Synthesis, crystal structures and spectroscopy of meclofenamic acid and its metal complexes with manganese(II), copper(II), zinc(II) and cadmium(II). Antiproliferative and superoxide dismutase activity

dc.contributor.authorKovala-Demertzi, D.en
dc.contributor.authorStaninska, M.en
dc.contributor.authorGarcia-Santos, I.en
dc.contributor.authorCastineiras, A.en
dc.contributor.authorDemertzis, M. A.en
dc.date.accessioned2015-11-24T16:49:34Z
dc.date.available2015-11-24T16:49:34Z
dc.identifier.issn0162-0134-
dc.identifier.urihttps://olympias.lib.uoi.gr/jspui/handle/123456789/9503
dc.rightsDefault Licence-
dc.subjectmetal complexesen
dc.subjectmeclofenamic aciden
dc.subjectcrystal structuresen
dc.subjectspectroscopic studiesen
dc.subjectantineoplastic activityen
dc.subjectsod activityen
dc.subjectnonsteroidal antiinflammatory drugsen
dc.subjectassayen
dc.subjectagentsen
dc.titleSynthesis, crystal structures and spectroscopy of meclofenamic acid and its metal complexes with manganese(II), copper(II), zinc(II) and cadmium(II). Antiproliferative and superoxide dismutase activityen
heal.abstractSome new complexes of meclofenamic acid (N-(2,6-dichloro-m-tolyl)anthranilic acid), Hmeclo (1), with potentially interesting biological activities are described. Complexes [Mn(meclo)(2)] (2), [Cu(meclo)(2)(H(2)O)(2)] (3), [Zn(meclo)(2)(H(2)O)(2)] (4) and [Cd(meclo)(2)(H(2)O)(2)] (5) were prepared and structurally characterized by means of vibrational, electronic and (1)H and (13)C NMR spectroscopies. The crystal structure of complexes [Cu(4)(meclo)(6)(OH)(2)(DMSO)(2)]center dot 2DMSO (3a) and [Cd(meclo)(2)(DMSO)(3)] (5a) have been determined by X-ray crystallography. Complex (3a) is a centrosymmetric tetramer built up around the planar cyclic Cu(2)(OH)(2) unit Complex 5a is mononuclear seven-coordinated complex with the meclofenamato ligand behaving as a bidentate deprotonated chelating ligand. Intra and intermolecular hydrogen bonds stabilize these two structures, while the crystal packing is determined by pi-pi and C-H--pi interactions. Meclofenamic acid and its metal complexes have been evaluated for antiproliferative activity in vitro against the cells of three human cancer cell lines, MCF-7 (breast cancer cell line), T24 (bladder cancer cell line), and A-549 (non-small cell lung carcinoma), and a mouse fibroblast L-929 cell line. Complex 5 exhibits the highest selectivity against MCF-7 and 4 shows the highest selectivity against T-24. Complexes 2-5 were found to be more potent cytotoxic agents against T-24 and complex 5 against MCF-7 cancer cell lines than the prevalent benchmark metallodrug, cis-platin. The superoxide dismutase activity was measured by the Fridovich test which showed that complex [Cu(meclo)(2)(H(2)O)(2)] is a good superoxide scavenger. (C) 2011 Elsevier Inc. All rights reserved.en
heal.accesscampus-
heal.fullTextAvailabilityTRUE-
heal.identifier.primaryDOI 10.1016/j.jinorgbio.2011.05.025-
heal.identifier.secondary<Go to ISI>://000294085500010-
heal.identifier.secondaryhttp://ac.els-cdn.com/S0162013411001401/1-s2.0-S0162013411001401-main.pdf?_tid=332449108575ed10df26df7a82bc928d&acdnat=1333028832_d6acba594a165dc65b1e8fc02493551e-
heal.journalNameJ Inorg Biochemen
heal.journalTypepeer reviewed-
heal.languageen-
heal.publicationDate2011-
heal.recordProviderΠανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείαςel
heal.typejournalArticle-
heal.type.elΆρθρο Περιοδικούel
heal.type.enJournal articleen

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