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The Synthesis of Certain Derivatives and Analogues of (-)- and (+)-Galanthamine and an Assessment of their Capacities to Inhibit Acetylcholine Esterase

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dc.contributor.authorBuckler, Joshua
dc.contributor.authorTaher, Ehab
dc.contributor.authorFraser, Nicholas
dc.contributor.authorWillis, Anthony
dc.contributor.authorCarr, Paul D
dc.contributor.authorJackson, Colin
dc.contributor.authorBanwell, Martin
dc.date.accessioned2020-12-20T20:58:15Z
dc.date.available2020-12-20T20:58:15Z
dc.date.issued2017
dc.date.updated2020-11-23T11:20:59Z
dc.description.abstractSyntheses of certain di- and mono-oxygenated derivatives (e.g., 2 and 3, respectively) and analogues (e.g., 4, a D-ring monoseco-analogue of 2) of both the (−)- and (+)-enantiomeric forms of the alkaloid galanthamine [(−)-1] are reported. All have been assessed for their capacities to inhibit acetylcholine esterase but, in contrast to the predictions from docking studies, none bind strongly to this enzyme.
dc.format.mimetypeapplication/pdfen_AU
dc.identifier.issn0022-3263
dc.identifier.urihttp://hdl.handle.net/1885/218534
dc.language.isoen_AUen_AU
dc.provenancehttps://v2.sherpa.ac.uk/id/publication/7797..."The Accepted Version can be archived in a Non-Commercial Institutional Repository If Required by Funder, If Required by Institution. 12 months embargo " from SHERPA/RoMEO site (as at 7/01/2021). This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://dx.doi.org/10.1021/acs.joc.7b01062
dc.publisherAmerican Chemical Society
dc.relationhttp://purl.org/au-research/grants/arc/DP150101947
dc.sourceJournal of Organic Chemistry
dc.titleThe Synthesis of Certain Derivatives and Analogues of (-)- and (+)-Galanthamine and an Assessment of their Capacities to Inhibit Acetylcholine Esterase
dc.typeJournal article
dcterms.accessRightsOpen Access
local.bibliographicCitation.issue15
local.bibliographicCitation.lastpage7886
local.bibliographicCitation.startpage7869
local.contributor.affiliationBuckler, Joshua, College of Science, ANU
local.contributor.affiliationTaher, Ehab, College of Science, ANU
local.contributor.affiliationFraser, Nicholas, College of Science, ANU
local.contributor.affiliationWillis, Anthony, College of Science, ANU
local.contributor.affiliationCarr, Paul D, College of Science, ANU
local.contributor.affiliationJackson, Colin, College of Science, ANU
local.contributor.affiliationBanwell, Martin, College of Science, ANU
local.contributor.authoruidBuckler, Joshua, u5064427
local.contributor.authoruidTaher, Ehab, u5134756
local.contributor.authoruidFraser, Nicholas, u5143134
local.contributor.authoruidWillis, Anthony, u8512028
local.contributor.authoruidCarr, Paul D, u9206448
local.contributor.authoruidJackson, Colin, u4040768
local.contributor.authoruidBanwell, Martin, u9500594
local.description.notesImported from ARIES
local.identifier.absfor030503 - Organic Chemical Synthesis
local.identifier.ariespublicationa383154xPUB8311
local.identifier.citationvolume82
local.identifier.doi10.1021/acs.joc.7b01062
local.identifier.scopusID2-s2.0-85027075137
local.identifier.thomsonID000407307700018
local.type.statusAccepted Version

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