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.

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Cite this paper

@article{Rehman2014SynthesisCA, title={Synthesis, characterization and enzyme inhibition study of O-substituted derivatives of chlorinated coumarin.}, author={Aziz-ur Rehman and Sehreen Magsi and Muhammad Athar Abbasi and Shahid Rasool and Abdul Malik and Ghulam Hussain and Muhammad Ashraf and Noreen Khalid Noreen Khalid}, journal={Pakistan journal of pharmaceutical sciences}, year={2014}, volume={27 2}, pages={271-8} }