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Letters in Drug Design & Discovery

Editor-in-Chief

ISSN (Print): 1570-1808
ISSN (Online): 1875-628X

Synthesis of Novel and Highly Functionalized 4-hydroxycoumarin Chalcone and their Pyrazoline Derivatives as Anti-Tuberculosis Agents

Author(s): Mohammad Asad, Farzana Beevi, Suresh Pandian Ganesan, Chuan-Wei Oo, Raju Suresh Kumar, Venu Laxmipathi, Hasnah Osman and Mohamed Ashraf Ali

Volume 11, Issue 2, 2014

Page: [222 - 230] Pages: 9

DOI: 10.2174/15701808113109990055

Price: $65

Abstract

Condensation of ketones 1a-b with deferent aldehydes 2a-e gives chalcones 3a-j. These chalcones on cyclization with hydrazine hydrate/ phenylhydrazine in the presence of glacial acetic acid give the corresponding pyrazolines 4a-t. The structures of new compounds have been established by extensive IR, NMR and X-ray crystallographic studies and were assayed for their antitubercular activity against M. tuberculosis H37Rv and INH resistant M. tuberculosis strains using agar dilution method. Among the both derivative compounds, 4-hydroxy-3-(5-(4- trifluoromethyl)phenyl)-4,5-dihydro-1H-pyrazol-3-yl-2H-chromen-2-one 4m produced the highest efficacy, exhibited >90% inhibition against MTB at a concentration of 4.94 µM and against INHR-MTB at 14.78 µM.

Keywords: Mycobacterium tuberculosis, 3-Acetyl-4-hydroxycoumarins, Chalcones and Pyrazolines.


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