Biomimetic synthetic studies on meroterpenoids from the marine sponge Aka coralliphaga: divergent total syntheses of siphonodictyal B, liphagal and corallidictyals A–D

Simple item page
dc.contributor.authorKuan, K.K.W.
dc.contributor.authorMarkwell-Heys, A.W.
dc.contributor.authorCruickshank, M.C.
dc.contributor.authorTran, D.P.
dc.contributor.authorAdlington, R.M.
dc.contributor.authorBaldwin, J.E.
dc.contributor.authorGeorge, J.H.
dc.date.issued2019
dc.description.abstractThe marine sponge Aka coralliphaga is a rich source of biologically active and structurally interesting meroterpenoids. Inspired by these natural products, we have used biosynthetic speculation to devise biomimetic syntheses of siphonodictyal B, liphagal and corallidictyals A-D from sclareolide. This work resulted in the development of new cascade reactions in the synthesis of liphagal, the reassignment of the structure of siphonodictyal B, and the realisation that corallidictyals A and B are possibly isolation artefacts.
dc.description.statementofresponsibilityKevin K.W.Kuan, Adrian W.Markwell-Heys, Michelle C.Cruickshank, Denise P.Tran, Robert M.Adlington, Jack E.Baldwin, Jonathan H.Georgea
dc.identifier.citationBioorganic and Medicinal Chemistry, 2019; 27(12):2449-2465
dc.identifier.doi10.1016/j.bmc.2019.02.038
dc.identifier.issn0968-0896
dc.identifier.issn1464-3391
dc.identifier.orcidGeorge, J.H. [0000-0002-7330-2160]
dc.identifier.urihttp://hdl.handle.net/2440/120883
dc.language.isoen
dc.publisherElsevier
dc.relation.granthttp://purl.org/au-research/grants/arc/FT170100437
dc.rights© 2019 Published by Elsevier Ltd.
dc.source.urihttps://doi.org/10.1016/j.bmc.2019.02.038
dc.subjectAnimals
dc.subjectPorifera
dc.subjectTerpenes
dc.subjectDiterpenes
dc.subjectSesquiterpenes
dc.subjectHydroquinones
dc.subjectBiological Products
dc.subjectBiomimetics
dc.subjectCyclization
dc.subjectOxidation-Reduction
dc.titleBiomimetic synthetic studies on meroterpenoids from the marine sponge Aka coralliphaga: divergent total syntheses of siphonodictyal B, liphagal and corallidictyals A–D
dc.typeJournal article
pubs.publication-statusPublished

Files

Collections

Pharmacology publications