title: Synthesis, characterization and enzyme inhibition study of O-substituted derivatives of chlorinated coumarin.
abstract: Coumarins have much importance in dyes, drugs, perfumes and pesticides. In the demonstrated research work, a benignant series of chlorinated coumarins was synthesized and screened against different enzymes. First, 6-Chloro-7-hydroxy-4-methyl-2H-chromen-2-one (3) was geared up by the reaction of 4-chlororesorcinol (1) and ethyl acetoacetate (2) in the presence of concentrated H(2)SO(4). Second, various O-substituted derivatives of chlorinated coumarins, 5a-j, were set up by pairing different alkyl/aralkyl halides, 4a-j, with 3 in the presence of NaH in DMF as solvent. The structures of all the synthesized compounds were clarified through spectral analysis using EI-MS, IR and (1)H-NMR. The different enzymes used for the evaluation of bioactivity of all the synthesized compounds were acetyl cholinesterase (AChE), butyryl cholinesterase (BChE) and lipoxygenase (LOX). The most proficient activity was shown against both cholinesterase enzymes.
authors.affiliation: Department of Chemistry, Government College University, Lahore, Pakistan.
authors.forename: Aziz-ur
authors.initials: AU
authors.lastname: Rehman
authors.affiliation: Department of Chemistry, Government College University, Lahore, Pakistan.
authors.forename: Sehreen
authors.initials: S
authors.lastname: Magsi
authors.affiliation: Department of Chemistry, Government College University, Lahore, Pakistan.
authors.forename: Muhammad Athar
authors.initials: MA
authors.lastname: Abbasi
authors.affiliation: Department of Chemistry, Government College University, Lahore, Pakistan.
authors.forename: Shahid
authors.initials: S
authors.lastname: Rasool
authors.affiliation: Department of Chemistry, Government College University, Lahore, Pakistan.
authors.forename: Abdul
authors.initials: A
authors.lastname: Malik
authors.affiliation: Department of Chemistry, Government College University, Lahore, Pakistan.
authors.forename: Ghulam
authors.initials: G
authors.lastname: Hussain
authors.affiliation: Department of Biochemistry & Biotechnology; The Islamia University of Bahawalpur, Pakistan.
authors.forename: Muhammad
authors.initials: M
authors.lastname: Ashraf
authors.affiliation: Department of Pharmacy, The Islamia University of Bahawalpur, Pakistan.
authors.forename: Noreen Khalid
authors.initials: NK
authors.lastname: Noreen Khalid
mesh_terms: D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology; D002855:Chromatography, Thin Layer; D003374:Coumarins / Q000138:chemical synthesis* / Q000494:pharmacology*; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D054879:Halogenation; D007202:Indicators and Reagents; D016859:Lipoxygenase Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D013055:Spectrophotometry, Infrared; D013329:Structure-Activity Relationship
chemical_list: D002800:Cholinesterase Inhibitors; D003374:Coumarins; D004791:Enzyme Inhibitors; D007202:Indicators and Reagents; D016859:Lipoxygenase Inhibitors