Design, synthesis, structural characterization, anticancer evaluation, and computational studies of novel quinoline-1,2,3-triazole glycohybrids.

ABSTRACT: A novel series of eleven phenyl-substituted quinoline 1,2,3-triazole glycoconjugates 6(a-k) was synthesized via the copper(i)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction between 2-phenyl-substituted quinoline-4-carboxylic acid propargyl ester (4a-4e) and various sugar azides (5a, 5b, and 5c). The obtained compounds were comprehensively characterized by FT-IR, ¹H NMR, ¹³C NMR, and mass spectrometry. The chemical structures of compounds 6a, 6b, and 6e were further established by single-crystal X-ray diffraction analysis. Their crystal packing was stabilized through a network of intermolecular hydrogen bonds involving C-H⋯N, N-H⋯N, and C-H⋯O (sp², sp³) interactions, which were qualitatively analyzed using Hirshfeld surface analysis.

SUBMITTER: Kumar R 

PROVIDER: S-EPMC12893069 | biostudies-literature | 2026 Feb

REPOSITORIES: biostudies-literature