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dc.contributor.authorWhite, Andrew
dc.contributor.authorK. Pierens, Gregory
dc.contributor.authorSkinner-Adams, Tina
dc.contributor.authorAndrews, Katherine
dc.contributor.authorBernhardt, Paul
dc.contributor.authorKrenske, Elizabeth
dc.contributor.authorMollo, Ernesto
dc.contributor.authorJ. Garson, Mary
dc.date.accessioned2019-03-26T03:30:00Z
dc.date.available2019-03-26T03:30:00Z
dc.date.issued2015
dc.identifier.issn0163-3864en_US
dc.identifier.doi10.1021/acs.jnatprod.5b00354en_US
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.en_US
dc.description.peerreviewedYesen_US
dc.languageEnglishen_US
dc.publisherAmerican Chemical Societyen_US
dc.relation.ispartofpagefrom1422en_US
dc.relation.ispartofpageto1427en_US
dc.relation.ispartofissue6en_US
dc.relation.ispartofjournalJournal of Natural Productsen_US
dc.relation.ispartofvolume78en_US
dc.subject.fieldofresearchBiological Sciences not elsewhere classifieden_US
dc.subject.fieldofresearchcode069999en_US
dc.titleAntimalarial Isocyano and Isothiocyanato Sesquiterpenes with Tri- and Bicyclic Skeletons from the Nudibranch Phyllidia ocellataen_US
dc.typeJournal articleen_US
dc.type.descriptionC1 - Peer Reviewed (HERDC)en_US
dc.type.codeC - Journal Articlesen_US
gro.hasfulltextNo Full Text


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