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Öğe Bismuth(III) halide complexes of aromatic thiosemicarbazones: Synthesis, structural characterization and biological evaluation(Elsevier Ltd, 2021) Öztürk, İbrahim İsmet; Banti, Christina N.; Hadjikakou, Sotiris K.; Panagiotou, Nikos; Tasiopoulos, Anastasios J.Four new bismuth(III) thiosemicarbazone complexes, {BiCl3(?1-S-Hacptsc)3} (1), {[BiBr3(?1-S-Hacptsc)3]·CH3OH} (2), {[BiI2(µ2-I](?1-S-Hacptsc)]2} (3) and {[BiCl2(µ2-Cl)(?1-S-Hbztsc)2]2} (4), were prepared with the ligands acetophenone thiosemicarbazone (Hacptsc) and benzaldehyde thiosemicarbazone (Hbztsc). The complexes were characterized by a series of spectroscopic techniques. The crystal structures of 1–4 were also determined by X-ray diffraction. To the best of our knowledge, complexes 1–4 are the first examples of bismuth(III) halide aromatic thiosemicarbazones. Hirshfeld surface analysis studies show that H…H and X…H/H…X interactions of complexes 1–4 play an important role in the formation of supramolecular aggregation. Complexes 1–4 have been tested for their in vitro cytotoxic activity against human breast adenocarcinoma (MCF-7) cells. The toxicity of 1–4 has been evaluated on normal human fetal lung fibroblast cells (MRC-5). Complexes 1–4 appeared to show low cytotoxic activity and low toxicity. The antibacterial activity of 1–4 and their ligands was evaluated against the Gram negative species Pseudomonas aeruginosa (P. aeruginosa) and Escherichia coli (E. coli) and Gram positive ones Staphylococcus epidermidis (S. epidermidis) and Staphylococcus aureus (S. aureus) by the Inhibition Zone (IZ) method. The influence of 1–4 on the catalytic peroxidation of linoleic acid by the enzyme lipoxygenase (LOX) has been determined experimentally. The IC50 values reveal that the synthesized bismuth(III) aromatic thiosemicarbazone complexes have good potential to inhibit lipoxygenase, with values better than the free aromatic thiosemicarbazone ligands and cisplatin. © 2021 Elsevier LtdÖğe Novel binuclear antimony(III) halide complexes of 5-methoxy-2-mercaptobenzimidazole: synthesis, structural characterization, and biological studies(Taylor and Francis Ltd., 2020) Öztürk, İbrahim İsmet; Yarar, Sinem; Gürgan, Muazzez; Ceyhan, Deniz; Panagiotou, Nikos; Tasiopoulos, Anastasios J.; Aral, CenkThe new binuclear antimony(III) complexes corresponding to the formulas [SbCl3(µ2-S)(MtMBZIM)2]2 (1), {[SbBr2(µ2-Br)(MtMBZIM)2]2·H2O} (2) and {[SbI2(µ2-I)(MtMBZIM)2]2·H2O} (3) (MtMBZIM: 5-methoxy-2-mercaptobenzimidazole) have been synthesized and structurally characterized with regard to their melting point, elemental analysis, molar conductivity, FT-IR, and FT-Raman spectroscopic techniques, and TG-DTA analysis. The crystal structures of 1-3 have been determined by single-crystal X-ray diffraction. Compounds 1-3 are doubly bridged dimers and in each square pyramidal monomeric unit, the equatorial plane is formed by two sulfur and two halogen atoms in trans-S, trans-X arrangement. The monomeric units in 2 and 3 are linked to each other via halogen bridges, but in 1, they are linked to each other via sulfur bridges; to our knowledge, this binding type is the first example of trans-S, trans-X square pyramidal antimony(III) complexes. Newly synthesized complexes with their corresponding ligand have been tested for their in vitro cytotoxic activity against human adenocarcinoma cervix (HeLa) cells as well as for their antimicrobial activity. The influence of 1-3 on the catalytic peroxidation of the linoleic acid by the enzyme lipoxygenase (LOX) has been determined experimentally and theoretically. © 2020, © 2020 Informa UK Limited, trading as Taylor & Francis Group.Öğe Structural and biological features of bismuth(III) halide complexes with heterocyclic thioamides(Elsevier B.V., 2021) Öztürk, İbrahim İsmet; Şirinkaya, Emine T.; Çakmak, Mehmet; Gürgan, Muazzez; Ceyhan, Deniz; Panagiotou, Nikos; Tasiopoulos, Anastasios J.Ten novel bismuth(III) halide complexes of [Bi(L)X3]n, [Bi(L)2×3]2, and [Bi(L)3×3] structural types were synthesized, in which L: 5-ethoxy-2-mercaptobenzimidazole, 5?methoxy-2-mercaptobenzimidazole and N-methylbenzothiazole. Bismuth(III) halide complexes 1–10 were characterized by melting point, elemental analysis, molar conductivity, FT-IR, FT-Raman, UV-Visible, 1H and 13C NMR spectroscopic techniques, as well as by the Thermogravimetric-Differential Thermal Analysis (TG-DTA). The crystal structures of complexes 1–10 were determined by using single crystal X-ray diffraction study. The results show that the bismuth(III) complexes exist as monomer (4), doubly-bridged dimer (1–3 and 5–9), and edge-sharing polymer (10), in which the central bismuth atom is a six-coordinated and adopts distorted octahedral geometries. We report here, for the first time, cis-sulfur, cis-halide arrangement of the doubly-bridged dimer bismuth(III) complexes. The intermolecular interactions in bismuth(III) complexes play a very important role in the supramolecular architecture. A detailed analysis of the intermolecular interactions has been performed as based on the Hirshfeld surfaces and their associated two-dimensional fingerprint plots. Bismuth(III) halide complexes 1–10 and their free ligands have been screened for antimicrobial activity against two Gram negative bacteria (Escherichia coli ATCC 25922, Pseudomonas aeruginosa ATCC 27853) and two Gram positive bacteria (Staphylococcus aureus ATCC 25923 and Enterococcus faecalis ATCC 29212). The influence of complexes 1–10 and the free ligands on the catalytic peroxidation of the linoleic acid by the enzyme lipoxygenase (LOX) has been determined experimentally and theoretically. © 2020Öğe Structural architectures and biological properties of main group bismuth(III) iodide complexes with heterocyclic thioamides(Elsevier S.A., 2019) Öztürk, İbrahim İsmet; Banti, Christina N.; Hadjikakou, Sotiris K.; Panagiotou, Nikos; Tasiopoulos, Anastasios J.A series of mononuclear, dinuclear and polynuclear bismuth(III) iodide complexes (1–5) bearing heterocyclic thioamide ligands, 2-mercapto-3,4,5,6-tetrahydro-pyrimidine (tHPMT), 2-mercapto-benzimidazole (MBZIM), 2-mercapto-1-methylimidazole (MMI), 2-mercaptobenzothiazole (MBZT) and 2-mercaptopyridine (PYT), have been synthesized and characterized by melting point, elemental analysis, FT-IR spectroscopy, Raman spectroscopy, 1H, 13C NMR spectroscopy, UV–Vis spectroscopy and Thermal Gravimetry-Differential Thermal Analysis (TG-DTA). Moreover, the crystal structures of 1–5 have been also determined with single crystal X-ray diffraction analysis. The use of the above mentioned heterocyclic thioamide ligands have allowed synthesis of the first examples of bismuth(III) iodide thioamide complexes. {[BiI3(tHPMT)3]} (1) is the first structural example of a neutral mononuclear bismuth(III) iodide complex with octahedral geometry around the bismuth(III) ion with meridional conformation. {[BiI2(µ2-I)(MBZIM)2]2} (2) is the first example of a dinuclear bismuth(III) iodide complex with octahedral geometry around the bismuth(III) ion with trans-S/cis-I arrangement. {[BiI(µ2-I)2(MMI)]n} (3) and {[BiI(µ2-I)2(MBZT)]n·CH3OH} (4) are the first examples of the polynuclear bismuth(III) iodide complexes with octahedral geometry around the bismuth(III) ions. The ligand molecules are coordinated via the thione sulfur atoms in both complexes but in complex 3, ligand molecules are trans to each other in polymeric chain while, in complex 4, ligand molecules are cis to each other in polymeric chain. {[BiI(µ2-S,N-PYT)2]n} (5) is the first example of a polynuclear bismuth(III) iodide complex with pentagonal bipyramidal geometry around the bismuth(III) ions. The seven coordinate bismuth(III) atom has a N2S4I-donor set consisting of one iodine atom and two chelating and bridging ?2-S,N (?2-S:?1-N) pyridine-2-thionate anions. Complexes 1–5 were evaluated for their in vitro cytotoxic activity against human adenocarcinoma cervix (HeLa) and breast (MCF-7) cancer cells. The toxicity of the complexes was studied against human fetal lung fibroblast cells (MRC-5). The influence of 1–5, upon the catalytic peroxidation of the linoleic acid by the enzyme lipoxygenase (LOX), was evaluated experimentally. © 2019 Elsevier B.V.Öğe 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.
