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)
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)
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DOI：
10.1016/j.jinorgbio.2007.04.010
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发表时间：
2007-08-01
影响因子：
3.9
通讯作者：
Walsh, Maureen
中科院分区：
文献类型：
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作者：
Creaven, Bernadette S.;Egan, Denise A.;Walsh, Maureen
香豆素-6，7-二氧乙酸(1)(cdoaH(2))和4-甲基香豆素-6，7-二氧乙酸(2)(4-MecdoaH(2))与铜(II)和锰(II)盐反应得到了[Cu(Cdoa)(H_2O_2)]中心点1.5h(2)O(3)，[Cu(4-Mecdoa)(H_2O_2)(2)](4)，[Mn(Cdoa)(H_2O_2)(2)](5)和[Mn(4-Mecdoa)(H_2O_2)_2]中心点0.5H(2)O(6)。通过元素分析、红外光谱、紫外可见光谱和磁化率测量对金属配合物3-6进行了表征，确定其为聚合物结构。在过量的邻菲咯啉(Phen)存在下，1和2分别与铜(II)反应生成[Cu(Cdoa)(Phen)(2)]中心点8.8H(2)O(7)和[Cu(4-Mecdoa)(Phen)(2)]中心点13H(2)O(8)。7和8的X-射线晶体结构证实了三方双锥几何构型，金属键合在两个螯合邻菲罗啉分子的四个氮原子上，并键合到二羧酸配体的一个羧基氧上。筛选了这些化合物对多种微生物的抗菌活性，包括耐甲氧西林金黄色葡萄球菌(MRSA)、大肠埃希菌和白色念珠菌。不含金属的配体1和2对所有微生物都有活性。化合物3-6对金黄色葡萄球菌(MIC80=12.1mM)、大肠埃希菌(MIC80=14.9M)和铜绿假单胞菌(MIC80=12.6mM)有较强的抗菌活性。化合物7的抗念珠菌活性(MIC80=22mU)与市售抗真菌药酮康唑(MIC80=25mM)相当。(C)2007 Elsevier Inc.保留所有权利。
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.