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Pak J Pharm Sci. 2014 Mar;27(2):271-8.

Synthesis, characterization and enzyme inhibition study of O-substituted derivatives of chlorinated coumarin.

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Department of Chemistry, Government College University, Lahore, Pakistan.
Department of Biochemistry & Biotechnology; The Islamia University of Bahawalpur, Pakistan.
Department of Pharmacy, The Islamia University of Bahawalpur, Pakistan.


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.

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