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Scabrosin esters and derivatives: chemical derivatization studies and biological evaluation

Chai, Christina; Elix, John; Huleatt, Paul; Waring, Paul

Description

Several derivatives of the natural scabrosin esters were synthesized in order to elucidate the structural features present, which are responsible for the biological activities. The studies demonstrate that full anti-proliferative activities of the scabrosin esters, both the carboskeleton core as well as the ability to form the dithiol and/or the disulfide linkage of the epidithiopiperazine-2,5-dione are required. The presence of the epoxide rings on the scabrosin esters do not contribute to the...[Show more]

dc.contributor.authorChai, Christina
dc.contributor.authorElix, John
dc.contributor.authorHuleatt, Paul
dc.contributor.authorWaring, Paul
dc.date.accessioned2015-12-13T22:49:15Z
dc.date.available2015-12-13T22:49:15Z
dc.identifier.issn0968-0896
dc.identifier.urihttp://hdl.handle.net/1885/80446
dc.description.abstractSeveral derivatives of the natural scabrosin esters were synthesized in order to elucidate the structural features present, which are responsible for the biological activities. The studies demonstrate that full anti-proliferative activities of the scabrosin esters, both the carboskeleton core as well as the ability to form the dithiol and/or the disulfide linkage of the epidithiopiperazine-2,5-dione are required. The presence of the epoxide rings on the scabrosin esters do not contribute to the observed biological activities.
dc.publisherPergamon-Elsevier Ltd
dc.sourceBioorganic and Medicinal Chemistry
dc.subjectKeywords: antineoplastic agent; disulfide; dithiol derivative; epidithiopiperazine 2,5 dione; epidithiopiperazinedione; epimonothiopiperazinedione; epoxide; ester; piperazine derivative; prolylproline dithioacetate; prolylproline epidithiopiperazine 2,5 dione; scab Anti-proliferative agents; Anti-tumour compounds; Natural products; Polycyclic heterocyclic compounds
dc.titleScabrosin esters and derivatives: chemical derivatization studies and biological evaluation
dc.typeJournal article
local.description.notesImported from ARIES
local.description.refereedYes
local.identifier.citationvolume12
dc.date.issued2004
local.identifier.absfor030503 - Organic Chemical Synthesis
local.identifier.ariespublicationMigratedxPub8705
local.type.statusPublished Version
local.contributor.affiliationChai, Christina, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationElix, John, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationHuleatt, Paul, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationWaring, Paul, College of Physical and Mathematical Sciences, ANU
local.bibliographicCitation.issue22
local.bibliographicCitation.startpage5991
local.bibliographicCitation.lastpage5995
local.identifier.doi10.1016/j.bmc.2004.08.015
dc.date.updated2016-02-24T09:49:39Z
local.identifier.scopusID2-s2.0-6344242849
CollectionsANU Research Publications

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