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  • In vitro anti-proliferative and in silico docking studies of heteroleptic copper(II) complexes of pyridazine-based ligands and ciprofloxacin

    Author(s)
    Rafi, UM
    Mahendiran, D
    Kumar, RS
    Rahiman, AK
    Griffith University Author(s)
    Dharmasivam, Mahendiran
    Year published
    2019
    Metadata
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    Abstract
    Three heteroleptic copper(II) complexes of the type [Cu(L1–3)(cf)(ClO4)] (1–3), where cf = ciprofloxacin, have been synthesized using pyridazine-based ligands 3-chloro-6-(salicylidenehydrazinyl)pyridazine (HL1), 3-chloro-6-(4-diethylaminosalicylidenehydrazinyl)pyridazine (HL2) and 3-chloro-6-(5-bromosalicylidenehydrazinyl)pyridazine (HL3). Electronic spectral data and magnetic moment values suggest octahedral geometry for the synthesized copper(II) complexes. Electrochemical data of the copper(II) complexes present an irreversible one-electron reduction wave in the cathodic potential region (Epc) between −0.631 and −0.670 V. ...
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    Three heteroleptic copper(II) complexes of the type [Cu(L1–3)(cf)(ClO4)] (1–3), where cf = ciprofloxacin, have been synthesized using pyridazine-based ligands 3-chloro-6-(salicylidenehydrazinyl)pyridazine (HL1), 3-chloro-6-(4-diethylaminosalicylidenehydrazinyl)pyridazine (HL2) and 3-chloro-6-(5-bromosalicylidenehydrazinyl)pyridazine (HL3). Electronic spectral data and magnetic moment values suggest octahedral geometry for the synthesized copper(II) complexes. Electrochemical data of the copper(II) complexes present an irreversible one-electron reduction wave in the cathodic potential region (Epc) between −0.631 and −0.670 V. Frontier molecular orbital calculations were carried out, and the obtained low-energy gap supports the bio-efficacy of the complexes. All the complexes were screened for their in vitro cytotoxicity activity against three human cancerous (breast adenocarcinoma (MCF-7), hepatoma (HepG-2) and cervical (HeLa)) and one non-cancerous (non-tumorigenic human dermal fibroblast (NHDF)) cell lines using MTT assay, in which complex 2 exhibited higher activity. The apoptosis induction by the complexes was analysed using the Hoechst dye staining method with MCF-7 cell line, which indicates higher apoptotic activity of complex 2. A molecular docking study was carried out to ascertain the binding affinity of the synthesized heteroleptic copper(II) complexes with phosphoinositide 3-kinase gamma (PI3Kγ) receptor.
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    Journal Title
    Applied Organometallic Chemistry
    Volume
    33
    Issue
    7
    DOI
    https://doi.org/10.1002/aoc.4946
    Subject
    Inorganic Chemistry
    Organic Chemistry
    Other Chemical Sciences
    Publication URI
    http://hdl.handle.net/10072/397624
    Collection
    • Journal articles

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