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Vol. 36 No. 12 (2024): Vol 36 Issue 12, 2024

Copyright (c) 2024 Raju Barothu, Nagendra Babu Chilakala, Sharada Etnoori, Dasari Ayodhya, Premalatha Kokku

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Design, Synthesis, Anticancer, Antimicrobial and Molecular Docking Studies of Substituted 2-[2,4-Bis-(1-phenyl-1H-[1,2,3]triazol-4-ylmethoxy)phenyl]-1H-benzoimidazole Derivatives

https://doi.org/10.14233/ajchem.2024.32819
Raju Barothu
Department of Chemistry, Osmania University, Hyderabad-500007, India
https://orcid.org/0009-0007-2804-7256
Nagendra Babu Chilakala
Department of Chemistry, Osmania University, Hyderabad-500007, India
https://orcid.org/0009-0001-3669-2120
Sharada Etnoori
Department of Chemistry, Osmania University, Hyderabad-500007, India
https://orcid.org/0009-0007-4325-4376
Dasari Ayodhya
Chemical Group, Intellectual Property India, Patent Office, Chennai-600032, India
https://orcid.org/0000-0001-9831-9068
Premalatha Kokku
Department of Chemistry, Osmania University, Hyderabad-500007, India; Department of Chemistry, Telangana Mahila Viswavidyalayam, Hyderabad-500095, India
https://orcid.org/0000-0002-7542-2203

Corresponding Author(s) : Premalatha Kokku

premasheshu@gmail.com

Asian Journal of Chemistry, Vol. 36 No. 12 (2024): Vol 36 Issue 12, 2024

Abstract

In this work, a novel series of substituted 2-[2,4-bis-(1-phenyl-1H-[1,2,3]triazol-4-ylmethoxy)-phenyl]-1H-benzoimidazole derivatives (9a-o) has been designed and synthesized. These new compounds were subjected to analyze the cytotoxicity assays against MCF-7 (breast cancer), HeLa (cervical cancer) and PC-3 (prostrate cancer) cancer cell lines. Among them, compound 9m was most prominent against all cancer cell lines and compounds 9b, 9g, 9j, 9k, 9n and 9o displayed effective inhibition of the cancer cell lines. Meanwhile, the synthesized 1,2,3-triazole derivatives (9a-o) were evaluated for in vitro antibacterial and antifungal activity against Gram-positive bacteria and Gram-negative bacteria as well as fungi, among them compound 9m shows efficient activity. Furthermore, molecular docking investigations were conducted on the newly developed derivative compounds (9a-o), in conjunction with the standard drug doxorubicin, targeting the EGFR kinase protein (PDB ID: 3W33). Compounds 9a and 9m demonstrated exceptional binding energies of -12.1 kcal/mol and -12.2 kcal/mol, respectively, unveiling their superior binding affinity compared to doxorubicin.

Keywords

Substituted 1,2,3-triazoles Click chemistry Human cancer cell lines Antimicrobial activity Docking studies
Barothu, R., Chilakala, N. B., Etnoori, S., Ayodhya, D., & Kokku, P. (2024). Design, Synthesis, Anticancer, Antimicrobial and Molecular Docking Studies of Substituted 2-[2,4-Bis-(1-phenyl-1H-[1,2,3]triazol-4-ylmethoxy)phenyl]-1H-benzoimidazole Derivatives. Asian Journal of Chemistry, 36(12), 2921–2930. https://doi.org/10.14233/ajchem.2024.32819
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