title: Synthesis and molecular docking studies of some 4-phthalimidobenzenesulfonamide derivatives as acetylcholinesterase and butyrylcholinesterase inhibitors.
abstract: A series of 4-phthalimidobenzenesulfonamide derivatives were designed, synthesized and evaluated for the inhibitory activities against acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). Structures of the title compounds were confirmed by spectral and elemental analyses. The cholinesterase (ChE) inhibitory activity studies were carried out using Ellman's colorimetric method. The biological activity results revealed that all of the title compounds (except for compound 8) displayed high selectivity against AChE. Among the tested compounds, compound 7 was found to be the most potent against AChE (IC50= 1.35 ± 0.08 μM), while compound 3 exhibited the highest inhibition against BuChE (IC50= 13.41 ± 0.62 μM). Molecular docking studies of the most active compound 7 in AChE showed that this compound can interact with both the catalytic active site (CAS) and the peripheral anionic site (PAS) of AChE.
authors: a Department of Pharmaceutical Chemistry, Faculty of Pharmacy , Ege University , Bornova , Izmir , Turkey.
authors: Zeynep
authors: Z
authors: Soyer
authors: a Department of Pharmaceutical Chemistry, Faculty of Pharmacy , Ege University , Bornova , Izmir , Turkey.
authors: Sirin
authors: S
authors: Uysal
authors: a Department of Pharmaceutical Chemistry, Faculty of Pharmacy , Ege University , Bornova , Izmir , Turkey.
authors: Sulunay
authors: S
authors: Parlar
authors: a Department of Pharmaceutical Chemistry, Faculty of Pharmacy , Ege University , Bornova , Izmir , Turkey.
authors: Ayse Hande
authors: AH
authors: Tarikogullari Dogan
authors: a Department of Pharmaceutical Chemistry, Faculty of Pharmacy , Ege University , Bornova , Izmir , Turkey.
authors: Vildan
authors: V
authors: Alptuzun
mesh_terms: D000110:Acetylcholinesterase / Q000187:drug effects*; D002091:Butyrylcholinesterase / Q000187:drug effects*; D002800:Cholinesterase Inhibitors / Q000494:pharmacology*; D062105:Molecular Docking Simulation; D010797:Phthalimides / Q000737:chemistry*; D013057:Spectrum Analysis / Q000379:methods; D013449:Sulfonamides / Q000737:chemistry / Q000494:pharmacology*; D000096926:Benzenesulfonamides
chemical_list: D000110:Acetylcholinesterase; D002091:Butyrylcholinesterase; D002800:Cholinesterase Inhibitors; D010797:Phthalimides; D013449:Sulfonamides; D000096926:Benzenesulfonamides
keywords: Acetylcholinesterase inhibitor; butyrylcholinesterase inhibitor; molecular docking; phthalimide; sulfonamide