Synthesis of New Valinol-Derived Sultam Triazoles as alpha-Glucosidase Inhibitors

摘要

alpha-Glucosidase inhibition is one of the key targets for controlling diabetes. In consideration of that, new L-valinol derived fluorinated sultam triazoles were synthesized as alpha-glucosidase inhibitors, and their activities were further compared with the precursor molecules (sulfonamides, sultams, and N-propargyl sultams). Primarily, all the synthesized sultam triazoles and precursor compounds (sulfonamides, sultams, and N-propargyl sultams) were evaluated for different biological activities, including cytotoxicity, anti-inflammatory, and alpha-glucosidase inhibitory activities. Results revealed that only sultam triazoles exhibited inhibition against alpha-glucosidase enzyme (IC50 values: 173 to 194 mu M) using acarbose (IC50: 875.85 +/- 2.03 mu M) as the standard drug. These sultam triazoles were prepared after few steps, starting from enantiopure L-valinol, which differ electronically (due to the position of fluorine atom and different positions on aromatic ring). Structures of all the compounds were evaluated using different spectroscopic techniques. Kinetics of active compounds were also investigated to find their mode of inhibition.