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Novel Aryltriazole Acyclic C-Azanucleosides as Anticancer Candidates

Abstract : Nucleoside analogues represent an important class of drug candidates. With the aim of searching for novel bioactive nucleosides, we developed an efficient synthetic way to construct a series of aryl 1,2,3-triazole acyclic C-azanucleosides via Huisgen 1,3-dipolar cycloaddition. The aryl 1,2,3-triazole motifs within these azanucleosides showed coplanar features, suggesting they could act as surrogates for large planar aromatic systems or nucleobases. Moreover, several aryltriazole acyclic C-azanucleosides bearing long alkyl chains exhibited potent antiproliferative activity against various cancer cell lines via induction of apoptosis. Most interestingly, the lead compound significantly down-regulated the key proteins involved in the heat shock response pathway, representing the first anticancer acyclic azanucleoside with such a mode of action. These novel aryl 1,2,3-triazole cyclic C-azanucleosides therefore serve as promising paradigms for further exploring anticancer drug candidates.
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Submitted on : Friday, December 4, 2020 - 7:03:44 PM
Last modification on : Wednesday, November 3, 2021 - 4:01:50 AM


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Yanhua Zhang, Yun Lin, Qianqian Hou, Xi Liu, Sabrina Pricl, et al.. Novel Aryltriazole Acyclic C-Azanucleosides as Anticancer Candidates. Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2020, ⟨10.1039/d0ob02164d⟩. ⟨hal-03041312⟩



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