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dc.contributor.authorKhandelwal, Anuj
dc.contributor.authorHall, Jessica Ann
dc.contributor.authorBlagg, Brian S. J.
dc.date.accessioned2017-04-13T15:43:23Z
dc.date.available2017-04-13T15:43:23Z
dc.date.issued2013-08-16
dc.identifier.citationKhandelwal, A., Hall, J., & Blagg, B. S. J. (2013). Synthesis and Structure activity relationships of EGCG Analogues, A Recently Identified Hsp90 Inhibitor. The Journal of Organic Chemistry, 78(16), 7859–7884. http://doi.org/10.1021/jo401027ren_US
dc.identifier.urihttp://hdl.handle.net/1808/23681
dc.description.abstractEpigallocatechin-3-gallate (EGCG), the principal polyphenol isolated from green tea, was recently shown to inhibit Hsp90, however structure-activity relationships for this natural product have not yet been produced. Herein, we report the synthesis and biological evaluation of EGCG analogues to establish structure-activity relationships between EGCG and Hsp90. All four rings as well as the linker connecting the C- and the D-rings were systematically investigated, which led to the discovery of compounds that inhibit Hs90 and display improvement in efficacy over EGCG. Anti-proliferative activity of all the analogues was determined against MCF-7 and SKBr3 cell lines and Hsp90 inhibitory activity of four most potent analogues was further evaluated by western blot analyses and degradation of Hsp90-dependent client proteins. Prenyl substituted aryl ester of 3,5-dihydroxychroman-3-ol ring system was identified as novel scaffold that exhibit Hsp90 inhibitory activity.en_US
dc.publisherAmerican Chemical Societyen_US
dc.rightsThis document is the Accepted Manuscript version of a Published Work that appeared in final form in the 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 http://dx.doi.org/10.1021/jo401027r.en_US
dc.titleSynthesis and Structure activity relationships of EGCG Analogues, A Recently Identified Hsp90 Inhibitoren_US
dc.typeArticleen_US
kusw.kuauthorKhandelwal, Anuj
kusw.kuauthorHall, Jessica
kusw.kuauthorBlagg, Brian S. J.
kusw.kudepartmentMedicinal Chemistryen_US
dc.identifier.doi10.1021/jo401027ren_US
dc.identifier.orcidhttps://orcid.org/0000-0003-4492-4400
kusw.oaversionScholarly/refereed, author accepted manuscripten_US
kusw.oapolicyThis item meets KU Open Access policy criteria.en_US
dc.rights.accessrightsopenAccess


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