Organotin meclofenamic complexes: Synthesis, crystal structures and antiproliferative activity of the first complexes of meclofenamic acid - Novel anti-tuberculosis agents

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dc.contributor.authorKovala-Demertzi, D.en
dc.contributor.authorDokorou, V.en
dc.contributor.authorPrimikiri, A.en
dc.contributor.authorVargas, R.en
dc.contributor.authorSilvestru, C.en
dc.contributor.authorRusso, U.en
dc.contributor.authorDemertzis, M. A.en
dc.date.accessioned2015-11-24T16:43:35Z
dc.date.available2015-11-24T16:43:35Z
dc.identifier.issn0162-0134-
dc.identifier.urihttps://olympias.lib.uoi.gr/jspui/handle/123456789/8719
dc.rightsDefault Licence-
dc.subjectmeclofenamic aciden
dc.subjectladder tetraorganodistannoxaneen
dc.subjecttriphenyltin complexen
dc.subjectcrystal structuresen
dc.subjectspectroscopic studiesen
dc.subjectantiproliferative activityen
dc.subjectnovel anti-tuberculosis agentsen
dc.subjectdiorganotin derivativesen
dc.subjectmolecular-structuresen
dc.subjectmefenamic-aciden
dc.subjectassayen
dc.titleOrganotin meclofenamic complexes: Synthesis, crystal structures and antiproliferative activity of the first complexes of meclofenamic acid - Novel anti-tuberculosis agentsen
heal.abstractThe complexes [Me(2)(Meclo)SnOSn(Meclo)Me(2)](2) (2) and [Ph(3)Sn(Meclo)] (3) where HMeclo is meclofenamic acid, N-(2,6-dichloro-m-tolylanthranilic acid)], have been prepared and structurally characterized by means of vibrational, (1)H and (13)C NMR spectroscopies. The crystal structure of complexes (2) and (3) have been determined by X-ray crystallography. Three distannoxane rings are present to the dimeric tetraorganodistannoxane of planar ladder arrangement of (2). The structure is centro symmetric and features a central rhombus Sn(2)O(2) unit two additional tin atoms linked at the oxygen atoms. Five- and six-coordinated tin centers are present in the dimer distannoxane. X-ray analysis of (3) revealed a penta-coordinated structure containing Ph(3)Sn coordinated to the chelated carboxylato group. The polar imino hydrogen atom participates in intra-molecular hydrogen bonds. Complexes (2) and (3) are self-assembled via pi -> pi, C-H-pi, stacking interactions and intra-molecular hydrogen bonds. Meclofenamic acid and [Ph(3)Sn(Meclo)] have been evaluated for antiproliferative activity in vitro against three human cancer cell lines: MCF-7 (human breast cancer cell line), T24 (Madder cancer cell line), A-549 (non-small cell lung carcinoma) and a mouse L-929 (a fibroblast-like cell line cloned from strain L). The [Ph(3)Sn(Meclo)] complex exhibited high cytotoxic activity against all the cancer cell lines. Meclofenamic and [Ph(3)Sn(Meclo)] were tested for anti-mycobacterial activity against Mycobacterium tuberculosis H37Rv. The [Ph(3)Sn(Meclo)] complex was found to be a promising anti-mycobacterial lead compound, displaying high activity against M. tuberculosis H37Rv. (C) 2009 Elsevier Inc. All rights reserved.en
heal.accesscampus-
heal.fullTextAvailabilityTRUE-
heal.identifier.primaryDOI 10.1016/j.jinorgbio.2009.01.014-
heal.identifier.secondary<Go to ISI>://000265758200010-
heal.identifier.secondaryhttp://ac.els-cdn.com/S0162013409000257/1-s2.0-S0162013409000257-main.pdf?_tid=88cdd5b2084f0ee24b8e104dd9759cdc&acdnat=1333028702_a99b9c091062adfcd6cdf878dbee3e1e-
heal.journalNameJ Inorg Biochemen
heal.journalTypepeer reviewed-
heal.languageen-
heal.publicationDate2009-
heal.recordProviderΠανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείαςel
heal.typejournalArticle-
heal.type.elΆρθρο Περιοδικούel
heal.type.enJournal articleen

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