Please use this identifier to cite or link to this item:
Full metadata record
DC FieldValueLanguage
dc.contributor.authorKouroulis, K. N.en
dc.contributor.authorHadjikakou, S. K.en
dc.contributor.authorKourkoumelis, N.en
dc.contributor.authorKubicki, M.en
dc.contributor.authorMale, L.en
dc.contributor.authorHursthouse, M.en
dc.contributor.authorSkoulika, S.en
dc.contributor.authorMetsios, A. K.en
dc.contributor.authorTyurin, V. Y.en
dc.contributor.authorDolganov, A. V.en
dc.contributor.authorMilaeva, E. R.en
dc.contributor.authorHadjiliadis, N.en
dc.rightsDefault Licence-
dc.subjectheterocyclic thioamidesen
dc.subjectantimony(iii) complexesen
dc.subjectorganotin(iv) complexesen
dc.subjectdiiodine adductsen
dc.subjectionic liquidsen
dc.titleSynthesis, structural characterization and in vitro cytotoxicity of new Au(III) and Au(I) complexes with thioamidesen
heal.type.enJournal articleen
heal.type.elΆρθρο Περιοδικούel
heal.identifier.primaryDoi 10.1039/B909587j-
heal.identifier.secondary<Go to ISI>://000272193900009-
heal.recordProviderΠανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείαςel
heal.abstractThe reactions of tetrachloroauric(III) acid (HAuCl(4)) with the thioamides; 2-mercapto-benzothiazole (mbztH) and 5-ethoxy-2-mercapto-benzimidazole (EtmbzimH) lead to the desulfuration of the ligands and the formation of the ionic complexes {[AuCl(4)](-)[bztH(2)](+)} (1), and {[AuCl(4)](-)[EtbzimH(2)](+)(H(2)O)} (2) (where bztH(2)(+) and EtbzimH(2)(+) are the desulfurated cations of the starting ligands). The reaction of HAuCl(4) with 2-mercapto-nicotinic acid (mnaH(2)), however results in the formation of 2-sulfonate-nicotininc acid (C(6)H(5)NO(5)S) (3) with the simultaneous oxidation of the sulfur atom. On the other hand, the reactions of the gold(I) complex [Au(tpp)Cl] (4) (tpp = triphenylphosphine (Ph(3)P)) with the thioamides; 2-mercapto-thiazolidine (mtzdH), 2-mercapto-benzothiazole (mbztH) and 5-chloro-2-mercapto-benzothiazole (ClmbztH) in the presence of potassium hydroxide resulted in the formation of the gold(I) complexes of formulae [Au(tpp)(mtzd)] (5), [Au(tpp)(mbzt)] (6) and [Au(tpp)(Clmbzt)] (7) without ligand desulfuration. All complexes have been characterized by elemental analysis, FT-IR, far-FT-IR, (1)H-NMR, spectroscopic techniques and X-Ray crystallography. The electrochemical behavior of 1, 2 and 4-7 complexes and the ligands EtmbzimH, mbztH and mnaH(2) was also studied in acetonitrile and DMF using cyclic voltammetry. The results are in support of a mechanism of desulfuration of the ligands by Au(III), involving a first oxidation of S to -SO(3)(-), followed by a C-S bond cleavage. This is also supported by PM6 calculations of bond dissociation energies of the various compounds involved. Complexes 1, 2 and 4-7 were tested for in vitro cytotoxicity against leiomyosarcoma cells and the results are discussed in relation with the geometry of the complexes and compared with those of cisplatin and other metals. Complexes 1 and 5 showed higher activity than that of cisplatin, while HAuCl(4) was inactive against sarcoma cells.en
heal.publisherRoyal Society of Chemistryen
heal.journalNameDalton Transactionsen
heal.journalTypepeer reviewed-
Appears in Collections:Άρθρα σε επιστημονικά περιοδικά ( Ανοικτά)

Files in This Item:
File Description SizeFormat 
Kouroulis-2009-Synthesis, structura.pdf505.54 kBAdobe PDFView/Open    Request a copy

This item is licensed under a Creative Commons License Creative Commons