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    Synthesis, characterisation and antimicrobial activity of copper(II) and manganese(II) complexes of coumarin-6,7-dioxyacetic acid (cdoaH2) and 4-methylcoumarin-6,7-dioxyacetic acid (4-MecdoaH2): X-ray crystal structures of [Cu(cdoa)(phen)2] · 8.8H2O and [Cu(4-Mecdoa)(phen)2] · 13H2O (phen = 1,10-phenanthroline)


    Creaven, Bernadette S. and Egan, Denise A. and Karcz, Dariusz and Kavanagh, Kevin and McCann, Malachy and Mahon, Mary and Noble, Andy and Thati, Bhumika and Walsh, Maureen (2007) Synthesis, characterisation and antimicrobial activity of copper(II) and manganese(II) complexes of coumarin-6,7-dioxyacetic acid (cdoaH2) and 4-methylcoumarin-6,7-dioxyacetic acid (4-MecdoaH2): X-ray crystal structures of [Cu(cdoa)(phen)2] · 8.8H2O and [Cu(4-Mecdoa)(phen)2] · 13H2O (phen = 1,10-phenanthroline). Journal of Inorganic Biochemistry, 101 (8). pp. 1108-1119. ISSN 0162-0134

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    Abstract

    Two novel coumarin-based ligands, coumarin-6,7-dioxyacetic acid (1) (cdoaH2) and 4-methylcoumarin-6,7-dioxyacetic acid (2) (4-MecdoaH2), were reacted with copper(II) and manganese(II) salts to give [Cu(cdoa)(H2O)2] · 1.5H2O (3), [Cu(4-Mecdoa)(H2O)2] (4), [Mn(cdoa)(H2O)2] (5) and [Mn(4-Mecdoa)(H2O)2] · 0.5H2O (6). The metal complexes, 3–6, were characterised by elemental analysis, IR and UV–Vis spectroscopy, and magnetic susceptibility measurements and were assigned a polymeric structure. 1 and 2 react with Cu(II) in the presence of excess 1,10-phenanthroline (phen) giving [Cu(cdoa)(phen)2] · 8.8H2O (7) and [Cu(4-Mecdoa)(phen)2] · 13H2O (8), respectively. The X-ray crystal structures of 7 and 8 confirmed trigonal bipyramidal geometries, with the metals bonded to the four nitrogen atoms of the two chelating phen molecules and to a single carboxylate oxygen of the dicarboxylate ligand. The complexes were screened for their antimicrobial activity against a number of microbial species, including methicillin-resistant Staphylococcus aureus (MRSA), Escherichia coli and Candida albicans. The metal-free ligands 1 and 2 were active against all of the microbes. Complexes 3–6 demonstrated no significant activity whilst the phen adducts 7 and 8 were active against MRSA (MIC80 = 12.1 μM), E. coli (MIC80 = 14.9 μM) and Patonea agglumerans (MIC80 = 12.6 μM). Complex 7 also demonstrated anti-Candida activity (MIC80 = 22 μM) comparable to that of the commercially available antifungal agent ketoconazole (MIC80 = 25 μM).

    Item Type: Article
    Keywords: Coumarin-6,7-dioxyacetic acid; 1,10-Phenanthroline; Copper(II); Manganese(II); X-ray structure; Antimicrobial;
    Academic Unit: Faculty of Science and Engineering > Biology
    Item ID: 11118
    Identification Number: https://doi.org/10.1016/j.jinorgbio.2007.04.010
    Depositing User: Dr. Kevin Kavanagh
    Date Deposited: 01 Oct 2019 15:55
    Journal or Publication Title: Journal of Inorganic Biochemistry
    Publisher: Elsevier
    Refereed: Yes
    Funders: European Social Fund Operational Programme for Industrial Development
    URI:

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