Biomimetic synthesis of hyperjapones F-I

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dc.contributor.authorLam, H.
dc.contributor.authorPhan, Q.
dc.contributor.authorSumby, C.
dc.contributor.authorGeorge, J.
dc.date.issued2018
dc.descriptionPublished online: 6 July 2018
dc.description.abstractHyperjapones F–I are tetracyclic meroterpenoids recently isolated from Hypericum japonicum. All four of these natural products have been synthesised using oxidative, intermolecular hetero-Diels–Alder reactions to couple their common biosynthetic precursor, norflavesone, to the appropriate monoterpene building blocks: sabinene, β-pinene, and α-pinene. The synthesis of enantiomerically pure hyperjapones H and I and comparison of their optical rotations to those of the natural samples indicated that these meroterpenoids are probably biosynthesised as either racemic or scalemic mixtures.
dc.description.statementofresponsibilityHiu C. Lam, Quang D. Phan, Christopher J. Sumby, and Jonathan H. George
dc.identifier.citationAustralian Journal of Chemistry, 2018; 71(9):649-654
dc.identifier.doi10.1071/CH18141
dc.identifier.issn0004-9425
dc.identifier.issn1445-0038
dc.identifier.orcidSumby, C. [0000-0002-9713-9599]
dc.identifier.orcidGeorge, J. [0000-0002-7330-2160]
dc.identifier.urihttp://hdl.handle.net/2440/115905
dc.language.isoen
dc.publisherCSIRO Publishing
dc.relation.granthttp://purl.org/au-research/grants/arc/DP160103393
dc.relation.granthttp://purl.org/au-research/grants/arc/FT170100437
dc.rightsJournal compilation © CSIRO 2018
dc.source.urihttps://doi.org/10.1071/ch18141
dc.titleBiomimetic synthesis of hyperjapones F-I
dc.typeJournal article
pubs.publication-statusPublished

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