Title:Synthesis of Novel and Highly Functionalized 4-hydroxycoumarin Chalcone and their Pyrazoline Derivatives as Anti-Tuberculosis Agents
VOLUME: 11 ISSUE: 2
Author(s):Mohammad Asad, Farzana Beevi, Suresh Pandian Ganesan, Chuan-Wei Oo, Raju Suresh Kumar, Venu Laxmipathi, Hasnah Osman and Mohamed Ashraf Ali
Affiliation:New Drug Discovery Research, Department of Medicinal Chemistry, Alwar Pharmacy College, Alwar, Rajasthan–301030,India.
Keywords:Mycobacterium tuberculosis, 3-Acetyl-4-hydroxycoumarins, Chalcones and Pyrazolines.
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.
