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Vol. 36 No. 4 (2024): Vol 36 Issue 4, 2024

Copyright (c) 2024 Lakshmana B, Abhirami D, Rangaswamy J, Abhirami D, Vinaya , Dwarakanath V, Dr.Y.B.Basavaraju Yeriyuru

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This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis, Anticancer Evaluation and Molecular Docking Studies of 1-(2-Fluorobenzyl)piperazine Triazoles: A Novel Breast Cancer Cell Inhibitors

https://doi.org/10.14233/ajchem.2024.31303
Lakshmana Beliyaiah
Department of Studies in Chemistry, Manasagangothri, University of Mysore, Mysore-570006, India
https://orcid.org/0009-0003-3548-6338
Rangaswamy Javarappa
Department of Chemistry, Poornaprajna College, Shri Admar Mutt Education Council, Mangalore University, Udupi-576101, India
https://orcid.org/0000-0001-8131-2118
Abhirami Dilkalal
Department of Botany, Bangalore University, Jnana Bharathi, Bangalore-560056, India
https://orcid.org/0000-0002-0808-0987
Vinaya
Department of Studies in Chemistry, Manasagangothri, University of Mysore, Mysore-570006, India
https://orcid.org/0009-0006-7899-9434
V. Dwarakanath
Department of Studies in Biotechnology, Tumkur University, Tumkur-572103, India
https://orcid.org/0000-0001-8065-8723
Yeriyur B. Basavaraju
Department of Studies in Chemistry, Manasagangothri, University of Mysore, Mysore-570006, India
https://orcid.org/0000-0003-4840-7726

Corresponding Author(s) : Yeriyur B. Basavaraju

ybb2706@gmail.com

Asian Journal of Chemistry, Vol. 36 No. 4 (2024): Vol 36 Issue 4, 2024

Abstract

New series of 1-(2-fluorobenzyl)piperazine triazoles 7(a-k) have been synthesized and evaluated for anticancer activity. The molecular structures of all the compounds were established by employing 1H NMR, 13C NMR and mass spectral analysis. In vitro anticancer activity was evaluated using MTT assay against MCF7 breast cancer cell line. Compounds 7i and 7j bearing 4-fluorophenyl and 2-fluorophenyl pendant from triazole substituent phenyl ring exhibited the highest anticancer efficacy with IC50 values of 12.09 µg/mL and 15.12 µg/mL, respectively. A molecular docking study conducted on human HER2 complexed with hercepatin fab was acquired from Protein Data Bank (PDB ID: 1N8Z). Molecular docking studies demonstrated Leu443, Gly442 and Leu27 as key residues interacting with active compounds.

Keywords

1-(2-Fluorobenzyl)piperazine Triazole Click chemistry Anticancer activity Molecular docking
Beliyaiah, L., Javarappa, R., Dilkalal, A., Vinaya, Dwarakanath, V., & Basavaraju, Y. B. (2024). Synthesis, Anticancer Evaluation and Molecular Docking Studies of 1-(2-Fluorobenzyl)piperazine Triazoles: A Novel Breast Cancer Cell Inhibitors. Asian Journal of Chemistry, 36(4), 948–954. https://doi.org/10.14233/ajchem.2024.31303
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