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dc.contributor.authorWelford, AJ
dc.contributor.authorCaldwell, JJ
dc.contributor.authorLiu, M
dc.contributor.authorRichards, M
dc.contributor.authorBrown, N
dc.contributor.authorLomas, C
dc.contributor.authorTizzard, GJ
dc.contributor.authorPitak, MB
dc.contributor.authorColes, SJ
dc.contributor.authorEccles, SA
dc.contributor.authorRaynaud, FI
dc.contributor.authorCollins, I
dc.date.accessioned2016-08-16T15:46:11Z
dc.date.issued2016-04
dc.identifier.citationChemistry (Weinheim an der Bergstrasse, Germany), 2016, 22 (16), pp. 5657 - 5664
dc.identifier.issn0947-6539
dc.identifier.urihttps://repository.icr.ac.uk/handle/internal/51
dc.identifier.eissn1521-3765
dc.identifier.doi10.1002/chem.201505093
dc.description.abstractThe 2,11-cembranoid family of natural products has been used as inspiration for the synthesis of a structurally simplified, functionally diverse library of octahydroisobenzofuran-based compounds designed to augment a typical medicinal chemistry library screen. Ring-closing metathesis, lactonisation and SmI2 -mediated methods were exemplified and applied to the installation of a third ring to mimic the nine-membered ring of the 2,11-cembranoids. The library was assessed for aqueous solubility and permeability, with a chemical-space analysis performed for comparison to the family of cembranoid natural products and a sample set of a screening library. Preliminary investigations in cancer cells showed that the simpler scaffolds could recapitulate the reported anti-migratory activity of the natural products.
dc.formatPrint-Electronic
dc.format.extent5657 - 5664
dc.languageeng
dc.language.isoeng
dc.rights.urihttps://creativecommons.org/licenses/by/4.0
dc.subjectDiterpenes
dc.subjectLactones
dc.subjectBenzofurans
dc.subjectBiological Products
dc.subjectChemistry, Pharmaceutical
dc.subjectSmall Molecule Libraries
dc.titleSynthesis and Evaluation of a 2,11-Cembranoid-Inspired Library.
dc.typeJournal Article
dcterms.dateAccepted2016-04-01
rioxxterms.versionofrecord10.1002/chem.201505093
rioxxterms.licenseref.urihttps://creativecommons.org/licenses/by/4.0
rioxxterms.licenseref.startdate2016-04
rioxxterms.typeJournal Article/Review
dc.relation.isPartOfChemistry (Weinheim an der Bergstrasse, Germany)
pubs.issue16
pubs.notesNo embargo
pubs.organisational-group/ICR
pubs.organisational-group/ICR/Primary Group
pubs.organisational-group/ICR/Primary Group/ICR Divisions
pubs.organisational-group/ICR/Primary Group/ICR Divisions/Cancer Therapeutics
pubs.organisational-group/ICR/Primary Group/ICR Divisions/Cancer Therapeutics/Clinical Pharmacology & Trials (including Drug Metabolism & Pharmacokinetics Group)
pubs.organisational-group/ICR/Primary Group/ICR Divisions/Cancer Therapeutics/Medicinal Chemistry 1
pubs.organisational-group/ICR/Primary Group/ICR Divisions/Cancer Therapeutics/Medicinal Chemistry 2
pubs.organisational-group/ICR/Primary Group/ICR Divisions/Cancer Therapeutics/Medicinal Chemistry 4 (including Analytical Chemistry)
pubs.organisational-group/ICR/Primary Group/ICR Divisions/Cancer Therapeutics/Tumour Biology & Metastasis
pubs.organisational-group/ICR
pubs.organisational-group/ICR/Primary Group
pubs.organisational-group/ICR/Primary Group/ICR Divisions
pubs.organisational-group/ICR/Primary Group/ICR Divisions/Cancer Therapeutics
pubs.organisational-group/ICR/Primary Group/ICR Divisions/Cancer Therapeutics/Clinical Pharmacology & Trials (including Drug Metabolism & Pharmacokinetics Group)
pubs.organisational-group/ICR/Primary Group/ICR Divisions/Cancer Therapeutics/Medicinal Chemistry 1
pubs.organisational-group/ICR/Primary Group/ICR Divisions/Cancer Therapeutics/Medicinal Chemistry 2
pubs.organisational-group/ICR/Primary Group/ICR Divisions/Cancer Therapeutics/Medicinal Chemistry 4 (including Analytical Chemistry)
pubs.organisational-group/ICR/Primary Group/ICR Divisions/Cancer Therapeutics/Tumour Biology & Metastasis
pubs.publication-statusPublished
pubs.volume22
pubs.embargo.termsNo embargo
icr.researchteamClinical Pharmacology & Trials (including Drug Metabolism & Pharmacokinetics Group)en_US
icr.researchteamMedicinal Chemistry 1en_US
icr.researchteamMedicinal Chemistry 2en_US
icr.researchteamMedicinal Chemistry 4 (including Analytical Chemistry)en_US
icr.researchteamTumour Biology & Metastasisen_US
dc.contributor.icrauthorLiu, Manjuanen
dc.contributor.icrauthorRichards, Garethen
dc.contributor.icrauthorBrown, Nathanen
dc.contributor.icrauthorEccles, Suzanneen
dc.contributor.icrauthorRaynaud, Florenceen
dc.contributor.icrauthorLomas, Caraen
dc.contributor.icrauthorCaldwell, Johnen
dc.contributor.icrauthorCollins, Ianen


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