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dc.contributor.authorDolzhenko, Anton
dc.contributor.authorTan, B.
dc.contributor.authorDolzhenko, A.
dc.contributor.authorChiu, G.
dc.contributor.authorChui, W.
dc.date.accessioned2017-01-30T12:08:46Z
dc.date.available2017-01-30T12:08:46Z
dc.date.created2011-08-24T20:01:11Z
dc.date.issued2008
dc.identifier.citationDolzhenko, Anton and Tan, Bee and Dolzhenko, Anna and Chiu, Gigi and Chui, Wai. 2008. Synthesis and biological activity of fluorinated 7-aryl-2-pyridyl-6,7-dihydro[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-amines.. Journal of Fluorine Chemistry. 129 (5): pp. 429-434.
dc.identifier.urihttp://hdl.handle.net/20.500.11937/18598
dc.identifier.doi10.1016/j.jfluchem.2008.02.007
dc.description.abstract

In our lead finding program, 12 new fluorinated 7-aryl-2-pyridyl-6,7-dihydro[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-amines were prepared via a practical three-step procedure starting from (iso)nicotinic hydrazides. The fluorine substituted aryl fragment was introduced in the last step through cyclocondensation of N-(3-pyridyl-1,2,4-triazol-5-yl)guanidines and fluoro/trifluoromethyl substituted benzaldehydes. The structures of the compounds were confirmed by 1H and 13C NMR spectral data. The tautomeric preferences for the compounds were established using 2D NOESY experiments. The antiproliferative activity of the synthesized 1,2,4-triazolo[1,5-a][1,3,5]triazines was evaluated against breast, colon and lung cancer cell lines. The highest antiproliferative activity in the series was found for 2-(pyridine-3-yl)-7-(4-trifluoromethylphenyl)-6,7-dihydro[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-amine. The lack of inhibitory activity against bovine dihydrofolate reductase (DHFR) indicated that the antiproliferative activity was realized via other mechanisms.

dc.publisherELSEVIER
dc.titleSynthesis and biological activity of fluorinated 7-aryl-2-pyridyl-6,7-dihydro[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-amines.
dc.typeJournal Article
dcterms.source.volume129
dcterms.source.number5
dcterms.source.startPage429
dcterms.source.endPage434
dcterms.source.issn0022-1139
dcterms.source.titleJournal of Fluorine Chemistry
curtin.note

NOTICE: This is the author's version of a work that was accepted for publication in Journal of Fluorine Chemistry. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Journal of Fluorine Chemistry, 129, 5, 2008. DOI: 10.1016/j.jfluchem.2008.02.007

curtin.departmentSchool of Pharmacy
curtin.accessStatusOpen access


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