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dc.contributor.authorWhite, Andrew M
dc.contributor.authorPierens, Gregory K
dc.contributor.authorSkinner-Adams, Tina
dc.contributor.authorAndrews, Katherine T
dc.contributor.authorBernhardt, Paul V
dc.contributor.authorKrenske, Elizabeth H
dc.contributor.authorMollo, Ernesto
dc.contributor.authorGarson, Mary J
dc.date.accessioned2019-03-26T03:30:00Z
dc.date.available2019-03-26T03:30:00Z
dc.date.issued2015
dc.identifier.issn0163-3864
dc.identifier.doi10.1021/acs.jnatprod.5b00354
dc.identifier.urihttp://hdl.handle.net/10072/100253
dc.description.abstractFive new isocyano/isothiocyanato sesquiterpenes (1–5) with tri- or bicyclic carbon skeletons have been characterized from Australian specimens of the nudibranch Phyllidia ocellata. Spectroscopic analyses at 900 MHz were informed by DFT calculations. The 1S, 5S, 8R configuration of 2-isocyanoclovene (1) was determined by X-ray crystallographic analysis of formamide 6. A biosynthetic pathway to clovanes 1 and 2 from epicaryolane precursors is proposed. Isocyanides 1, 2, and 4 showed activity against Plasmodium falciparum (IC50 0.26–0.30 μM), while isothiocyanate 3 and formamide 6 had IC50 values of >10 μM.
dc.description.peerreviewedYes
dc.languageEnglish
dc.publisherAmerican Chemical Society
dc.relation.ispartofpagefrom1422
dc.relation.ispartofpageto1427
dc.relation.ispartofissue6
dc.relation.ispartofjournalJournal of Natural Products
dc.relation.ispartofvolume78
dc.subject.fieldofresearchBiological Sciences not elsewhere classified
dc.subject.fieldofresearchBiological Sciences
dc.subject.fieldofresearchMedical and Health Sciences
dc.subject.fieldofresearchChemical Sciences
dc.subject.fieldofresearchcode069999
dc.subject.fieldofresearchcode06
dc.subject.fieldofresearchcode11
dc.subject.fieldofresearchcode03
dc.titleAntimalarial Isocyano and Isothiocyanato Sesquiterpenes with Tri- and Bicyclic Skeletons from the Nudibranch Phyllidia ocellata
dc.typeJournal article
dc.type.descriptionC1 - Articles
dc.type.codeC - Journal Articles
gro.hasfulltextNo Full Text
gro.griffith.authorAndrews, Katherine T.
gro.griffith.authorSkinner-Adams, Tina


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