Chemistry of New Zealand Apiaceae: a rare phenylpropanoid and three new germacrane derivatives from Anisotome lyallii.
A phytochemical investigation of the New Zealand endemic Apiaceae species Anisotome lyallii Hook.f. yielded (+)-alpha-angeloyloxylatifolone (1), 6-O-angeloyl-8-O-tigloyl-6beta,8alpha,11-trihydroxygermacra-1(10)E,4E-diene (2), 6-O-tigloyl-8-O-tigloyl-6beta,8alpha,11-trihydroxygermacra-1(10)E,4E-diene (3) and 6-O-tigloyl-8-O-tigloyl-1alpha,6beta,8alpha,11-tetrahydroxygermacra-4E,10-(14)diene (4). The structures were elucidated by HR mass spectrometry and 1D- and 2D-NMR spectroscopy. A chemosystematic survey for compounds 1-3 in other New Zealand Apiaceae by HPLC-MS revealed that 1-3 were confined to A. haastii Cockayne & Laing and A. lyallii, and that some minor compounds in other species of Anisotome were isomers of 2 and 3.
Zidorn
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Institut für Pharmazie, Abteilung Pharmakognosie, Universität Innsbruck, Austria. Christian.H.Zidorn@uibk.ac.at
Perry
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D019661:Apiaceae / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D009520:New Zealand; D012717:Sesquiterpenes / Q000737:chemistry* / Q000302:isolation & purification; D045788:Sesquiterpenes, Germacrane; D013729:Terpenes / Q000737:chemistry* / Q000302:isolation & purification
D012717:Sesquiterpenes; D045788:Sesquiterpenes, Germacrane; D013729:Terpenes; C432449:germacranolide