Synthesized thiazole-based hydrazides and their spectral characterization along with biological studies: Promising quantum chemical insights

Hydrazide scaffold is very significant in medicinal and synthetic chemistry. Hydrazides lead to heterocyclic pharmacophores exhibiting substantial physicochemical properties. Synthesis of 2-(2-(arylidene)hydrazinyl)thiazole-4-carbohydrazides (BHTC1-BHTC6) (48-69%), was accomplished through multistep sequence, incorporating variable electronic properties in the arylidene moiety. The structures of the accomplished synthetic design were established via FT-IR, HRMS, 1 H and 13CNMR . The alpha-Amylase study of all new compounds showed percentage inhibition values within the range of 17.78 +/- 0.023 to 31.00 +/- 0.19 at 50 mu g/mL as compared to acarbose (85.56 +/- 0.56, at 50 mu g/mL). However, the synthesized compounds also exhibited moderate to good protein kinase inhibition as well. The computational anal-yses were also accomplished for BHTC1-BHTC6 at M06 functional with a 6-31G(d,p) basis set. To eluci-date the stability and ICT of the compounds, NBO and FMO analyses were conducted. The synthesized compound BHTC6 displayed the lowest bandgap value, i.e., 4.355 eV among BHTC1-BHTC5. The global reactivity parameters were correlated with their bandgap data and BHTC6 was concluded to express a high value of softness and a low hardness value among entitled compounds. Moreover, UV-Vis analysis indicates that BHTC6 is the most bathochromically shifted among all designed compounds, possessing Amax of 381.534 nm. The aforementioned results reveal that these compounds may prove significant in developing better enzyme inhibitors or antimicrobial agents. (C) 2022 Elsevier B.V. All rights reserved.