Letters in Drug Design & Discovery

G. Perry
University of Texas
San Antonio, TX
USA
Email: lddd@benthamscience.org

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Schiff Bases of Isatin: Inhibitory Potential Towards Acetylcholinesterase and Butyrylcholinesterase

Author(s): Khalid Mohammed Khan, Uzma Rasool Mughal, Nida Ambreen, Nasim Hasan Rama, Farzana Naz, Shahnaz Perveen, Muhammad Iqbal Choudhary.

Abstract:

A series of different Schiff bases of isatin 1-20 was synthesized by the condensation of isatin with primary aromatic amines. It was observed that some of these compounds have the potential to inhibit acetylcholinesterase, whereas some others showed specific activity against butyrylcholinesterase, depending upon substitution on the aromatic ring. Compounds 9 and 20 showed weak acetylcholinesterase inhibitory activity having IC50 values 28.3 ± 0.26 and 159 ± 2.9 μM, respectively. Nonetheless, compounds showed a varying degree of activity against butyrylcholinesterase with IC50 values in the range of 2.8 ± 0.07-82.9 ± 2.2 μM. Compounds 5, 2, and 11 showed IC50 values 2.8 ± 0.07, 5.2 ± 0.10, and 8.1 ± 0.30 μM, respectively, Their activity was compared with standard inhibitor galanthamine IC50 = 0.5 ± 0.01 μM for acetylcholinesterase and IC50 = 8.5 ± 0.01 μM for butyrylcholinesterase, respectively. The structures of all the synthesized compounds were confirmed by spectroscopic analysis.

Keywords: Isatin, Schiff bases, Substitution effect, Butyrylcholinesterase inhibition, Galanthamine, Structure-activity relationship, Acetylcholinestrase inhibition, Butyrylcholinesterase, Gal-anthamine, AChE, senile dementia, Alzheimer's dis-ease, BChE, acetylcholine, indoles, triazoles, spiroheterocy-cle, quinolones, CHN analysis, H-NMR, EI MS, IR, UV spectroscopy, spectrometer, MeOH, Enzyme Inhibition Assay, TLC, EtOH

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Article Details

VOLUME: 7
ISSUE: 10
Year: 2010
Page: [716 - 720]
Pages: 5
DOI: 10.2174/1570180811007010716
Price: $58