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dc.contributor.authorBracegirdle, Joe
dc.contributor.authorRobertson, Luke P
dc.contributor.authorHume, Paul A
dc.contributor.authorPage, Michael J
dc.contributor.authorSharrock, Abigail V
dc.contributor.authorAckerley, David F
dc.contributor.authorCarroll, Anthony R
dc.contributor.authorKeyzers, Robert A
dc.date.accessioned2020-03-23T01:14:53Z
dc.date.available2020-03-23T01:14:53Z
dc.date.issued2019
dc.identifier.issn0163-3864
dc.identifier.doi10.1021/acs.jnatprod.9b00493
dc.identifier.urihttp://hdl.handle.net/10072/392529
dc.description.abstractSix new lamellarin sulfates (1–6) were isolated from the methanolic extract of the Pacific tunicate Didemnum ternerratum, collected from the Kingdom of Tonga. Mass spectrometric molecular networking through the GNPS platform was used to target the isolation of 1–6. Planar structures were elucidated through a combination of NMR and MS experiments. Through comparison of experimental and calculated ECD spectra, the absolute configurations of atropisomers 2–5 were determined, with their energetic barriers to racemization also determined computationally. The cytotoxicity of the compounds was tested against the human colon carcinoma cell line HCT-116, where lamellarin D-8-sulfate (5) exhibited moderate activity with an IC50 of 9.7 μM.
dc.description.peerreviewedYes
dc.languageEnglish
dc.language.isoeng
dc.publisherAmerican Chemical Society
dc.relation.ispartofpagefrom2000
dc.relation.ispartofpageto2008
dc.relation.ispartofissue7
dc.relation.ispartofjournalJournal of Natural Products
dc.relation.ispartofvolume82
dc.subject.fieldofresearchChemical Sciences
dc.subject.fieldofresearchBiological Sciences
dc.subject.fieldofresearchMedical and Health Sciences
dc.subject.fieldofresearchcode03
dc.subject.fieldofresearchcode06
dc.subject.fieldofresearchcode11
dc.subject.keywordsScience & Technology
dc.subject.keywordsLife Sciences & Biomedicine
dc.subject.keywordsPlant Sciences
dc.subject.keywordsChemistry, Medicinal
dc.subject.keywordsPharmacology & Pharmacy
dc.titleLamellarin Sulfates from the Pacific Tunicate Didemnum ternerratum
dc.typeJournal article
dc.type.descriptionC1 - Articles
dcterms.bibliographicCitationBracegirdle, J; Robertson, LP; Hume, PA; Page, MJ; Sharrock, AV; Ackerley, DF; Carroll, AR; Keyzers, RA, Lamellarin Sulfates from the Pacific Tunicate Didemnum ternerratum, Journal of Natural Products, 2019, 82 (7), pp. 2000-2008
dc.date.updated2020-03-23T01:12:44Z
gro.hasfulltextNo Full Text
gro.griffith.authorCarroll, Anthony R.
gro.griffith.authorRobertson, Luke P.


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