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Vol. 36 No. 3 (2024): Vol 36 Issue 3, 2024

Copyright (c) 2024 K.K.Rajasekhar Komarla

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Oxacyanopyridine-Benzofuran Hybrids: Synthesis, in silico Toxicity Assessment, in vitro Antimicrobial Activity and Dual Target Docking Studies

https://doi.org/10.14233/ajchem.2024.31092
Bhargavi Posinasetty
Department of Dentistry, Government Dental College and Research Institute, Bellary-583104, India
https://orcid.org/0009-0004-3220-5219
Ashish Ashokkumar Jaiswal
HKE Society’s Matoshree Taradevi Rampure Institute of Pharmaceutical Sciences, Kalaburagi-585105, India
https://orcid.org/0009-0006-6597-1299
Rajendra Prasad Yejjella
Department of Pharmaceutical Chemistry, University College of Pharmaceutical Sciences, Andhra University, Visakhapatnam-530003, India
https://orcid.org/0000-0002-1449-6540
Hari Veluru
Departmet of Pharmacology, MB School of Pharmaceutical Sciences, Mohan Babu University, Sree Sainath Nagar, A Rangampet, Tirupati-517102, India
https://orcid.org/0000-0003-0120-1923
Kishore Bandarapalle
Department of Pharmaceutics, Sri Padmavathi School of Pharmacy, Tiruchanur, Tirupati-517503, India
https://orcid.org/0000-0003-0032-4331
Rajasekhar Komarla Kumarachari
Department of Pharmaceutical Chemistry, Sri Padmavathi School of Pharmacy, Tiruchanur, Tirupati-517503, India
https://orcid.org/0000-0001-5611-1410

Corresponding Author(s) : Rajasekhar Komarla Kumarachari

komarla.research@gmail.com

Asian Journal of Chemistry, Vol. 36 No. 3 (2024): Vol 36 Issue 3, 2024

Abstract

This study emphasizes the synthesis and characterization of a novel series of oxa cyano pyridine heterocyclic molecular hybrids (OCP 1-6), integrating pyridine and benzofuran motifs. Meticulously designed from 5-chlorosalicylaldehyde in a multistep process, the synthesized compounds were structurally confirmed through IR spectroscopy, 1H NMR spectroscopy, and mass spectrometry. Computational predictions highlighted diverse properties, including antitubercular and antibacterial attributes, bioactivity scores, toxicity profiles and potential molecular targets. In vitro assessments and Schrödinger docking simulations revealed binding affinities to enzymes viz. Mycobacterium tuberculosis enoyl-ACP reductase and Escherichia coli Topoisomerase IV. Compounds, particularly OCP 2, 3, 4 and 5, exhibited significant antitubercular and antibacterial activities in both in vitro assessments and docking simulations. This study underscores the substantial potential of the synthesized hybrids as promising candidates for further lead optimization, positioning them as valuable contributors to the development of pharmaceutical agents with heightened potency and enhanced safety profiles.

Keywords

Oxacyano pyridine Benzofuran Antitubercular activity Antibacterial activity Dual target docking
Posinasetty, B., Jaiswal, A. A., Yejjella, R. P., Veluru, H., Bandarapalle, K., & Kumarachari, R. K. (2024). Oxacyanopyridine-Benzofuran Hybrids: Synthesis, in silico Toxicity Assessment, in vitro Antimicrobial Activity and Dual Target Docking Studies. Asian Journal of Chemistry, 36(3), 593–602. https://doi.org/10.14233/ajchem.2024.31092
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