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    QSAR studies on antimony(III) halide complexes with N-substituted thiourea derivatives
    (Pergamon-Elsevier Science Ltd, 2017) Öztürk, İbrahim İsmet; Yarar, S.; Banti, Christina N.; Kourkoumelis, Nikolaos; Chrysouli, M. P.; Manoli, Maria; Hadjikakou, Sotiris K.
    The synthesis, characterization and biological studies of three novel antimony(III) complexes (SbX3, X = Cl and Br) with N-substituted thioureas; N,N-dimethylthiourea (DMTU) and N,N-diethylthiourea (DETU) of formulae [fac-SbCl3(DMTU)(3)] (1), Imer-SbBr3(DMTU)(3)] (2) and b,c,d-ClSbCl3(DETU)(2)] (3) are reported. The compounds were characterized by melting point (m.p.), elemental analysis (e.a.), molar conductivity, FT-IR, FT-Raman, H-1, C-13 NMR, UV-Vis spectroscopic techniques and Thermogravimetric-Differential Thermal Analysis (TG-DTA). The crystal structures of complexes were also determined by X-ray diffraction. Complexes 1 and 2 are monomers with octahedral (Oh) geometry around the metal ion, which is formed by three sulfur and three halide atoms. However the coordination mode of the ligands varied around the metal centers. Thus, 1 possesses the facial isomeric form, while 2 the meridional form. In case of 3 two sulfur atoms from thiourea ligands and three chlorides form a trigonal pyramidal geometry b,c, d-C1-[SbCI3(DETU)(2)] which finally turns to be a polymeric one through-C1 bonds and Oh geometry around each Sb ion. A chloride counter anion neutralizes the whole complex. Complexes 1-3 were evaluated for their in vitro cytotoxic activity against human breast (MCF-7) and cervix (HeLa) adenocarcinoma cells. The toxicity of the complexes was studied against human fetal lung fibroblast cells (MRC5). The apoptotic type of the cells death was confirmed by cell cycle arrest. The influence of 1-3 upon the catalytic peroxidation of linoleic acid to hyperoxolinoleic acid by the enzyme lipoxygenase (LOX) was kinetically studied. QSAR study reveals a linear correlation between experimental and calculated IC50 values. The model predict the activity of Sb complexes successfully, if log(IC50) > 0. (C) 2016 Elsevier Ltd. All rights reserved.
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    Synthesis, characterization and biological evaluation of novel antimony(III) iodide complexes with tetramethylthiourea and N-ethylthiourea
    (Elsevier S.A., 2019) Öztürk, İbrahim İsmet; Yarar, S.; Gürgan, Muazzez; Ceyhan, Deniz; Banti, Christina N.; Hadjikakou, Sotiris K.; Tasiopoulos, Anastasios J.
    Novel trivalent antimony(III) complexes with tetramethylthiourea (TMTU) and N-ethylthiourea (NETU) were synthesized by the reaction of antimony(III) iodide (SbI3). Antimony(III) iodide complexes of formulae {[SbI2(µ2-I)(TMTU)2]2} (1) and {[(NETU)SbI2(µ2-I)2(µ2-S-NETU)SbI2(NETU)]} (2) were characterized by spectroscopic techniques (FT-IR, FT-Raman, 1H and 13C NMR), TG-DTA analysis and X-ray diffraction (XRD) analysis. Single-crystal X-ray diffraction studies showed that the complexes existed as doubly bridged (1) and triply bridged (2) dimers. Crystal structure of the ligand N-ethylthiourea was also determined with single crystal X-ray diffraction analysis. Complexes 1 and 2 were evaluated for their in vitro cytotoxic activity against human adenocarcinoma cells HeLa (cervix). The toxicity of 1 and 2 was evaluated on normal human fetal lung fibroblast cells (MRC-5). Both complexes showed selectivity against the cancerous, than normal cells. The influence of 1 and 2, on the catalytic peroxidation of the linoleic acid by the enzyme lipoxygenase (LOX) was determined experimentally and theoretically. The complexes 1 and 2 exhibited higher activity than free ligands against LOX. The in vitro antibacterial activities of free ligands and their antimony(III) iodide complexes 1 and 2 were tested against two Gram-negative (Escherichia coli ATCC 25922, Pseudomonas aeruginosa ATCC 27853) and two Gram-positive (Staphylococcus aureus ATCC 25923, Enterococcus faecalis ATCC 29212) bacteria. The complexes 1 and 2 were much more effective in terms of antimicrobial activity compared to the free ligands. © 2019 Elsevier B.V.
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    Synthesis, characterization and cytotoxic properties of bismuth(III) chloride complexes with heterocyclic thioamides
    (Elsevier Science Sa, 2018) Yarar, S.; Öztürk, İbrahim İsmet; Banti, Christina N.; Panagiotou, Nikos; Papatriantafyllopoulou, C.; Manoli, Maria; Hadjikakou, Sotiris K.
    Bismuth(III) complexes of the formulae [BiCl3(MBZT)(2)] center dot H2O} (1), {[BiCl2(mu(2)-Cl)(MMI)(2)](2)center dot(CH3)(2)CO} (2), {[BiCl3(mu(2)-S-PYT)(PYT)](2)} (3) {([BiCl2(MBZIM)(4)](+))center dot 2(Cl-) center dot(H3O+)center dot 2H(2)O} (4) and [BiCl3(tHPMT)(3)] (5) (where MBZT: 2-mercaptobenzothiazole, MMI: 2-mercapto-1-methylimidazole, PYT: 2-mercaptopyridine, MBZIM: 2-mercaptobenzimidazole, tHPMT: 2-mercapto-3,4,5,6-tetrahydro-pyrimidine) are reported. The compounds were characterized by spectroscopic techniques including FT-IR, FT-Raman, UV-Vis, H-1-, C-13-NMR spectroscopies, TG-DTA, e. a, molar conductivity and by single-crystal X-ray diffraction analysis. While 1, 4 and 5 are mononuclear compounds, 2 and 3 are dinuclear complexes in which the two Bi3+ ions are bridged through Cl- and SR groups respectively. Interestingly, 3 is the first example of dinuclear Bi3+ complex containing two Bi-(mu-SR)-Bi bridges between the two metal centers formed by covalent bonds. Compounds 1-5 were evaluated for their in vitro cytotoxic activity against human adenocarcinoma cervix (HeLa) and breast (MCF-7) cells. The toxicity of 1-5 was evaluated on normal human fetal lung fibroblast cells (MRC-5). The influence of 1-5, on the catalytic peroxidation of the linoleic acid by the enzyme lipoxygenase (LOX) was determined experimentally. (C) 2017 Elsevier B.V. All rights reserved.