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Synthesis, characterization, and anti-cancer activity of chalcone derivatives as-potent anaplastic lymphoma kinase inhibitors

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Abstract

Chalcone derivatives (7a–k) have been synthesized and characterized by 1H-NMR, 13C-NMR, mass, and elemental analysis. The synthesized compounds 7a, 7d, and 7g have been examined and it is confirmed that the most promising cytotoxicity and also cell morphology analysis exhibited good apoptotic activity against lung cancer A549 cell. The free energy binding of compound 7d exhibits − 8.96 kcal/mol with five hydrogen bonding Asn1254, Arg1253, Asp1249, and Gly1123 amino acids of ALK receptors. The LUMO of the electron density present in α, β-double bond and influence the anticancer activity. The Mulliken atomic charges and MEPs are scrutinizing the ligand interaction with the amino acid binding of ALK receptors. UV-visible and photoluminescence spectra showed that the properties of chalcone derivatives have a significant effect on the visible absorption and emission maxima (531–535 nm) red shift in the emission spectra which also systematically investigated electrochemical in various solvents with increasing solvent polarity.

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Authors and Affiliations

  1. Department of Chemistry, Presidency College, Chennai, Tamil Nadu, 600005, India

    Sivalingam Lakshmanan, K. Mahalakshmi, K. Thirumurugan, N. Ramalakshmi & S. Arul Antony

  2. Department of Chemistry, BIHER, Bharath University, Chennai, 600 073, India

    Sivalingam Lakshmanan

  3. School of Chemistry, Madurai Kamaraj University, Madurai, 625021, India

    Dharman Govindaraj

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  1. Sivalingam Lakshmanan
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  2. Dharman Govindaraj
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  4. K. Thirumurugan
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  5. N. Ramalakshmi
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  6. S. Arul Antony
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Contributions

All authors contributed to the study conception and design. Material preparation, data collection, and analysis were performed by [Sivalingam Lakshmanan], [Dharman Govindaraj], [K. Mahalakshmi], [K. Thirumurugan], [N. Ramalakshmi], and [S. Arul Antony]. The first draft of the manuscript was written by [Sivalingam Lakshmanan] and all authors commented on previous versions of the manuscript. All authors read and approved the final manuscript.

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Correspondence to Sivalingam Lakshmanan.

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Lakshmanan, S., Govindaraj, D., Mahalakshmi, K. et al. Synthesis, characterization, and anti-cancer activity of chalcone derivatives as-potent anaplastic lymphoma kinase inhibitors. Struct Chem 32, 1597–1609 (2021). https://doi.org/10.1007/s11224-020-01707-5

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  • DOI: https://doi.org/10.1007/s11224-020-01707-5

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