N-Phenyl-N’-(2-chloroethyl)ureas (CEUs) as potential antineoplastic agents. part 3 : role of carbonyl group

DC FieldValueLanguage
dc.contributor.authorMoreau, Emmanuel-
dc.contributor.authorFortin, Sébastien-
dc.contributor.authorLacroix, Jacques M.-
dc.contributor.authorPatenaude, Alexandre-
dc.contributor.authorRousseau, Jean-
dc.contributor.authorC. Gaudreault, René-
dc.date.accessioned2019-05-13T19:53:02Z-
dc.date.available2019-05-13T19:53:02Z-
dc.date.issued2007-10-27-
dc.identifier.issn0968-0896fr
dc.identifier.urihttp://hdl.handle.net/20.500.11794/34833-
dc.description.abstractn the course of the development of N-phenyl-N′-(2-chloroethyl)ureas (CEUs) as potential antineoplastic agents, we investigated the effect of carbonylated substituting chains of the aromatic ring of CEU on their covalent binding to the colchicine-binding site (C-BS). In this study, we found that CEU, 5e, 5f, 8e, and 8f substituted by either a methyl ester or a methyl ketyl group at the ω-position exhibited a significant antiproliferative activity on HT-29, M21, and MCF-7 tumor cells. SDS–PAGE assays and cell cycle analysis confirmed that 5e, 5f, 8e, and 8f covalently bind to the C-BS and arrest the cell division in G2/M phase. Surprisingly, the presence of ω-carboxyl, ω-ethyl esters or ω-amides decreased significantly both the antiproliferative activity and the specificity toward β-tubulin.fr
dc.languageengfr
dc.publisherOxford Pergamonfr
dc.subjectPhenyl chloroethylureasfr
dc.subjectAntimicrotubule agentsfr
dc.subjectAntitubulin agentsfr
dc.subjectAntimitoticsfr
dc.subjectSoft alkylating agentsfr
dc.subjectAnticancer drugsfr
dc.subjectColchicine-binding site ligandsfr
dc.titleN-Phenyl-N’-(2-chloroethyl)ureas (CEUs) as potential antineoplastic agents. part 3 : role of carbonyl groupfr
dc.typeCOAR1_1::Texte::Périodique::Revue::Contribution à un journal::Article::Article de recherchefr
dcterms.bibliographicCitationBioorganic & Medicinal Chemistry, Vol. 16 (3), 1206-1217 (2008)fr
dc.identifier.doi10.1016/j.bmc.2007.10.078fr
dc.identifier.pubmed17998163fr
dc.subject.rvmAnticancéreuxfr
dc.subject.rvmTubulinesfr
dc.subject.rvmMicrotubulesfr
dc.subject.rvmAlkylantsfr
dc.subject.rvmColchicinefr
dc.subject.rvmSites actifs (Biochimie)fr
dc.subject.rvmLigands (Biochimie)fr
rioxxterms.versionAccepted Manuscriptfr
rioxxterms.version_of_recordhttps://doi.org/10.1016/j.bmc.2007.10.078fr
rioxxterms.project.funder_nameCanadian Institutes of Health Researchfr
rioxxterms.project.funder_nameCancer Research Societyfr
rioxxterms.project.funder_nameIMOTEP incfr
rioxxterms.project.funder_nameCentre de Recherche de l’Hôpital Saint-François d’Assisefr
bul.rights.periodeEmbargo24 moisfr
bul.rights.addendumN/Dfr
Collection:Articles publiés dans des revues avec comité de lecture

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