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C8c-C15 monoseco-analogues of the phenanthroquinolizidine alkaloids julandine and cryptopleurine exhibiting potent anti-angiogenic properties

Banwell, Martin; Bezos, Anna; Burns, Christopher; Kruszelnicki, Irma; Su, Stephen; Sydnes, Magne; Parish, Christopher

Description

Four enantiomerically pure monoseco-analogues, 5, 7, 9, and 11, of the phenanthroquinolizidine alkaloid julandine (1) and four of congener cryptopleurine (2), viz. compounds 6, 8, 10, and 12, have been prepared and subjected to preliminary biological evaluation. These analogues show dramatically reduced cytotoxicity compared with the parent system 2 but they are, nevertheless, potent anti-angiogenic agents.

dc.contributor.authorBanwell, Martin
dc.contributor.authorBezos, Anna
dc.contributor.authorBurns, Christopher
dc.contributor.authorKruszelnicki, Irma
dc.contributor.authorSu, Stephen
dc.contributor.authorSydnes, Magne
dc.contributor.authorParish, Christopher
dc.date.accessioned2015-12-13T22:35:28Z
dc.identifier.issn0960-894X
dc.identifier.urihttp://hdl.handle.net/1885/76590
dc.description.abstractFour enantiomerically pure monoseco-analogues, 5, 7, 9, and 11, of the phenanthroquinolizidine alkaloid julandine (1) and four of congener cryptopleurine (2), viz. compounds 6, 8, 10, and 12, have been prepared and subjected to preliminary biological evaluation. These analogues show dramatically reduced cytotoxicity compared with the parent system 2 but they are, nevertheless, potent anti-angiogenic agents.
dc.publisherPergamon-Elsevier Ltd
dc.sourceBioorganic and Medicinal Chemistry Letters
dc.subjectKeywords: alkaloid derivative; angiogenesis inhibitor; cryptopleurine; cryptopleurine derivative; julandine derivative; pi 88; quinolizidine derivative; unclassified drug; animal cell; animal tissue; antiangiogenic activity; article; controlled study; cytotoxicity; Anti-angiogenic; cis-Stilbene; Combretastatin A4; Phenanthroquinolizidine
dc.titleC8c-C15 monoseco-analogues of the phenanthroquinolizidine alkaloids julandine and cryptopleurine exhibiting potent anti-angiogenic properties
dc.typeJournal article
local.description.notesImported from ARIES
local.description.refereedYes
local.identifier.citationvolume16
dc.date.issued2006
local.identifier.absfor030503 - Organic Chemical Synthesis
local.identifier.ariespublicationMigratedxPub5403
local.type.statusPublished Version
local.contributor.affiliationBanwell, Martin, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationBezos, Anna, College of Medicine, Biology and Environment, ANU
local.contributor.affiliationBurns, Christopher, Cytopia Pty Ltd
local.contributor.affiliationKruszelnicki, Irma, Cytopia Pty Ltd
local.contributor.affiliationParish, Christopher, College of Medicine, Biology and Environment, ANU
local.contributor.affiliationSu, Stephen, Cytopia Pty Ltd
local.contributor.affiliationSydnes, Magne, College of Physical and Mathematical Sciences, ANU
local.description.embargo2037-12-31
local.bibliographicCitation.issue1
local.bibliographicCitation.startpage181
local.bibliographicCitation.lastpage185
local.identifier.doi10.1016/j.bmcl.2005.09.032
dc.date.updated2015-12-11T09:27:58Z
local.identifier.scopusID2-s2.0-27744523400
CollectionsANU Research Publications

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