Structural elucidation, molecular docking, α-amylase and α-glucosidase inhibition studies of 5-amino-nicotinic acid derivatives

In this study, 5-amino-nicotinic acid derivatives (1-13) have been designed and synthesized to evaluate their inhibitory potential against alpha-amylase and alpha-glucosidase enzymes. The synthesized compounds (1-13) exhibited promising alpha-amylase and alpha-glucosidase activities. IC(50)values for alpha-amylase activity ranged between 12.17 +/- 0.14 to 37.33 +/- 0.02 mu g/mL +/- SEM while for alpha-glucosidase activity the IC(50)values were ranged between 12.01 +/- 0.09 to 38.01 +/- 0.12 mu g/mL +/- SEM. In particular, compounds2and4-8demonstrated significant inhibitory activities against alpha-amylase and alpha-glucosidase and the inhibitory potential of these compounds was comparable to the standard acarbose (10.98 +/- 0.03 and 10.79 +/- 0.17 mu g/mL +/- SEM, respectively). In addition, the impact of substituent on the inhibitory potential of these compounds was assessed to establish structure activity relationships. Studies in molecular simulations were conducted to better comprehend the binding properties of the compounds. All the synthesized compounds were extensively characterized with modern spectroscopic methods including(1)H-NMR,C-13-NMR, FTIR, HR-MS and elemental analysis.