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Synthesis, characterisation and antimicrobial activity of copper(II) and manganese(II) complexes of coumarin-6,7-dioxyacetic acid (cdoaH(2)) and 4-methylcoumarin-6,7-dioxyacetic acid (4-MecdoaH(2)): X-ray crystal structures of [Cu(cdoa)(phen)(2)] center dot 8.8H(2)O and [Cu(4-Mecdoa)(phen)(2)] center dot 13H(2)O (phen=1,10-phenanthroline)


Reference:

Creaven, B. S., Egan, D. A., Karcz, D., Kavanagh, K., McCann, M., Mahon, M., Noble, A., Thati, B. and Walsh, M., 2007. Synthesis, characterisation and antimicrobial activity of copper(II) and manganese(II) complexes of coumarin-6,7-dioxyacetic acid (cdoaH(2)) and 4-methylcoumarin-6,7-dioxyacetic acid (4-MecdoaH(2)): X-ray crystal structures of [Cu(cdoa)(phen)(2)] center dot 8.8H(2)O and [Cu(4-Mecdoa)(phen)(2)] center dot 13H(2)O (phen=1,10-phenanthroline). Journal of Inorganic Biochemistry, 101 (8), pp. 1108-1119.

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Abstract

Two novel coumarin-based ligands, coumarin-6,7-dioxyacetic acid (1) (cdoaH(2))and 4-methylcoumarin-6,7-dioxyacetic acid (2) (4-MecdoaH(2)), were reacted with copper(II) and manganese(II) salts to give [Cu(cdoa)(H2O2)]center dot 1.5H(2)O (3), [Cu(4-Mecdoa)(H2O2)(2)] (4), [Mn(cdoa)(H2O2)(2)] (5) and [Mn(4-Mecdoa)(H2O2)2] center dot 0.5H(2)O (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)]center dot 8.8H(2)O (7) and [Cu(4-Mecdoa)(phen)(2)]center dot 13H(2)O (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 mu M), E coli (MIC80 = 14.9 M) and Patonea agglumerans (MIC80 = 12.6 mu M). Complex 7 also demonstrated anti-Candida activity (MIC80 = 22 mu M) comparable to that of the commercially available antifungal agent ketoconazole (MIC80 = 25 mu M). (c) 2007 Elsevier Inc. All rights reserved.

Details

Item Type Articles
CreatorsCreaven, B. S., Egan, D. A., Karcz, D., Kavanagh, K., McCann, M., Mahon, M., Noble, A., Thati, B. and Walsh, M.
DOI10.1016/j.jinorgbio.2007.04.010
DepartmentsFaculty of Science > Chemistry
RefereedYes
StatusPublished
ID Code4615
Additional InformationID number: ISI:000248775400002

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