title: Synthesis of brominated 2-phenitidine derivatives as valuable inhibitors of cholinesterases for the treatment of Alzheimer's disease.
abstract: The present study reports the synthesis of a series N-substituted derivatives of brominated 2-phenitidine. First, the reaction of 2-phenitidine (1) with benzenesulfonyl chloride (2) in aqueous media yielded N-(2-ethoxyphenyl) benzenesulfonamide (3), which was then subjected to bromination with bromine in the presence of glacial acetic acid to give N-(4,5-dibromo-2-ethoxyphenyl) benzenesulfonamide (4). Secondly, the product (4) on further treatment with alkyl/aryl halides (5a-l) in the presence of lithium hydride (LiH) produced twelve new derivatives of N-substituted sulfonamides (6a-l). These were characterized by (1)H-NMR spectrum and screened against acetylcholinesterase (AChE), butyrylcholinesterase (BChE) and lipoxygenase (LOX) and were found to be valuable inhibitors of butyrylcholinesterase (BChE) and acetylcholinesterase (AChE). Few of them were also active against LOX.
authors.affiliation: Department of Chemistry, Government College University, Lahore-54000, Pakistan.
authors.forename: Muhammad Athar
authors.initials: MA
authors.lastname: Abbasi
authors.affiliation: Department of Chemistry, Government College University, Lahore-54000, Pakistan.
authors.forename: Amna
authors.initials: A
authors.lastname: Saeed
authors.affiliation: Department of Chemistry, Government College University, Lahore-54000, Pakistan.
authors.lastname: Aziz-Ur-Rehman
authors.affiliation: HEJ Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan.
authors.forename: Khalid
authors.initials: K
authors.lastname: Mohmmed Khan
authors.affiliation: Department of Biochemistry and Biotechnology.
authors.forename: Muhammad
authors.initials: M
authors.lastname: Ashraf
authors.affiliation: Department of Pharmacy, The Islamia University of Bahawalpur, Bahawalpur-63100, Pakistan.
authors.forename: Syeda Abida
authors.initials: SA
authors.lastname: Ejaz
keywords: 1H-NMR; 2-phenitidine; Acetylcholinesterase; Bromination; Bytyrylcholinesterase; Lipoxygenase; Sulfonamide
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