Facultatea de Chimie şi Tehnologie Chimică / Faculty of Chemistry and Chemical Technology

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    COORDINATION COMPOUNDS OF COBALT, NICKEL, COPPER, AND ZINC WITH N1,N2 -BIS(PYRIDIN-2-YLMETHYLIDENE)BENZENE-1,2-DIAMINE AND ITS DERIVATIVES
    (2014) Pahonțu, Elena; Gulea, Aurelian; Poirier, Donald; Țapcov, Victor
    o-Phenylenediamine reacts with 2-formyl-, 2-acetyl-, or 2-benzoylpyridine in ethanol in the presence of cobalt, nickel, copper, or zinc chlorides to form monomeric complexes ML1-3Cl2·nH2O {M = Co, Ni, Cu, Zn; L1 = N 1,N 2-bis(pyridin-2-ymethylidene)benzene-1,2-diamine, L2 = N 1,N 2-bis(pyridin-2-ylethylidene) benzene-1,2-diamine, L3 = N 1,N 2-bis[phenyl(pyridin-2-yl)methylidene]benzene-1,2-diamine; n = 0-3}. The condensation products (L1-L3) act in the complexes as tetradentate N,N,N,N-ligands. Thermolysis of the complexes occurs in two stages: dehydration (70-95°C) and complete degradation (320-450°C). At concentrations of 10-5-10-7 M, the complexes inhibit in vitro growth and proliferation of HL-60 human promyelocytic leukemia cells.
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    COORDINATION COMPOUNDS OF COPPER AND NICKEL WITH N,N'-[4,4'-(PERFLUORO-1,4-PHENYLENE)BIS(OXY)BIS(4,1-PHENYLENE)]- BIS[2-(PYRIDIN-2-YLMETHYLIDENE)HYDRAZINECARBOTHIOAMIDE] AND ITS DERIVATIVES
    (2014) Pahonțu, Elena; Țapcov, Victor; Poirier, Donald; Gulea, Aurelian
    N,N′-[4,4′-(Perfluoro-1,4-phenylene)bis(oxy)bis(4,1-phenylene)] bis[2-(pyridin-2-ylmethylidene)-hydrazinecarbothioamide] as well as its methyl and phenyl derivatives react with copper and nickel chlorides in ethanol to form coordination compounds. In the products, the hydrazinecarbothioamides act as doubly deprotonated bridging ligands. The prepared complexes have been found to inhibit in vitro the growth and propagation of the myeloid human leukemia HL-60 cancer cells at the 10-5-10-7 mol/L concentration.
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    SYNTHESIS, STRUCTURE AND PROPERTIES OF COMPLEX COMPOUNDS OF COBALT, NICKEL, COPPER AND ZINC WITH 2-FORMYLPYRIDINE SEMICARBAZONE
    (2009) Gulea, Aurelian; Gînju, Dumitru; Bairac, Natalia; Poirier, Donald; Țapcov, Victor
    2-Formylpyridine semicarbazone L reacts with cobalt, nickel, copper and zinc chlorides, nitrates and perchlorites to form coordination compounds of compositions ML2X2•nH2O (M=Co, Ni, Cu, Zn; X = Cl, NO3, ClO4; L = NC5H 4-CH=N-NH-C(O)-NH2; n = 0, 1) and CuLX2• nH2O (X = Cl, Br, NO3; n = 0-0.5). Complex CuL(NO 3)2 has polynuclear, CuLX2•0.5H 2O (X = Cl, Br), binuclear, and other compounds, mononuclear structures. Azomethine L behaves in them as tridental N,N,O-ligand. Thermolysis of these complexes proceeds through such stages as dehydration (80-95°C), deactivation (145-155°C) and complete theral degradation (170-590°C). Complexes CuLX2•nH2O (X = Cl, NO3; n = 0-0.5) were established to inhibit in vitro the growth and reproduction of 100% of cancer cells of human mieloid leukaemia HL-60 at 10-4 M concentration. At 10-5 M concentration they inhibit only 10% of cells, and at 10-6 M concentration they do not possess anticancer activity.
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    SULFANYLAMIDE-CONTAINING COORDINATION COMPOUNDS OF 3d-ELEMENTS WITH 2,4-PENTANEDIONE BIS-THIOSEMICARBAZONE AND BIS-4-PHENYLTHIOSEMICARBAZONE
    (2008) Gulea, Aurelian; Spînu, S.; Țapcov, Victor; Poirier, Donald
    Thiosemicarbazide and 4-phenylthiosemicarbazide react in ethanol with 2,4-pentanedione in the presence of manganese, cobalt, nickel, copper, and zinc acetates hydrates and streptamin (Sf1), sulfaethidole (Sf 2), and sulfadimidine (Sf3) to form coordination compounds of the composition M(Sf1-3)(L1-2)·nH2O (M = Mn, Co, Ni, Cu, Zn; H2L1 is 2,4-pentanedione bis-thiosemicarbazone, H2L2 is 2,4-pentanedione bis-4-phenylthiosemicarbazone; n = 0-6). All the complexes synthesized are monomeric. Thiosemicarbazones (H2L1 and H 2L2) behave as twice deprotonated S,N,N,S-tetradentate ligands, while sulfanylamides (Sf1-3) act as monodentate ones. Thermolysis of these substances proceeds through the stages of dehydration (65-95°C) and complete thermal decomposition (430-560°C). It is found that the complex [Cu(Sf2)(L1)]·4H2O in the concentration 10-5 M inhibits the growth and fission of 100% cancer cells of the human myeloid leukemia (HL-60).
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    SULFANILAMIDE COPPER(II) CHELATES WITH 2-[(2-HYDROXYPHENYL-IMINO)METHYL]PHENOLOM AND 1-[(2-HYDROXYPHENYLIMINO)-METHYL]NAPHTHALEN-2-OL
    (2010) Gulea, Aurelian; Țapcov, Victor; Poirier, Donald; Aruxandei, C.; Pahontu, Elena
    2-[(2-Hydroxyphenylimino)methyl]phenol (H2L1) and 1-[(2-hydroxyphenylimino)methyl]naphthalen- 2-ol (H2L2) reacted with copper(II) acetate hydrate and sulfanilamide (Sf1), sulfathiazole (Sf2), sulfaethidole (Sf3), sulfadiazine (Sf4), and sulfadimidine (Sf5) in ethanol to give mixed-ligand copper chelates with the composition Cu(Sf1-5)(L 1-2) . nH2O (n = 1, 2). All these complexes are monomeric. Salicylaldehyde imines (H2L1 and H2L 2) behave as doubly deprotonated tridentate O,N,O ligands, whereas sulfanilamides (Sf1-5) are unidentate ligands. Thermolysis of the synthesized complexes includes dehydration at 70-90°C, followed by complete thermal decomposition (290-380°C). The complexes [Cu(Sf1)(L 1)] . 2H2O and [Cu(Sf3)(L1)] . H2O at a concentration of 10-4 M inhibited growth and reproduction of 100% of human myeloid leukemia cells (HL-60). The inhibitory effect was 90 and 75%, respectively, at a concentration of 10-5 M, whereas no antitumor activity was observed at a concentration of 10-6 M.
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    SULFANILAMIDE-CONTAINING COORDINATION COMPOUNDS OF Cu (II) WITH ISATIN AND N-METHYLISATIN THIOSEMICARBAZONES
    (2006) Gulea, Aurelian; Spînu, S.; Țapcov, Victor; Poirier, Donald; Roy, Jenny
    Isatin (L1) and N-methylisatin (L2) β-thiosemicarbazones react in ethanol with Cu(II) chloride and bromide in the presence of sulfanilamide (Streptocid, Sf1), N′- acetylsulfanilamide (Sulfacyl, Sf2), Norsulfazole (Sf3), Aethazolum (Sf4), and Sulfadimesine (Sf5) to form coordination compounds Cu(Sf1-5)L1-2X2· nH2O (X = Cl, Br; n = 2-5). All the complexes have a monomeric structure. Thiosemicarbazones L1 and L2 in these complexes are tridentate O,N,S ligands, and sulfanilamides Sf1-5 are monodentate ligands. Thermolysis of the substances involves the steps of dehydration (70-95°C) and complete decomposition (410-530°C).
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    SYNTHESIS AND CHARACTERIZATION OF SOME NEW CU(II), NI(II) AND ZN(II) COMPLEXES WITH SALICYLIDENE THIOSEMICARBAZONES: ANTIBACTERIAL, ANTIFUNGAL AND IN VITRO ANTILEUKEMIA ACTIVITY
    (2013) Pahonțu, Elena; Fala, Valeriu; Gulea, Aurelian; Poirier, Donald; Țapcov, Victor; Roșu, Tudor
    Thirty two new Cu(II), Ni(II) and Zn(II) complexes (1-32) with salicylidene thiosemicarbazones (H2L1-H2L10) were synthesized. Salicylidene thiosemicarbazones, of general formula (X)N-NH-C(S)-NH(Y), were prepared through the condensation reaction of 2-hydroxybenzaldehyde and its derivatives (X) with thiosemicarbazide or 4-phenylthiosemicarbazide (Y = H, C6H5). The characterization of the new formed compounds was done by 1H-NMR, 13C-NMR, IR spectroscopy, elemental analysis, magnetochemical, thermoanalytical and molar conductance measurements. In addition, the structure of the complex 5 has been determined by X-ray diffraction method. All ligands and metal complexes were tested as inhibitors of human leukemia (HL-60) cells growth and antibacterial and antifungal activities.
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    SYNTHESIS AND CHARACTERIZATION OF NOVEL CU(II), PD(II) AND PT(II) COMPLEXES WITH 8-ETHYL-2-HYDROXYTRICYCLO(7.3.1.02,7)TRIDECAN-13-ONE- THIOSEMICARBAZONE: ANTIMICROBIAL AND IN VITRO ANTIPROLIFERATIVE ACTIVITY
    (2016) Pahonțu, Elena; Paraschivescu, Codruța; Ilieș, Diana Carolina; Poirier, Donald; Oprean, Camelia; Păunescu, Virgil; Gulea, Aurelian; Roșu, Tudor; Bratu, Ovidiu
    New Cu(II), Pd(II) and Pt(II) complexes, (Cu(L)(H2O)2(OAc)) (1), (Cu(HL)(H2O)2(SO4)) (2), (Cu(L)(H2O)2(NO3)) (3), (Cu(L)(H2O)2(ClO4)) (4), (Cu(L)2(H2O)2) (5), (Pd(L)(OAc))H2O (6), and (Pt(L)2) (7) were synthesized from 8-ethyl-2-hydroxytricyclo(7.3.1.02,7)tridecan-13-one thiosemicarbazone (HL). The ligand and its metal complexes were characterized by IR, 1H-NMR, 13C-NMR, UV-Vis, FAB, EPR, mass spectroscopy, elemental and thermal analysis, magnetic susceptibility measurements and molar electric conductivity. The free ligand and the metal complexes have been tested for their antimicrobial activity against E. coli, S. enteritidis, S. aureus, E. faecalis, C. albicans and cytotoxicity against the NCI-H1573 lung adenocarcinoma, SKBR-3 human breast, MCF-7 human breast, A375 human melanoma and HL-60 human promyelocytic leukemia cell lines. Copper complex 2 exhibited the best antiproliferative activities against MCF-7 human breast cancer cells. A significant inhibition of malignant HL-60 cell growth was observed for copper complex 2, palladium complex 6 and platinum complex 7, with IC50 values of 1.6 μM, 6.5 μM and 6.4 μM, respectively.
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    CRYSTAL STRUCTURES OF NITRATO-{2-[2-(1-PYRIDINE-2-YLETHYLIDENE)HYDRAZINE]-1,3-BENZOTHIAZOLO}AQUACOPPER AND CHLORO-{2-[2-PHENYL(PYRIDINE-2-YLETHYLIDENE)HYDRAZINE]-1,3-BENZOTHIAZOLO}COPPER
    (2015) Ciumacov, Iurie; Paholnițcaia, Anastasia; Petrenko, Peter A.; Țapcov, Victor; Poirier, Donald; Gulea, Aurelian
    Two crystal modifications of nitrato-{2-[2-(1-pyridine-2-ylethylidene)hydrazine]-1,3-benzothiazolo}aquacopper (I and II) and two modifications of chloro-{2-[2-phenyl(pyridine-2-ylethylidene)hydrazine]-1,3-benzothiazolo}copper (III and IV) have been synthesized and studied by X-ray diffraction. In structures I and II, the copper atoms coordinate a monodeprotonated molecule of the organic ligand, nitrate ions, and a water molecule. In crystals of I, the complexes are monomeric, whereas complexes II are linked via nitrate ions to form polymeric chains. In both structures the coordination polyhedron of the copper atom can be described as a distorted tetragonal bipyramid—(4 + 1 + 1) in I and (4 + 2) in II. These coordination polyherdra have different compositions. In structures III and IV, the metal atoms coordinate a monodeprotonated {2-[2-phenyl(pyridine-2-ylethylidene)hydrazine]-1,3-benzothiazole molecule and chloride ions. In III the complex-forming ion has square-planar coordination geometry, whereas structure IV consists of centrosymmetric dimers with two bridging chlorine atoms. It was found that nitrato-{2-[2-(1-pyridine-2-ylethylidene)hydrazine]-1,3-benzothiazolo}aquacopper possesses antitumor activity.
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    SUBSTITUTED 1,3-PHENYL(PYRIDYL) PROPENONES AND DERIVATIVES WITH THIOSEMICARBAZIDIC GROUPS. STRUCTRURE – (HL-60) ANTILEUKEMIA ACTIVITY RELATIONSHIP
    (2014) Popușoi, Ana; Barba, Nicanor; Gulea, Aurelian; Roy, Jenny; Poirier, Donald
    3-(4-(Dimethylamino)phenyl-1-(4-isothiocyanatophenyl)prop-2-en-1-one was obtained from the corresponding N,N-dimethylthyoureas by elimination of dimethylamine at heating with gaseous hydrogen chloride in chloroform and 1-(4-isothiocyanatophenyl)-3-(pyridin-2-il)prop-2-en-1-one by treating 1,1-dimethyl-3-(4-(3-(pyridin-2-il)-acryloyl)-phenyl)thyourea with acetic anhydride. For all obtained compounds in the course of reaction the antileukemia activity was investigated.