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dc.contributor.authorEurtivong, Chatchakorn
dc.contributor.authorReynisdóttir, Inga
dc.contributor.authorKuczma, Stephanie
dc.contributor.authorFurkert, Daniel P
dc.contributor.authorBrimble, Margaret A
dc.contributor.authorReynisson, Jóhannes
dc.date.accessioned2016-08-24T15:47:56Z
dc.date.available2016-08-24T15:47:56Z
dc.date.issued2016-08-15
dc.date.submitted2016
dc.identifier.citationIdentification of anticancer agents based on the thieno[2,3-b]pyridine and 1H-pyrazole molecular scaffolds. 2016, 24 (16):3521-6 Bioorg. Med. Chem.en
dc.identifier.issn1464-3391
dc.identifier.pmid27288184
dc.identifier.doi10.1016/j.bmc.2016.05.061
dc.identifier.urihttp://hdl.handle.net/2336/618746
dc.descriptionTo access publisher's full text version of this article click on the hyperlink at the bottom of the pageen
dc.description.abstractStructural similarity search of commercially available analogues of thieno[2,3-b]pyridine and 1H-pyrazole derivatives, known anticancer agents, resulted in 717 hits. These were docked into the phosphoinositide specific-phospholipase C (PLC) binding pocket, the putative target of the compounds, to further focus the selection. Thirteen derivatives of the thieno[2,3-b]pyridines were identified and tested against the NCI60 panel of human tumour cell lines. The most active derivative 1 was most potent against the MDA-MB-435 melanoma cell line with GI50 at 30nM. Also, it was found that a piperidine moiety is tolerated on the thieno[2,3-b]pyridine scaffold with GI50=296nM (MDA-MB-435) for derivative 10 considerably expanding the structure activity relationship for the series. For the 1H-pyrazoles four derivatives were identified using the in silico approach and additionally ten were synthesised with various substituents on the phenyl moiety to extend the structural activity relationship but only modest anticancer activity was found.
dc.description.sponsorshipFaculty Research Developmental Fund, Faculty of Science, University of Auckland (Ref: 3700449).en
dc.language.isoenen
dc.publisherElsevieren
dc.relation.urlhttp://dx.doi.org/ 10.1016/j.bmc.2016.05.061en
dc.rightsArchived with thanks to Bioorganic & medicinal chemistryen
dc.subjectNAF12
dc.subject.meshModels, Molecularen
dc.subject.meshType C Phospholipasesen
dc.subject.meshStructure-Activity Relationshipen
dc.titleIdentification of anticancer agents based on the thieno[2,3-b]pyridine and 1H-pyrazole molecular scaffolds.en
dc.typeArticleen
dc.contributor.department1School of Chemical Sciences, University of Auckland, Private Bag 92019, Auckland 1142, New Zealand. 2Cell Biology Unit, Department of Pathology, Landspítali University Hospital, Reykjavík, Iceland. 3School of Chemical Sciences, University of Auckland, Private Bag 92019, Auckland 1142, New Zealand. Electronic address:en
dc.identifier.journalBioorganic & medicinal chemistryen
dc.rights.accessNational Consortium - Landsaðganguren
html.description.abstractStructural similarity search of commercially available analogues of thieno[2,3-b]pyridine and 1H-pyrazole derivatives, known anticancer agents, resulted in 717 hits. These were docked into the phosphoinositide specific-phospholipase C (PLC) binding pocket, the putative target of the compounds, to further focus the selection. Thirteen derivatives of the thieno[2,3-b]pyridines were identified and tested against the NCI60 panel of human tumour cell lines. The most active derivative 1 was most potent against the MDA-MB-435 melanoma cell line with GI50 at 30nM. Also, it was found that a piperidine moiety is tolerated on the thieno[2,3-b]pyridine scaffold with GI50=296nM (MDA-MB-435) for derivative 10 considerably expanding the structure activity relationship for the series. For the 1H-pyrazoles four derivatives were identified using the in silico approach and additionally ten were synthesised with various substituents on the phenyl moiety to extend the structural activity relationship but only modest anticancer activity was found.


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