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Practical isolation of polygodial from Tasmannia lanceolata: a viable scaffold for synthesis


Just, J and Jordan, TB and Paull, B and Bissember, AC and Smith, JA, Practical isolation of polygodial from Tasmannia lanceolata: a viable scaffold for synthesis, Organic and Biomolecular Chemistry, 13, (46) pp. 11200-11207. ISSN 1477-0520 (2015) [Refereed Article]

Copyright Statement

The Royal Society of Chemistry 2015

DOI: doi:10.1039/c5ob01573a


Polygodial, a valuable sesquiterpene dialdehyde featuring an epimerizable stereocenter was efficiently extracted and isolated in gram-scale quantities (3.3% w/w) from Tasmannia lanceolata (Tasmanian native pepper) via a recently developed rapid pressurised hot water extraction (PHWE) technique that utilises an unmodified household espresso machine. This method was compared to the maceration of T. lanceolata under a range of conditions. Polygodial was used to achieve semi-syntheses of closely related sesquiterpene natural products drimendiol, (−)-drimenol, (+)-euryfuran, and some non-natural derivatives.

Item Details

Item Type:Refereed Article
Keywords:natural products, extraction, polygodial, pepperberry
Research Division:Chemical Sciences
Research Group:Organic chemistry
Research Field:Natural products and bioactive compounds
Objective Division:Expanding Knowledge
Objective Group:Expanding knowledge
Objective Field:Expanding knowledge in the chemical sciences
UTAS Author:Just, J (Mr Jeremy Just)
UTAS Author:Jordan, TB (Dr Timothy Jordan)
UTAS Author:Paull, B (Professor Brett Paull)
UTAS Author:Bissember, AC (Associate Professor Alex Bissember)
UTAS Author:Smith, JA (Associate Professor Jason Smith)
ID Code:105144
Year Published:2015
Web of Science® Times Cited:28
Deposited By:Chemistry
Deposited On:2015-12-09
Last Modified:2017-10-25

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