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A step-ladder manganese(III) metallacrown hosting mefenamic acid and a manganese(II)–mefanamato complex: synthesis, characterization and cytotoxic activity

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Abstract

The interaction of Mn(II) with the non-steroidal anti-inflammatory drug mefenamic acid (Hmef) in the presence or absence of salicylaldoxime (H2sao) leads to the formation of the hexanuclear Mn(III) cluster [Mn6(O)2(mef)2(sao)6(CH3OH)4] 1, characterized as stepladder inverse-9-metallacrown-3 accommodating mefenamato ligands, or the mononuclear Mn(II) complex [Mn(mef)2(CH3OH)4], 2, respectively. Both complexes were characterized by physicochemical and spectroscopic techniques and the structure of complex 1 was characterized by X-ray crystallography. The overall magnetic behavior of compound 1 is antiferromagnetic with a high-spin well-isolated ground state S = 4. The in vitro cytotoxic effects of the complexes were evaluated against three cancer cell lines (HeLa, MCF-7 and A549 cells) as well as their combinatory activity with the well-known chemotherapeutic drugs cisplatin and 5-fluorouracil. Furthermore, in silico predictive tools have been employed to study the properties and acute rat toxicity and cell line cytotoxicity of the most active complex.

Graphical abstract: A step-ladder manganese(iii) metallacrown hosting mefenamic acid and a manganese(ii)–mefanamato complex: synthesis, characterization and cytotoxic activity

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Publication details

The article was received on 10 Mar 2018, accepted on 23 Mar 2018 and first published on 26 Mar 2018


Article type: Paper
DOI: 10.1039/C8NJ01182F
Citation: New J. Chem., 2018, Advance Article
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    A step-ladder manganese(III) metallacrown hosting mefenamic acid and a manganese(II)–mefanamato complex: synthesis, characterization and cytotoxic activity

    A. Tarushi, G. D. Geromichalos, K. Lafazanis, C. P. Raptopoulou, V. Psycharis, N. Lalioti, A. A. Pantazaki, D. P. Kessissoglou, V. Tangoulis and G. Psomas, New J. Chem., 2018, Advance Article , DOI: 10.1039/C8NJ01182F

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