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dc.contributor.authorPettigrew, Talia Ren
dc.contributor.authorPorter, Rachel Jen
dc.contributor.authorWalsh, Stephenen
dc.contributor.authorHousden, Michael Pen
dc.contributor.authorLam, Nelsonen
dc.contributor.authorCarroll, Jasonen
dc.contributor.authorParker, Jeremy Sen
dc.contributor.authorSpring, Daviden
dc.contributor.authorPaterson, Ianen
dc.date.accessioned2020-01-09T00:30:42Z
dc.date.available2020-01-09T00:30:42Z
dc.date.issued2020-02en
dc.identifier.issn1359-7345
dc.identifier.urihttps://www.repository.cam.ac.uk/handle/1810/300619
dc.description.abstractThe aplyronines are a family of highly cytotoxic marine natural products with potential application in targeted cancer chemotherapy. To address the severe supply issue, function-oriented molecular editing of their macrolactone scaffold led to the design of a series of simplified aplyronine analogues. Enabled by a highly convergent aldol-based route, the total synthesis of four analogues was achieved, with a significant improvement in step economy versus previous compounds, and their cancer cell growth inhibition in the HeLa cell line was determined. The modular strategy presented offers a means for significantly shortening their chemical synthesis to facilitate the continued development of this promising class of anticancer agent.
dc.format.mediumPrint-Electronicen
dc.languageengen
dc.publisherRoyal Society of Chemistry (RSC)
dc.rightsAll rights reserved
dc.rights.uri
dc.subjectHela Cellsen
dc.subjectHumansen
dc.subjectMacrolidesen
dc.subjectAntineoplastic Agentsen
dc.subjectCell Proliferationen
dc.subjectMolecular Conformationen
dc.subjectStructure-Activity Relationshipen
dc.subjectStereoisomerismen
dc.titleTotal synthesis and biological evaluation of simplified aplyronine analogues as synthetically tractable anticancer agents.en
dc.typeArticle
prism.endingPage1532
prism.issueIdentifier10en
prism.publicationDate2020en
prism.publicationNameChemical communications (Cambridge, England)en
prism.startingPage1529
prism.volume56en
dc.identifier.doi10.17863/CAM.47693
dcterms.dateAccepted2020-01-03en
rioxxterms.versionofrecord10.1039/c9cc09050aen
rioxxterms.versionAM
rioxxterms.licenseref.urihttp://www.rioxx.net/licenses/all-rights-reserveden
rioxxterms.licenseref.startdate2020-02en
dc.contributor.orcidWalsh, Stephen [0000-0002-3164-1519]
dc.contributor.orcidLam, Nelson [0000-0002-9307-0619]
dc.contributor.orcidCarroll, Jason [0000-0003-3643-0080]
dc.contributor.orcidParker, Jeremy S [0000-0002-4758-3181]
dc.contributor.orcidSpring, David [0000-0001-7355-2824]
dc.contributor.orcidPaterson, Ian [0000-0002-8861-9136]
dc.identifier.eissn1364-548X
rioxxterms.typeJournal Article/Reviewen
pubs.funder-project-idEPSRC (1651727)
cam.orpheus.successThu Jan 30 10:33:23 GMT 2020 - Embargo updated*
rioxxterms.freetoread.startdate2021-01-03


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