Synthesis of triazolylmethyl-linked nucleoside analogs via combination of azidofuranoses with propargylated nucleobases and study on their cytotoxicity

Simple item page
dc.contributor.authorHalay, E
dc.contributor.authorAy, E
dc.contributor.authorSalva, E
dc.contributor.authorAy, K
dc.contributor.authorKarayildirim, T
dc.date.accessioned2024-07-18T12:06:07Z
dc.date.available2024-07-18T12:06:07Z
dc.description.abstractCopper(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition reactions (CuAAC) between azidofuranoses and propargyl-nucleobases were carried out in the presence of CuSO4 center dot 5H(2)O and sodium ascorbate as catalytic system to provide the corresponding 1,4-disubstituted-1,2,3-triazole-bridged nucleoside analogs in good yields. Twelve new sugar-based triazolylmethyl-linked nucleoside analogs were synthesized and screened for their cytotoxic activity against MDA-MB-231, Hep3B, PC-3, SH-SY5Y, and HCT-116 cancer cell lines and control cell line (L929). Most of the compounds were moderately effective against all the cancer cell lines assayed. Particularly, among the tested compounds, 1,2,3-triazole-linked 5-fluorouracil-mannofuranose hybrid was found to be the most potent cytotoxic agent against HCT-116, Hep3B, SH-SY5Y cells with IC50 values of 35.6, 71.1, and 75.6 mu M, respectively. None of the triazolylmethyl-linked nucleoside analogs exhibited cytotoxic effect against the control cells L929.
dc.identifier.issn0009-3122
dc.identifier.other1573-8353
dc.identifier.urihttp://akademikarsiv.cbu.edu.tr:4000/handle/123456789/10175
dc.language.isoEnglish
dc.publisherSPRINGER
dc.subjectCLICK REACTION
dc.subjectBIOLOGICAL EVALUATION
dc.subjectTRIAZOLE DERIVATIVES
dc.subjectANTICANCER ACTIVITY
dc.subjectINHIBITORY-ACTIVITY
dc.subjectALPHA-GLUCOSIDASES
dc.subjectANTIFUNGAL AGENTS
dc.subjectMOLECULAR DOCKING
dc.subject1,2,3-TRIAZOLES
dc.subjectCHEMISTRY
dc.titleSynthesis of triazolylmethyl-linked nucleoside analogs via combination of azidofuranoses with propargylated nucleobases and study on their cytotoxicity
dc.typeArticle

Files

Collections

Web of Science Koleksiyonu