Synthesis, reaction, and evaluation of the anticancer activity of 6,7,8,9-tetrahydro-5H-cyclohepta[4,5]selenopheno[2,3-d]pyrimidine derivatives

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dc.authoridBALCIOGLU, Sevgi/0000-0003-0724-4772
dc.authoridKeleştemur, Ünzile/0000-0003-4531-6378
dc.authoridBALCIOGLU, Sevgi/0000-0003-0724-4772
dc.authoridAteş, Burhan/0000-0001-6080-229X
dc.authorwosidBALCIOGLU, Sevgi/W-5874-2018
dc.authorwosidKeleştemur, Ünzile/A-4190-2018
dc.authorwosidBALCIOGLU, Sevgi/O-3576-2015
dc.authorwosidAteş, Burhan/AAA-3730-2021
dc.contributor.authorDoganay, Kadir
dc.contributor.authorKelestemur, Unzile
dc.contributor.authorBalcioglu, Sevgi
dc.contributor.authorAtes, Burhan
dc.contributor.authorAltundas, Aliye
dc.date.accessioned2024-08-04T20:41:50Z
dc.date.available2024-08-04T20:41:50Z
dc.date.issued2016
dc.departmentİnönü Üniversitesien_US
dc.description.abstractThe cyclocondensation of 2-amino-5,6,7,8-tetrahydro-4H-cyclohepta[b]selenophene-3-carbonitrile (1) with formic acid and formamide gave the selenophenopyrimidine 15 and selenophenopyrimidone 6 derivatives. The reaction of 6 with phosphorus oxychloride produced 4-chloro-6,7,8,9-tetrahydro-5H-cyclohepta[4,5] seleno[2,3-d]pyrimidine (12), the key compound for our nucleophilic substitution reactions. The hydrazinoselenophenopyrimidine 19 obtained from the reaction of 12 with hydrazine hydrate was converted to its tetrazoloselenophenopyrimidine 21 and triazoloselenophenopyrimidine 26 derivatives. Moreover, the chloropyrimidine derivative was reacted with pyrrolidine and morpholine to afford 4-(1-pyrrolidinyl)-6,7,8,9-tetrahydro-5H-cylohepta[4,5]selenopheno [2, 3-d]pyrimidine (27) and 4- (6,7,8,9-tetrahydro-5H-cyclohept a [4,5]selenopheno [2,3-d]pirimidin-4-yl)morpholine (28). Anticancer activities of the synthesized compounds were investigated against the MCF-7 breast cancer cell line and the IC50 values of these compounds were in the range of 70.86-250.06 mu M.en_US
dc.description.sponsorshipInonu University Research Fund [IUBAP-2011/40]; Gazi Universityen_US
dc.description.sponsorshipThe authors would like to thank Inonu University Research Fund (Project number: IUBAP-2011/40) and Gazi University for their financial support and Bilal Altundas, for linguistic editing.en_US
dc.identifier.doi10.3906/kim-1508-69
dc.identifier.endpage640en_US
dc.identifier.issn1300-0527
dc.identifier.issue4en_US
dc.identifier.scopus2-s2.0-84975702617en_US
dc.identifier.scopusqualityN/Aen_US
dc.identifier.startpage631en_US
dc.identifier.urihttps://doi.org/10.3906/kim-1508-69
dc.identifier.urihttps://hdl.handle.net/11616/97383
dc.identifier.volume40en_US
dc.identifier.wosWOS:000384977600009en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherTubitak Scientific & Technological Research Council Turkeyen_US
dc.relation.ispartofTurkish Journal of Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectSelenopheneen_US
dc.subjectselenophenopyrimidineen_US
dc.subjectorganoseleniumen_US
dc.subjectanticancer activityen_US
dc.titleSynthesis, reaction, and evaluation of the anticancer activity of 6,7,8,9-tetrahydro-5H-cyclohepta[4,5]selenopheno[2,3-d]pyrimidine derivativesen_US
dc.typeArticleen_US

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