Grandisine A and B, Novel Indolizidine Alkaloids with Human δ-Opioid Receptor Binding Affinity from the Leaves of the Australian Rainforest Tree Elaeocarpus grandis
Author(s)
Carroll, AR
Arumugan, G
Quinn, RJ
Redburn, J
Guymer, G
Grimshaw, P
Year published
2005
Metadata
Show full item recordAbstract
Two novel indolizidine alkaloids, grandisine A (1) and B (2), and the known alkaloid (-) isoelaecarpiline (3) were isolated from the leaves of Elaeocarpus grandis and their structures determined by 1D and 2D NMR spectroscopy. The compounds showed affinity for the human d-opioid receptor. Grandisine A contains a unique tetracyclic skeleton, whilegrandisine B possesses the unique combination of isoquinuclidinone and indolizidine groups in one molecule.Two novel indolizidine alkaloids, grandisine A (1) and B (2), and the known alkaloid (-) isoelaecarpiline (3) were isolated from the leaves of Elaeocarpus grandis and their structures determined by 1D and 2D NMR spectroscopy. The compounds showed affinity for the human d-opioid receptor. Grandisine A contains a unique tetracyclic skeleton, whilegrandisine B possesses the unique combination of isoquinuclidinone and indolizidine groups in one molecule.
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Journal Title
Journal of Organic Chemistry
Volume
70
Issue
5
Publisher URI
Copyright Statement
© 2005 American Chemical Society. Self-archiving of the author-manuscript version is not yet supported by this publisher. Please use the hypertext link above to access the journal's website or contact the author for more information.
Subject
Medicinal and biomolecular chemistry
Organic chemistry