Design, synthesis, and activity of 2-aminochromone core -bis-1,2,3-triazole derivatives using click chemistry.

UNLABELLED

A new series of 2-aminochromone-based -di-1,2,3-triazole hybrid heterocycles were synthesized in one pot from -terminal dialkyne 2-aminochromone with various organo azides by following the click strategy using classical Cu(I)-catalyzed azide-alkyne [3 + 2] annulation reaction. The synthesized compounds were well characterized by using various spectral analyses such as IR, H NMR, C NMR, and HRMS data for their structural elucidation. All newly synthesized compounds have been investigated for anti-microbial activity against Gram-positive, Gram-negative bacteria, and fungal strains and exhibited high activity against microbial growth when compared with standard anti-bacterial agents. These derivatives were tested for anti-cancer activity against HeLa cell lines and found that all compounds exhibit good activity with IC values ranging from 0.11 to 1.04 µM than standard curcumin (IC 4.83 ± 0.44 µM). The molecular docking studies of the synthesized compounds with the affinity of ligands toward the target protein dual-specificity tyrosine-regulated kinase 2, DYRK2 (PDB id: 5ZTN) molecular docking were shown a better Moldock score performed compared to standard.

SUPPLEMENTARY INFORMATION

The online version contains supplementary material available at 10.1007/s11696-022-02449-w.