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

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    Synthesis of 2-formylpyridine 4-allylselenosemicarbazone [Articol]
    (Institutul de Chimie, AȘM, 2014-05-28) Graur, Vasilii
    From the literature source it is known that in many cases enhancement of biological activity is observed when going from semicarbazones/thiosemicarbazones to the corresponding selenosemicarbazones. Many selenosemicarbazones possess antimicrobial, antimalarial, and antitumor activity. Therefore, the aim of this work is finding the synthesis conditions, determination of the composition and structure of 2-formylpyridine 4-allylselenosemicarbazone.
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    Coordination compounds of copper(II) with substituted 3-{[(2-hydroxyphenyl) methylidene]amino}propane-1,2-diols [Articol]
    (2013) Gulea, Aurelian; Ciumacov, Iurie; Graur, Vasilii; Țapcov, Victor
    3-{[(2-Hydroxyphenyl)methylidene]amino}propane-1,2-diol, its 5-chloro-,5-bromo-, 5-nitro-, 3-methoxy derivatives, and 3-{[(2-hydroxynaphthyl- 1)methylidene]amino}propane-1,2-diol react with hydrates of copper(II) chloride, bromide and nitrate in ethanol to form coordination compounds Cu(L)X·nH2O. Template condensation reaction between 3-aminopropane-1,2-diol and 2,3-, 2,4- or 2,5-dihydroxybenzaldehyde in the presence of copper(II) nitrate trihydrate results in similar compounds Cu(L)NO3·nH2O. Structure of some of the condensation products was identified by X-ray analysis. Thermolysis of the substances obtained occurs through the dehydration step (70-90 C) and complete thermal decomposition (290-560 C).
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    Synthesis, Structure, and Biological Activity of Copper and Cobalt Coordination Compounds with Substituted 2-(2-Hydroxybenzylidene)-N-(prop-2-en-1-yl) hydrazinecarbothioamides [Articol]
    (2019) Gulea, Aurelian; Graur, Vasilii; Ciumacov, Iurie; Petrenko, Peter A.; Balan, Greta; Burduniuc, Olga; Țapcov, Victor; Rudic, Valeriu
    The reaction of N-(prop-2-en-1-yl)hydrazinecarbothioamide with substituted 2-hydroxybenzaldehydes afforded the corresponding Schiff bases which were used as ligands to obtain copper and cobalt coordination compounds Cu(NL1–6)X · n H2O (X = Cl−, NO3−; n = 0–3), Co(HL2)2NO3, and Co(NL6)2Cl. The structure of the isolated complexes was determined by NMR spectroscopy and X-ray analysis. The complexes were tested for antimicrobial and antifungal activity against S. aureus, E. coli, and yeast-like fungi. Inhibitory effect of the initial thioamides and their complexes against human myeloid leukemia HL-60 cancer cell line was also studied.
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    Novel 2-formylpyridine 4-allyl-S-methylisothiosemicarbazone and Zn(II), Cu(II), Ni(II) and Co(III) complexes: Synthesis, characterization, crystal structure, antioxidant, antimicrobial and antiproliferative activity [Articol]
    (2019) Balan, Greta; Usataia, Irina; Graur, Vasilii; Ciumacov, Iurie; Petrenko, Peter; Gudumac, Valentin; Gulea, Aurelian; Pahonțu, Elena; Burduniuc, Olga
    New zinc (II), copper (II), nickel (II) and cobalt (III) complexes, [Zn (HL)2]I2 (1), [Cu (HL)Cl2] (2), [Cu (HL)Br2] (3), [Cu (HL)(H2O)2](ClO4)2 (4), [Ni (HL)2]I2·H2O (5), [Co(L)2]Cl (6), [Co(L)2]NO3 (7), [Co(L)2]I·[Co(L)2](I3) (8) were obtained with 2-formylpyridine 4-allyl-S-methylisothiosemicarbazone (HL). The isothiosemicarbazone ligand was characterized by NMR (1H and 13C), IR spectroscopy and X-ray diffraction. All the complexes were characterized by elemental analysis, IR, UV–Vis, ESI-MS spectroscopy, molar conductivity, magnetic susceptibility measurements. X-ray diffraction analysis on the monocrystal and powder elucidated the structure of the complexes 1, 5, 7 and 8. The ligand and the complexes were tested for their antioxidant and antimicrobial activity against Staphylococcus aureus, Escherichia coli, Klebsiella pneumoniae and Candida albicans. Also, the antiproliferative properties of these compounds on human leukemia HL-60, human cervical epithelial HeLa, human epithelial pancreatic adenocarcinoma BxPC-3, human muscle rhabdomyosarcoma spindle, large multinucleated RD cells and normal MDCK cells have been investigated. The nickel complex 5 and cobalt complexes 6, 7 showed promising antiproliferative activity and low toxicity.
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    Synthesis, characterization, crystal structure of novel Cu (II), Co (III), Fe (III) and Cr (III) complexes with 2-hydroxybenzaldehyde-4-allyl-S-methylisothiosemicarbazone: Antimicrobial, antioxidant and in vitro antiproliferative activity [Articol]
    (2018) Pahonțu, Elena; Usataia, Irina; Graur, Vasilii; Ciumacov, Iurie; Petrenko, Peter; Gudumac, Valentin; Gulea, Aurelian
    2-Hydroxybenzaldehyde-4-allyl-S-methylisothiosemicarbazone and Cu (II), Co (III), Fe (III) and Cr (III) complexes were synthesized and characterized. The new obtained compounds were investigated by elemental analysis, magnetic susceptibility measurements, molar electric conductivity, IR, 1H NMR, 13C NMR, UV–Vis spectroscopy. In addition, the structure of the ligand and six complexes has been determined by single-crystal X-ray diffraction analysis. The Cu atom in complex 3 is penta-coordinated in a distorted square–pyramidal coordination geometry, while the metals in complexes 5–9 are in a distorted octahedral environment. For all compounds the antimicrobial activity was studied on a series of standard strains, such as Staphylococcus aureus, Escherichia coli, Enterococcus faecalis, Salmonella abony and Candida albicans. The in vitro antiproliferative activity of the ligand and complexes was screened on human leukemia HL-60 cells, human cervical epithelial HeLa cells, human epithelial pancreatic adenocarcinoma BxPC-3 cells, human muscle rhabdomyosarcoma spindle and large multinucleated RD cells. The primary screening on a wider series of cancer cells showed that copper coordination compound 2 manifests high activity towards HeLa, BxPC-3 and RD cancer cells, which is three–six times higher than the activity of doxorubicin. The selectivity index that is the ratio between the IC50 value for the normal MDCK cells and IC50 values for the cancer cells varies in the range 2.44–21.17. This index is 5.5–11 times higher for the copper coordination compound 2 than for the doxorubicin. Cr (III), Fe (III) and Co (III) coordination compounds 6–9 manifest high antioxidant activity towards ABTS•+ that exceeds 47–67 times the activity of Trolox.
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    Crystal structure of nitrate tris (4-allylthiosemicarbazide)-chromium(III) hydrate [Articol]
    (2016) Ciumacov, Iurie; Petrenko, Peter A.; Graur, Vasilii; Țapcov, Victor; Gulea, Aurelian
    The crystal structure of nitrate tris(4-allylthiosemicarbazide)chromium(III) hydrate [CrL3](NO3)3(H2O)1.05 (I), where L is 4-allylthiosemicarbazide, is determined. The asymmetric unit of the cell of the crystal structure of I contains a complex of a chromium ion with three bidentate coordinated molecules L. The outer coordination sphere of the central atom contains a disordered water molecule and three nitrate ions. The coordination polyhedron of the chromium atom in complex I is an octahedron. In the crystal, the complexes of the compound under study are joined with each other by the outer-sphere nitrato groups into a three-dimensional branched net of hydrogen bonds.
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    Coordination compound as inhibitor of superoxid radical [Articol]
    (2019) Garbuz, Olga; Pantea, Valeria; Usataia, Irina; Graur, Vasilii; Țapcov, Victor; Sardari, Veronica; Tagadiuc, Olga; Gudumac, Valentin; Gulea, Aurelian
    A fost obținut un nou compus coordinativ biologic activ, nitratul de cupru [2 - ({2 [(ethylsulfanyl) (prop-2-en-1-yl) carbononoimidooyl] -hydrazinylidene} methyl) phenolate], care face parte din clasa isotiosemicarbazidelor metalelor de tranziție.S-a stabilit că acesta exercită proprietăți anti radicalice performante la acțiunea moleculei organice cu radicalul superoxidic. Datorită acestei poroprietăți compusul obținut poate avea o potențială aplicare in medicină in calitate de inhibitor al radicalilor superoxidici in corpul uman, care poate duce la prevenirea deteriorării tesutului cellular, aterosclerozii si carcinogenezei.Compusul coordinativ sintetizat extinde arsenalul inhibitorilor de radicali superoxidici cu activitate biologică importanta.
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    Crystal Structure of the Acetic Acid Solvate of N-(Prop-2-En-1-Yl)-2-(Pyrid-2-Ylmethylidene) Hydrazinecarboselenoamide [Articol]
    (2018) Ciumacov, Iurie; Petrenko, Peter A.; Graur, Vasilii; Țapcov, Victor; Gulea, Aurelian
    The crystal structure of the acetic acid solvate of N-(prop-2-en-1-yl)-2-(pyrid-2- ylmethylidene)hydrazinecarboselenoamide (I) is determined. The asymmetric unit of the unit cell in its crystal structure contains a molecule of I and an acetic acid molecule. The molecule of I is non-planar; the angle between the mean square planes of hydrazinecarboselenoamide A(Sе1N1N2N3С1C2) and prop-2-en-1-yl (С5С6C7) moieties is 82.3°. In the crystal, the acetic acid molecules link the molecules of I in endless chains along the [010] direction.
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    Synthesis and biological activity of copper(II), nickel(II) and cobalt(III) coordination compounds with 2-benzoylpyridine N(4)-allyl-S-methylisothiosemicarbazone [Articol]
    (2018) Usataia, Irina; Graur, Vasilii; Zariciuc, Elena; Garbuz, Olga; Gulea, Aurelian
    The paper presents the synthesis of the 2-benzoylpyridine N(4)-allyl-S-methylisothiosemicarbazone and five coordination compounds of copper(II), nickel(II) and cobalt(III) with this ligand. New synthesized substances were studied using IR and NMR (1H and 13C) spectroscopies, elemental analysis, molar conductivity and magnetochemical research. It was studied in vitro antimicrobial and antifungal activities against a wide range of standard strains Staphylococcus aureus (ATCC 25923), Escherihia coli (ATCC 25922), Klebsiella pneumonae and Candida albicans for synthesized substances. The study of the antiproliferative properties in vitro of the pro-ligand and complexes was tested on the human myeloid leukemia HL-60 and cervical cancer HeLa cells.