Synthesis of novel dimeric compounds containing triazole using click method and their selective antiproliferative and proapoptotic potential via mitochondrial apoptosis signaling

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dc.authoridKARABULUT, H R Ferhat/0000-0002-9501-6296
dc.authoridDoganlar, Zeynep Banu/0000-0002-1365-9897
dc.authoridKARATAVUK, Ali Osman/0000-0001-6616-4065
dc.authoridDoganlar, Oguzhan/0000-0003-2654-7269
dc.authorwosidKARABULUT, H R Ferhat/AAA-1402-2021
dc.authorwosidDoğanlar, Oğuzhan/A-2315-2019
dc.authorwosidDoganlar, Zeynep Banu/B-4845-2008
dc.authorwosidKARATAVUK, Ali Osman/AAE-8175-2019
dc.contributor.authorKarabulut, H. R. Ferhat
dc.contributor.authorKaratavuk, Ali Osman
dc.contributor.authorOzyildirim, Hasan
dc.contributor.authorDoganlar, Oguzhan
dc.contributor.authorDoganlar, Zeynep Banu
dc.date.accessioned2024-06-12T10:56:37Z
dc.date.available2024-06-12T10:56:37Z
dc.date.issued2020
dc.departmentTrakya Üniversitesien_US
dc.description.abstractIn this study, the main aim was synthesis of dimeric compounds, which contain lithocholic acid and a triazole structure to investigate the selective cellular and molecular antiproliferative and proapoptotic potential of these products in healthy embryonic fibroblast (MEF), cervix cancer (HeLa), and breast cancer (MCF-7) cells. Four ester (5a-d) and five dimeric (6a-d, 7) out of nine novel compounds were obtained. First of all, lithocholic acid was converted to methyl lithocholate and then it was reacted with certain alkynoic acids (a-d) to obtain its alkynoate derivatives (5a-d). Finally, these compounds were converted to dimers (6a-d) by using 2,6-bis(azidomethyl)pyridine via the click method. Our result indicate that, treatment with dimeric compounds can selectively decrease the cell viability and proliferation in cervix cancer HeLa and breast cancer MCF-7 cells, except 7 which caused a strong cytotoxicity on healthy MEF cells. According to MTT assay, Nucblue cell stain and Annexin V/Propodium iodide molecular probe staining, 100 mu M concentrations of the dimeric compounds was sufficient in inducing death and apoptotic cell ratio in HeLa and MCF-7 breast cancer cells selectively. In brief, the present study indicates that most effective dimeric compounds are 6a and 6b, which have the highest IC50 (345.8-342.6 mu M) value on healthy cell and the lowest IC50 value in both cervix (49.2-36.9 mu M) and breast (23.0-66.1 mu M) cancer cells especially long-term treatment and which triggers apoptosis pathway specifically.en_US
dc.identifier.doi10.1007/s00044-020-02510-x
dc.identifier.endpage655en_US
dc.identifier.issn1054-2523
dc.identifier.issn1554-8120
dc.identifier.issue4en_US
dc.identifier.scopus2-s2.0-85078332082en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.startpage643en_US
dc.identifier.urihttps://doi.org/10.1007/s00044-020-02510-x
dc.identifier.urihttps://hdl.handle.net/20.500.14551/19865
dc.identifier.volume29en_US
dc.identifier.wosWOS:000520706600005en_US
dc.identifier.wosqualityQ4en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherSpringer Birkhauseren_US
dc.relation.ispartofMedicinal Chemistry Researchen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectClick Chemistryen_US
dc.subjectLithocholic Aciden_US
dc.subjectHelaen_US
dc.subjectMCF-7en_US
dc.subjectGene Expressionen_US
dc.subjectLithocholic Aciden_US
dc.subjectDerivativesen_US
dc.subjectChemistryen_US
dc.subjectActivationen_US
dc.subjectTherapyen_US
dc.subjectAnalogsen_US
dc.subjectDesignen_US
dc.subjectCellsen_US
dc.subjectHiven_US
dc.titleSynthesis of novel dimeric compounds containing triazole using click method and their selective antiproliferative and proapoptotic potential via mitochondrial apoptosis signalingen_US
dc.typeArticleen_US

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