New Sulfonate-Semicarbazone Hybrid Molecules: Synthesis, Theoretical Evaluations, Molecular Simulations, and Butyrylcholinesterase Inhibition Activity.

ABSTRACT: In the present work, 18 novel semicarbazone-sulfonate hybrids were synthesized to evaluate their potential as butyrylcholinesterase (BChE) inhibitors. Among all compounds, 4-[(E)-(2-carbamoylhydrazinylidene)-methyl]-phenyl 2-(trifluoromethoxy)-benzene-1-sulfonate (12), 4-[(E)-(2-carbamoylhydrazinylidene)-methyl]-phenyl naphthalene-1-sulfonate (17), and 4-[(E)-(2-carbamoylhydrazinylidene)-methyl]-phenyl naphthalene-2-sulfonate (18) exhibited the most potent BChE inhibition, with IC₅₀ values of 61.88, 77.02, and 93.67 μM, respectively, outperforming the reference drug pyridostigmine bromide (IC₅₀: 130.04 μM). As shown by molecular docking studies, numerous interactions, including hydrogen bonds, π-π stacking, π-sulfur contacts,

SUBMITTER: Kursun-Aktar BS 

PROVIDER: S-EPMC12809313 | biostudies-literature | 2026 Jan

REPOSITORIES: biostudies-literature