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Title: Dihydrotagetone, an Unusual Fruity Ketone, is Found in Enantiopure and Enantioenriched Forms in Additional Australian Native Taxa of 'Phebalium' (Rutaceae: Boronieae)
Contributor(s): Sadgrove, Nicholas (author); Telford, Ian R H  (author); Greatrex, Ben  (author)orcid ; Dowell, Ashley (author); Jones, Graham L  (author)orcid 
Publication Date: 2013
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Abstract: Here we report for the first time hydrodistillation of leaf essential oils from 'Phebalium squamulosum' subsp. 'verrucosum', 'P. glandulosum' subsp. 'eglandulosum', 'P. glandulosum' subsp. 'nitidum' and 'P. glandulosum' subsp. 'angustifolium' (Rutaceae: Boronieae). Essential oils were analysed using gas-chromatography/mass spectrometry (GC-MS) and nuclear magnetic resonance spectroscopy (NMR). With the exception of 'P. glandulosum' subsp. 'angustifolium', all taxa yielded essential oils in relatively high amounts (1-3%, w/w) made up predominantly of 2,6-dimethyloct-7-en-4-one (dihydrotagetone). The essential oil from 'P. squamulosum' subsp. 'verrucosum' contains either (+)-dihydrotagetone (ee 94-100%) or (-)-dihydrotagetone (ee 17-18%). Taxonomically, these results support the proposal that 'P. squamulosum' subsp. 'verrucosum' may be specifically misplaced, phytochemically resembling the 'P. glandulosum' complex. Similarly, 'P. glandulosum' subsp. 'angustifolium' phytochemically resembles 'P. distans' or 'P. longifolium' and also appears to be assigned incorrectly to the 'P. glandulosum' group.
Publication Type: Journal Article
Source of Publication: Natural Product Communications, 8(6), p. 737-740
Publisher: Natural Product Inc
Place of Publication: United States of America
ISSN: 1934-578X
Field of Research (FOR): 111599 Pharmacology and Pharmaceutical Sciences not elsewhere classified
Peer Reviewed: Yes
HERDC Category Description: C1 Refereed Article in a Scholarly Journal
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