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dc.contributor.authorKatavic, Peter L
dc.contributor.authorVenables, Debra A
dc.contributor.authorForster, Paul I
dc.contributor.authorGuymer, Gordon
dc.contributor.authorCarroll, Anthony R
dc.contributor.editorA. Douglas Kinghorn
dc.date.accessioned2017-05-03T13:18:00Z
dc.date.available2017-05-03T13:18:00Z
dc.date.issued2006
dc.date.modified2009-12-07T03:35:12Z
dc.identifier.issn0163-3864
dc.identifier.doi10.1021/np060179c
dc.identifier.urihttp://hdl.handle.net/10072/14402
dc.description.abstractFive new indolizidine alkaloids, grandisines C, D, E, F, and G (4 - 8), and one known indolizidine alkaloid, (-)-isoelaeocarpiline (3), were isolated from the leaves of Elaeocarpus grandis and their structures determined by 1D and 2D NMR spectroscopy. Grandisine C (4) is isomeric with the known compound rudrakine (1). The absolute configuration of grandisine D (5) was deduced by its conversion to (-)-isoelaeocarpiline. Grandisine E (6) contains a novel tetracyclic ring system. Grandisine F (7) is the 14-amino analogue of grandisine C. Grandisine G (8) contains the novel combination of a piperidine attached to an indolizidine. Grandisines C, D, F, and G and (-)-isoelaeocarpiline showed receptor binding affinity for the human d-opioid receptor with IC50 values of 14.6, 1.65, 1.55, 75.4, and 9.9 uM, respectively.
dc.description.peerreviewedYes
dc.description.publicationstatusYes
dc.languageEnglish
dc.language.isoeng
dc.publisherAmerican Chemical Society
dc.publisher.placeUnited States
dc.publisher.urihttp://pubs.acs.org/journal/jnprdf
dc.relation.ispartofstudentpublicationN
dc.relation.ispartofpagefrom1295
dc.relation.ispartofpageto1299
dc.relation.ispartofjournalJournal of Natural Products
dc.relation.ispartofvolume69
dc.rights.retentionY
dc.subject.fieldofresearchChemical sciences
dc.subject.fieldofresearchBiological sciences
dc.subject.fieldofresearchBiomedical and clinical sciences
dc.subject.fieldofresearchcode34
dc.subject.fieldofresearchcode31
dc.subject.fieldofresearchcode32
dc.titleGrandisines C - G, Indolizidine Alkaloids from the Australian Rainforest Tree Elaeocarpus grandis
dc.typeJournal article
dc.type.descriptionC1 - Articles
dc.type.codeC - Journal Articles
gro.facultyArts, Education & Law Group, Queensland College of Art
gro.date.issued2006
gro.hasfulltextNo Full Text
gro.griffith.authorCarroll, Anthony R.


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