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Vol. 35 No. 12 (2023): Vol 35 Issue 12, 2023

Copyright (c) 2023 K.K.Rajasekhar Komarla

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Synthesis, Antimicrobial Activity and Dual Target Docking Studies of Novel 1-(5-Chloro-1-benzofuran-2-yl)-3-substituted Phenyl Prop-2-en-1-ones

https://doi.org/10.14233/ajchem.2023.30319
Bhargavi Posinasetty
1Department of Public Health, University of Southern Mississippi, MS-39406, USA 2Department of Dentistry, Government Dental College and Research Institute, Bellary-583104, India
https://orcid.org/0009-0004-3220-5219
Rajendra Prasad Yejjella
Department of Pharmaceutical Chemistry, University College of Pharmaceutical Sciences, Andhra University, Visakhapatnam-530003, India
https://orcid.org/0000-0002-1449-6540
Geetha Birudala
Faculty of Pharmacy, Dr. M.G.R. Educational and Research Institute, Velappanchavadi, Chennai-600077, India
https://orcid.org/0000-0002-6106-4951
Kishore Bandarapalle
Department of Pharmaceutics, Sri Padmavathi School of Pharmacy, Tiruchanur, Tirupati-517503, India
https://orcid.org/0000-0003-0032-4331
Komarla Kumarachari Rajasekhar
Department of Pharmaceutical Chemistry, Sri Padmavathi School of Pharmacy, Tiruchanur, Tirupati-517503, India
https://orcid.org/0000-0001-5611-1410
Chilamakuru Naresh Babu
Raghavendra Institute of Pharmaceutical Education and Research, Ananthapuramu-515721, India
https://orcid.org/0000-0002-8496-053X

Corresponding Author(s) : Komarla Kumarachari Rajasekhar

komarla.research@gmail.com

Asian Journal of Chemistry, Vol. 35 No. 12 (2023): Vol 35 Issue 12, 2023

Abstract

This study involved synthesizing five novel derivatives of 1-(5-chloro-1-benzofuran-2-yl)-3-substituted phenyl prop-2-en-1-ones through
the Claisen-Schmidt condensation reaction, using 5-chloro-2-acetyl benzofuran and aromatic aldehydes in the presence of base catalyst. The chemical structures of these compounds were confirmed by using IR spectroscopy, 1H NMR spectroscopy and mass spectrometry. Schrödinger docking simulations were employed to ascertain the binding affinity of the synthesized compounds to Mycobacterium tuberculosis enoyl-ACP reductase and Escherichia coli Topoisomerase IV. Subsequently, the anti-tubercular and in vitro antibacterial activities of the synthesized compounds were also investigated. Anti-tubercular efficacy was determined using the MABA method, while the antibacterial effectiveness was assessed against both Gram-positive and Gram-negative bacterial strains through the agar cup plate. The findings from these assays provide insights into the potential of these compounds as agents possessing anti-tubercular and antibacterial characteristics, thereby offering promising prospects for further investigation in the field of drug  development. 

Keywords

Benzofuranyl chalcones Antibacterial activity Anti-tubercular activity Dual target docking
Posinasetty, B., Yejjella, R. P., Birudala, G., Bandarapalle , K., Rajasekhar , K. K., & Naresh Babu , C. (2023). Synthesis, Antimicrobial Activity and Dual Target Docking Studies of Novel 1-(5-Chloro-1-benzofuran-2-yl)-3-substituted Phenyl Prop-2-en-1-ones. Asian Journal of Chemistry, 35(12), 2979–2986. https://doi.org/10.14233/ajchem.2023.30319
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