Synthesis and Trypanocidal Evaluation of Some Novel 2-(Substituted Benzylidene)-5, 7-Dibromo-6-Hydroxy-1-Benzofuran-3(2H)-Ones

K. L. Ameta, Nitu S. Rathore, Biresh Kumar, Edith S. Malaga M, Manuela Verastegui P, Robert H. Gilman, B. L. Verma

Department of Chemistry, FASC, Mody Institute of Technology & Science, Lakshmangarh, India.
Department of Chemistry, MLS University, Udaipur, India.
Department of International Health, Bloomberg School of Public Health, Johns Hopkins University, Baltimore, USA.
Department of Microbiology, Faculty of Science and Philosophy, Universidad Peruana Cayetano Heredia, Lima, Peru.

DOI: 10.4236/ijoc.2012.223040                

Abstract

Substituted 2-benzylidene-1-benzofuran-3-ones are commonly known as aurones. This class of bioactive heterocycles belongs to flavonoid family. The article intends to put forth the rational design and synthesis of a new series of aurones using 3’,5’-dibromo-2’,4’-dihydroxychalcones and copper bromide in presence of DMF-water mixture (8:2, v/v) for the first time. Preliminary bioassay shows that most of compounds have good trypanocidal activity against Trypanosoma cruzi at 10 μg/mL. Few compounds are equally potent to the standard drugs Benznidazole and Nifurtimox. The structures of the newly synthesized products 2a-n were established by elemental analysis, FTIR, 1H NMR, 13C NMR and mass spectroscopic studies.

Keywords

Chalcones; Aurones; Trypanosoma cruzi; Chagas Disease; Inhibition

Conflicts of Interest

The authors declare no conflicts of interest.

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