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dc.contributor.authorBoyer, Nicolas Cedric
dc.contributor.authorMorrison, Karen C.
dc.contributor.authorKim, Justin
dc.contributor.authorHergenrother, Paul J.
dc.contributor.authorMovassaghi, Mohammad
dc.date.accessioned2015-02-24T20:35:51Z
dc.date.available2015-02-24T20:35:51Z
dc.date.issued2013-01
dc.date.submitted2012-12
dc.identifier.issn2041-6520
dc.identifier.issn2041-6539
dc.identifier.urihttp://hdl.handle.net/1721.1/95495
dc.description.abstractThe epipolythiodiketopiperazine (ETP) alkaloids are a highly complex class of natural products with potent anticancer activity. Herein, we report the application of a flexible and scalable synthesis, allowing the construction of dozens of ETP derivatives. The evaluation of these compounds against cancer cell lines in culture allows for the first expansive structure–activity relationship (SAR) to be defined for monomeric and dimeric ETP-containing natural products and their synthetic cognates. Many ETP derivatives demonstrate potent anticancer activity across a broad range of cancer cell lines and kill cancer cells via induction of apoptosis. Several traits that bode well for the translational potential of the ETP class of natural products include concise and efficient synthetic access, potent induction of apoptotic cell death, activity against a wide range of cancer types, and a broad tolerance for modifications at multiple sites that should facilitate small-molecule drug development, mechanistic studies, and evaluation in vivo.en_US
dc.description.sponsorshipNational Institute of General Medical Sciences (U.S.) (Grant GM089732)en_US
dc.description.sponsorshipAmerican Society for Engineering Education. National Defense Science and Engineering Graduate Fellowshipen_US
dc.description.sponsorshipCamille & Henry Dreyfus Foundation. Teacher-Scholar Awards Programen_US
dc.language.isoen_US
dc.publisherRoyal Society of Chemistry, Theen_US
dc.relation.isversionofhttp://dx.doi.org/10.1039/c3sc50174den_US
dc.rightsCreative Commons Attribution-Noncommercial-Share Alikeen_US
dc.rights.urihttp://creativecommons.org/licenses/by-nc-sa/4.0/en_US
dc.sourcePMCen_US
dc.titleSynthesis and anticancer activity of epipolythiodiketopiperazine alkaloidsen_US
dc.typeArticleen_US
dc.identifier.citationBoyer, Nicolas, Karen C. Morrison, Justin Kim, Paul J. Hergenrother, and Mohammad Movassaghi. “Synthesis and Anticancer Activity of Epipolythiodiketopiperazine Alkaloids.” Chemical Science 4, no. 4 (2013): 1646.en_US
dc.contributor.departmentMassachusetts Institute of Technology. Department of Chemistryen_US
dc.contributor.mitauthorBoyer, Nicolas Cedricen_US
dc.contributor.mitauthorKim, Justinen_US
dc.contributor.mitauthorMovassaghi, Mohammaden_US
dc.relation.journalChemical Scienceen_US
dc.eprint.versionAuthor's final manuscripten_US
dc.type.urihttp://purl.org/eprint/type/JournalArticleen_US
eprint.statushttp://purl.org/eprint/status/PeerRevieweden_US
dspace.orderedauthorsBoyer, Nicolas; Morrison, Karen C.; Kim, Justin; Hergenrother, Paul J.; Movassaghi, Mohammaden_US
dc.identifier.orcidhttps://orcid.org/0000-0003-3080-1063
dspace.mitauthor.errortrue
mit.licenseOPEN_ACCESS_POLICYen_US


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