Facultatea de Chimie şi Tehnologie Chimică / Faculty of Chemistry and Chemical Technology
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Item 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(2019) Balan, Greta; Usataia, Irina; Graur, Vasilii; Ciumacov, Iurie; Petrenko, Peter; Gudumac, Valentin; Gulea, Aurelian; Pahonțu, Elena; Burduniuc, OlgaNew 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.Item NOVEL ANTIOXIDANTS BASED ON SELECTED 3D METAL COORDINATION COMPOUNDS WITH 2-HYDROXYBENZALDEHYDE 4,S-DIALLYLISOTHIOSEMICARBAZONE(2023) Graur, Vasilii; Mardari, Anastasia; Bouroș, Pavlina; Cravțov, Victor; Usataia, Irina; Ulchina, Ianina; Garbuz, Olga; Gulea, Aurelian2-Hydroxybenzaldehyde 4,S-diallylisothiosemicarbazone (HL) was synthesized and characterized by 1H, 13C NMR and FTIR spectroscopies. It exists in solution in two isomeric forms: cis (~25%) and trans (~75%). Six stable complexes were obtained by interaction of HL with copper(II), nickel(II), cobalt(III) and iron(III) salts: [Cu(L)Cl] (1), [Cu(L)NO3] (2), [Cu(3,4-Lut)(L)NO3] (3), [Ni(L)OAc] (4), [Co(L)2]Cl (5), [Fe(L)2]NO3 (6). The synthesized complexes have been studied by elemental analysis, FTIR, molar electrical conductivity and single crystal X-ray diffraction (6). For all compounds the antioxidant activity against cation radicals ABTS•+ was studied. All complexes and free ligand are more active than trolox that is used in medicine practice. Complex 4 (IC50=7.20µM) is the most active one. The introduction of heterocyclic amine did not improve the antioxidant activity. The introduction of S-allyl group into isothiosemicarbazone affected the activity of the synthesized substances, and in some cases the resulting complexes exhibit greater activity than complexes with isothiosemicarbazones with other S-radicals.Item ANTIMICROBIAL AND ANTIFUNGAL ACTIVITY OF CU(II) AND BI(III) COMPLEXES BASED ON AMINOPOLYCARBOXYLATE IONS AND 2-FORMYL AND 2-ACETYLPYRIDINE THIO- SEMICARBAZONES(2021) Neguța, Elena; Balan, Greta; Gulea, Aurelian; Bulimestru, IonThe biological properties of thiosemicarbazones are often related to metal coordination, which as result affects lipophilicity that controls the rate of entry into the cell. Metal complexes are generally more active than the free ligand, or the metal complex can be a vehicle for activation of the ligand as the cytotoxic agent. Among biologically ac- tive metal compounds, copper (II) complexes with 2-formyl and 2-acetylpyridine thio- semicarbazones proved to be among the most potent antiviral, antitumor and anti-inflam- matory agents. Bismuth compounds have been widely used in medicine for more than two centuries due to their high effectiveness and low toxicity. In the antimicrobial realm, ap- plications have been widespread, due to bismuth antiseptic, astringent, protective, ant- acid, antisecretory and local gastrointestinal properties.Item SYNTHESIS AND BIOLOGICAL ACTIVITY OF NICKEL AND COPPER COORDINATION COMPOUNDS OF 5-NITROFURAN-2-CARBALDEHYDE N(4)-ALLYL-3-THIOSEMICARBAZONE(CEP USM, 2014) Graur, Vasilii; Zariciuc, Elena; Tsapkov, Victor; Barba, Nina; Gulea, AurelianThe paper presents the synthesis of the ligand 5-nitrofuran-2-carbaldehyde N(4)-allyl-3-thiosemicarbazone (HL) and eight coordination compounds of copper(II) and nickel(II) with this ligand. The structure of thiosemicarbazone HL was studied using 1 H and 13С NMR spectroscopy. For the synthesized compounds their antimicrobial and antifungal activity was studied on a series of standard strains. For HL and Cu(HL)2(NO3)2 the antitumor activity towards human leukemia HL-60 cells was estimated. It was established that coordination compounds manifest better activity than free ligand.Item SYNTHESIS AND ANTITUMOR ACTIVITY OF COPPER, NICKEL AND COBALT COORDINATION COMPOUNDS WITH 1-(2-HYDROXYPHENYL)ETHANONE N(4)-ALLYL-3-THIOSEMICARBAZONE(CEP USM, 2015) Graur, Vasilii; Savcin Serghei; Tsapkov Victor; Gulea, AurelianThe paper presents the synthesis of the ligand 1-(2-hydroxyphenyl)ethanone N(4)-allyl-3-thiosemicarbazone (H 2 L) and six coordination compounds of copper, nickel and cobalt with this ligand. The structure of thiosemicarbazone H 2 L was studied using 1 H and 13 С NMR spectroscopy. The synthesized coordination compounds were studied using elemental analysis, gravimetric analysis of water content, molar conductivity, and magnetochemistry. For H 2 L the antitumor activity towards human leukemia HL-60 cells and cervical cancer HeLa cells was dete rmined. It was established that the substitution of hydrogen atom with methyl group in the azomethinic fragment leads to the growth of antitumor activity.