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Structural elucidation, theoretical investigation, biological screening and molecular docking studies of metal(II) complexes of NN donor ligand derived from 4-(2-aminopyridin-3-methylene)aminobenzoic acid

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Abstract

Complexes of 4-(((2-aminopyridin-3-yl)methylene)amino)benzoic acid ligand with cobalt(II) (1), nickel(II) (2), copper(II) (3), zinc(II) (4) and palladium(II) (5) are synthesized and characterized by using different spectroscopic methods like, UV–Visible, infrared, 1H, 13C NMR, molar conductance, ESR and elemental analysis. Quantum chemical computations were made using DFT (density functional theory), B3LYP functional and 6-31+ +G(d,p)/SDD basis set in order to determine optimized structure parameters, frontier molecular orbital parameters and NLO properties. Based on DFT and experimental evidence, the complexes ensured that the octahedral geometry have been proposed for complexes 1, 2 and 4, square planar for complexes 3 and 5. All the complexes showed only residual molar conductance values and hence they were considered as non-electrolytes in DMF. In addition, the anti-proliferative activity of the compounds was evaluated against different human cancer cell lines (IMR-32, MCF-7, COLO205, A549, HeLa and HEK 293) and cisplatin is used as a reference drug. Compounds 1 and 4 showed remarkable cytotoxicity in five cancer cell lines tested except MCF-7. Also, the compounds were examined for their in vitro antimicrobial and scavenging activities. The molecular docking results are well corroborated with the experimental anticancer activity results.

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Acknowledgements

Ramaiah Konakanchi, thanks the Department of Chemistry NIT Warangal and Malla Reddy Engineering College for Women (Autonomous Institution), Hyderabad, India, for support and encouragement during this research work.

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Authors and Affiliations

  1. Chemistry Division, H&S Department, Malla Reddy Engineering College for Women (Autonomous Institution), Hyderabad, 500100, India

    Ramaiah Konakanchi

  2. Department of Chemistry, National Institute of Technology, Warangal, 506004, India

    Ramaiah Konakanchi & Laxma Reddy Kotha

  3. Chemistry Division, H&S Department, Malla Reddy College of Engineering for Women, Hyderabad, 500014, India

    Geetha Swarupa Pamidimalla

  4. Department of Physics, Kakatiya University, Warangal, 506009, India

    Jyothi Prashanth

  5. Applied Chemistry Department, S. V. National Institute of Technology, Surat, 395007, India

    Togati Naveen

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Konakanchi, R., Pamidimalla, G.S., Prashanth, J. et al. Structural elucidation, theoretical investigation, biological screening and molecular docking studies of metal(II) complexes of NN donor ligand derived from 4-(2-aminopyridin-3-methylene)aminobenzoic acid. Biometals 34, 529–556 (2021). https://doi.org/10.1007/s10534-021-00293-1

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