. drummondii var brevis (14). First isolated from Eucalyptus spathulata (84), this compound has since been found to occur in a broad spectrum of plant genera (85). 

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