Abstract
2-Indolcarbohydrazones 1-28 were synthesized and evaluated for their alpha-glucosidase inhibitory potential. A varying degree of inhibitory potential with IC50 values in the range of 2.3 +/- 0.11-226.4 +/- 6.8 mu M was observed while comparing these outcomes with the standard acarbose (IC50 = 906.0 +/- 6.3 mu M). The stereochemistry of ten (10) randomly selected compounds (1, 3, 6, 8, 12, 18, 19, 23, 25 and 28) was predicted by Density Functional Theory (DFT). The stability of E isomer was deduced by comparing the calculated and experimental vibration modes of nu(C=O), nu(N=C) and nu(CH) (CH in -N=CH-R). It was observed that except compound 18, all other compounds were deduced to have E configuration while molecular modeling studies revealed the key interactions between enzyme and synthesized compounds. (C) 2015 Elsevier Inc. All rights reserved.