File(s) under permanent embargo
Practical isolation of polygodial from Tasmannia lanceolata: a viable scaffold for synthesis
journal contribution
posted on 2023-05-18, 15:05 authored by Just, J, Jordan, TB, Brett PaullBrett Paull, Alexander BissemberAlexander Bissember, Jason SmithJason SmithPolygodial, 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.
History
Publication title
Organic and Biomolecular ChemistryVolume
13Issue
46Pagination
11200-11207ISSN
1477-0520Department/School
School of Natural SciencesPublisher
Royal Soc ChemistryPlace of publication
Thomas Graham House, Science Park, Milton Rd, Cambridge, England, Cambs, Cb4 0WfRights statement
© The Royal Society of Chemistry 2015Repository Status
- Restricted