Thiazolidine-4-One Clubbed Pyrazoles Hybrids: Potent Alpha-Amylase And Alpha-Glucosidase Inhibitors With Nlo Properties

Molecular hybrids based on thiazolidin-4-one and pyrazolyl pharmacophore (THZP) as new antidiabetic agents were synthesized. Two sets of signals came into view in H-1 NMR of THZP8-THZP14 exhibited the presence of a configurational isomeric mixture of 2E,5Z (38.24%-41.58%) and 2Z,5Z isomers (58.42%-61.76%), which was further endorsed by density functional theory (DFT) studies. All the compounds exhibit promising nonlinear optical properties (NLO). Further, the biological potential of THZPs was explored in terms of alpha-amylase and alpha-glucosidase inhibition. DFT-based descriptors were calculated to describe the reactivity, and a relationship was developed with biological activities. THZP9 and THZP14 showed remarkable inhibition of alpha-amylase and alpha-glucosidase with IC50 9.90 mu M and 4.84 mu M, respectively, as compared with standard drug acarbose.