Abstract

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, 1H and 13CNMR . The α-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 µg/mL as compared to acarbose (85.56±0.56, at 50 µg/mL). However, the synthesized compounds also exhibited moderate to good protein kinase inhibition as well. The computational analyses were also accomplished for BHTC1-BHTC6 at M06 functional with a 6–31G(d,p) basis set. To elucidate 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 λmax of 381.534 nm. The aforementioned results reveal that these compounds may prove significant in developing better enzyme inhibitors or antimicrobial agents.

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call

Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.