Sulfonamide Derived Esters: Synthesis, Characterization, Density Functional Theory and Biological Evaluation through Experimental and Theoretical Approach

Abstract

A series of new solid esters was synthesized by using greener chemistry strategy involving simple reaction of an alcohol with sulfonamide ligand. Characterization study of these methyl (1), ethyl (2) isopropyl (3) and n-butyl (4) ester of 4-((4-chlorophenylsulfonamido)methyl)cyclohexanecarboxylic acid was done by using FTIR, NMR mass spectrometry and X-ray crystallography. The compounds were optimized with Gaussian software according to basis set B3LYP/6-31G(d,p) and their different parameters related to structure were calculated. Furthermore, all compounds of the series were screened for their in vitro biological applications involving anti-bacterial (Chromohalobactor salixgens, Halomonas halofila, Escherichia coli, Staphylococcus aureus, Bacillus subtilis, and Shiegella sonnei), anti-fungal (Aspergillus niger), anti-oxidant (DPPH scavenging activity) and enzyme inhibition (acetylcholine esterase and butyrylcholine esterase) study. Sulfonamide based esters were also docked against selected enzymes (AChE and BChE) using MOE software for their mode of binding. Results obtained from these biological evaluations showed that such compounds have potential against targeted activity.

Designing of Thiazolidinones for COVID‐19 and its Allied Diseases: An In silico Evaluation

“…Docking results and analysis with graphical representation were determined with the help of MOE and the discovery studio visualizer. [ 33 , 40 ] For interactional analysis of Spike Glycoprotein of SARS‐Cov2 and 55 heterocyclic compounds, The protein was retrieved from the Protein Data Bank from the PDB ID of 6VXX. The synthetic heterocyclic compunds were converted into PDB format from conical SMILES by utilization of OpenBable.…”

“…2D ligand enzyme interaction was checked with the help of the ligand interaction module of MOE. Docking results and analysis with graphical representation were determined with the help of MOE and the discovery studio visualizer [33,40] . For interactional analysis of Spike Glycoprotein of SARS‐Cov2 and 55 heterocyclic compounds, The protein was retrieved from the Protein Data Bank from the PDB ID of 6VXX.…”

Synthesis of dimeric 1,2-benzothiazine 1,1-dioxide scaffolds: molecular structures, Hirshfeld surface analysis, DFT and enzyme inhibition studies

“…55,56 Docking studies Docking studies for the compounds 5-8 were performed with online free soware according to the reported method. [57][58][59][60] The AChE and BChE with PDB codes 1EVE and 1P0I, respectively were utilized for docking purposes. The 2D ligand enzyme interactions were established via the ligand interaction module.…”

Theoretical and experimental investigation of thiourea derivatives: synthesis, crystal structure, in-silico and in-vitro biological evaluation

“…All calculations were carried out with 6-31G(d,p) basis set [17,18]. During optimization with DFT, the input file was taken from the XRD data of synthesized compound (where applicable) and matched with the experimental data via DFT studies [19,20] .…”