Facile synthesis, Spectral investigation, in vitro and in silico studies of Thiophenecarboxamide-α,β-unsaturated ketone hybrids

Abstract

Thiophenecarboxamide-α,β-unsaturated ketone (TCKs) hybrids were synthesized and scrupulously characterized by nuclear magnetic resonance spectroscopy (NMR) by the theoretical and experimental methods, Electrospray ionization mass (ESI-MS), Fourier transform infrared (FT-IR) and ultraviolet-visible spectroscopic techniques by experimental and theoretical methods. The anti-inflammatory and antidiabetic activities were tested for TCKs using protein anti-denaturation and the α-amylase inhibitory methods respectively. The molecular docking studies for TCKs were inspected and data were supported by their molecular parameters that were determined using density functional theory calculations (DFT). The obtained results of TCKs showed a lower band gap and higher electrophilicity index values. Molecular docking studies were investigated against the α-amylase and cyclooxygenase enzymes to compare the tentative results. The TCKs showed very good hydrogen bonding interactions with amino acid residues of the enzymes. In addition, ADMET study, Protox-II toxicity predictions were performed to check the pharmacological properties of TCKs.