Please use this identifier to cite or link to this item: https://doi.org/10.1016/j.bmc.2008.10.077
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dc.titlePsammaplin A as a general activator of cell-based signaling assays via HDAC inhibition and studies on some bromotyrosine derivatives
dc.contributor.authorMcCulloch, M.W.B.
dc.contributor.authorCoombs, G.S.
dc.contributor.authorBanerjee, N.
dc.contributor.authorBugni, T.S.
dc.contributor.authorCannon, K.M.
dc.contributor.authorHarper, M.K.
dc.contributor.authorVeltri, C.A.
dc.contributor.authorVirshup, D.M.
dc.contributor.authorIreland, C.M.
dc.date.accessioned2016-11-11T07:59:57Z
dc.date.available2016-11-11T07:59:57Z
dc.date.issued2009-03-15
dc.identifier.citationMcCulloch, M.W.B., Coombs, G.S., Banerjee, N., Bugni, T.S., Cannon, K.M., Harper, M.K., Veltri, C.A., Virshup, D.M., Ireland, C.M. (2009-03-15). Psammaplin A as a general activator of cell-based signaling assays via HDAC inhibition and studies on some bromotyrosine derivatives. Bioorganic and Medicinal Chemistry 17 (6) : 2189-2198. ScholarBank@NUS Repository. https://doi.org/10.1016/j.bmc.2008.10.077
dc.identifier.issn09680896
dc.identifier.urihttp://scholarbank.nus.edu.sg/handle/10635/130014
dc.description.abstractThe Wnt signaling pathway regulates cell growth and development in metazoans, and is therefore of interest for drug discovery. By screening a library of 5808 pre-fractionated marine extracts in a cell-based Wnt signaling assay, several signaling activators and inhibitors were observed. LCMS-based fractionation rapidly identified an active compound from Pseudoceratina purpurea as psammaplin A, a known HDAC inhibitor. Other HDAC inhibitors similarly activated signaling in this assay, indicating HDAC inhibitors will be identified through many cell-based reporter assays. In a large scale analysis of P. purpurea, three previously undescribed bromotyrosine based natural products were identified; the structure of one of these was confirmed by synthesis. Additionally, three other derivatives of psammaplin A were prepared: a mixed disulfide and two sulfinate esters. Finally, evidence to support a structural reassignment of psammaplin I from a sulfone to the isomeric sulfinate ester is presented. © 2008.
dc.description.urihttp://libproxy1.nus.edu.sg/login?url=http://dx.doi.org/10.1016/j.bmc.2008.10.077
dc.sourceScopus
dc.subjectBromotyrosine
dc.subjectDisulfide exchange
dc.subjectHDAC
dc.subjectLCMS
dc.subjectLuciferase
dc.subjectN-Methyl glutathione
dc.subjectNatural product library
dc.subjectPsammaplin
dc.subjectReductive methylation
dc.subjectSulfinate ester
dc.subjectWnt signaling
dc.typeArticle
dc.contributor.departmentDUKE-NUS GRADUATE MEDICAL SCHOOL S'PORE
dc.description.doi10.1016/j.bmc.2008.10.077
dc.description.sourcetitleBioorganic and Medicinal Chemistry
dc.description.volume17
dc.description.issue6
dc.description.page2189-2198
dc.description.codenBMECE
dc.identifier.isiut000264236700011
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