Abstract：
:The major component (35-65%) of the volatile oil obtained by steam distillation of the leaves of Melaleuca triumphalis has been identified as (rel)-1beta-pentyl-1alpha,6alpha-dihydroxy-3,3,5,5-tetramethylcyclohexa-2,4-dione (trivial name triumphalone). Relative stereochemistry was established by nuclear Overhauser experiments and X-ray studies on the 2-(3,5-dinitrobenzoic acid) derivative. The remainder of the oil was composed of mono- and sesquiterpene hydrocarbons and alcohols. On prolonged standing the presence of a rearrangement product of triumphalone was observed which was characterized as (rel)-1beta-pentyl-1alpha,3alpha-dihydroxy-4,4,6,6-tetramethylcyclohexa-2,5-dione (trivial name isotriumphalone), presumably arising from an acid catalyzed shift of the pentyl group from C-1 to C-2.
journal_name
Phytochemistryjournal_title
Phytochemistryauthors
Brophy JJ,Craig DC,Goldsack RJ,Fookes CJ,Leach DN,Waterman PGdoi
10.1016/j.phytochem.2006.06.003subject
Has Abstractpub_date
2006-09-01 00:00:00pages
2085-9issue
18eissn
0031-9422issn
1873-3700pii
S0031-9422(06)00319-0journal_volume
67pub_type
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