ArticleChemMedChem2026
Synthesis of Novel d-Glucopyranuronamide-Based Nucleos(t)ide Analogs Bearing (Triazolyl)methyl Phosph(on)ate Motifs With Anticancer and Antibacterial Potential.
Article in ChemMedChem, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
The synthesis and evaluation of the antiproliferative and antibacterial potential of novel d-glucuronamide-based nucleoside analogs and isonucleotides is reported. The synthesized molecules comprise an anomeric (triazolyl)methyl phosphonate or phosphate motif and a dodecyl chain or a (triazolyl)ethyl purine system at the amide moiety. Their synthesis involved a 1,3-dipolar cycloaddition between N-propargyl or N-dodecyl glucuronamidyl azides with propargyl alcohol or propargyl bromide and further O-phosphorylation or Arbuzov reaction, respectively, to furnish glucuronamidyl (triazolyl)methyl phosphate/phosphonate derivatives. N-Propargyl glucuronamidyl derivatives were then engaged in cycloaddition with 9-azidoethyl-6-chloropurine to afford 6-chloropurine isonucleotides. Isonucleoside (triazolyl)methyl phosphonate/phosphates containing a 3-O-dodecyl moiety displayed significant antiproliferative activities in chronic myeloid leukemia (K562) and breast cancer (MCF-7) cells with GI
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