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

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dc.contributor.authorHalay E.
dc.contributor.authorAy E.
dc.contributor.authorŞalva E.
dc.contributor.authorAy K.
dc.contributor.authorKarayıldırım T.
dc.date.accessioned2024-07-22T08:10:01Z
dc.date.available2024-07-22T08:10:01Z
dc.date.issued2018
dc.description.abstract[Figure not available: see fulltext.] Copper(I)-catalyzed azide–alkyne 1,3-dipolar cycloaddition reactions (CuAAC) between azidofuranoses and propargyl-nucleobases were carried out in the presence of CuSO4·5H2O 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 μM, respectively. None of the triazolylmethyl-linked nucleoside analogs exhibited cytotoxic effect against the control cells L929. © 2018, Springer Science+Business Media, LLC, part of Springer Nature.
dc.identifier.DOI-ID10.1007/s10593-018-2248-4
dc.identifier.issn00093122
dc.identifier.urihttp://akademikarsiv.cbu.edu.tr:4000/handle/123456789/15054
dc.language.isoEnglish
dc.publisherSpringer New York LLC
dc.titleSynthesis of triazolylmethyl-linked nucleoside analogs via combination of azidofuranoses with propargylated nucleobases and study on their cytotoxicity
dc.typeArticle

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