Antimicrobial Evaluation of New Synthesized Pyridine Nucleosides Under Solvent-Free Conditions

Abstract

Two series of novel 3-cyano-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxo) pyridines and 3-cyano-2-(2,3,5-tri-O-acetyl-β-D-ribofuranosyloxy)-4-trifluromethyl-6-phenyl pyridine were synthesized using efficient microwave methods. The targeted compounds were obtained in high yields by reacting 2-(1H)-pyridone or its salt with activated sugars using SiO₂ under solvent-free conditions. Ammonolysis of the resulted acetylated nucleosides produced 3-cyano-2-(β-D-glucopyranosyloxo)-pyridines and 3-cyano-2-(β-D-ribofuranosyloxy)-4-trifluoromethyl-6-phenyl pyridine. These new products were fully characterized using 1D and 2D NMR. These compounds were screened for their antibacterial activities against G⁺ and G^– bacteria and some found to exhibit better antibacterial activities than the control drug.

Keywords:

• 2(1H)-pyridone
• nucleosides
• microwave
• green synthesis
• antimicrobial
• solvent-free conditions

Acknowledgments

The authors thank the Department of Chemistry, Faculty of Science, UAEU, for the use of their spectroscopic analysis facilities such as FTIR, LC-MS, and FT-NMR (200 & 400 MHz).