Browsing by Author "Ulchina, Ianina"

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THE ANTIPROLIFERATIVE, ANTIOXIDANT ACTIVITIES AND TOXICITY OF MIXED-LIGAND AMINE-CONTAIN- ING COPPER(II) COORDINATION COMPOUNDS WITH 2-(2-HYDROXYBENZYLIDENE)-N-(PROP-2-EN-1-YL)HY- DRAZINECARBOTHIOAMIDE
(2021-09-16) Garbuz, Olga; Toderaș, Ion; Ulchina, Ianina; Graur, Vasile; Railean, Nadejda; Gulea, Aurelian
Five compounds 2-(2-Hydroxybenzylidene)-N-(prop-2-en1-yl)hydrazinecarbothioamide (H2L), bis[μ2-2-({2-[(prop-2-en-1-yl) carbamothioyl] hydrazinylidene}methyl) phenolatoS,N,O:O] diaquadicopper (II) nitrate (1), bis [μ2-2-({2-[(prop-2-en-1-yl) carbamothioyl] hydrazinylidene}methyl)phenolato-S,N,O:O]d iimidazoldicopper(II) nitrate (2), bis[μ2-2-({2-[(prop-2en-1-yl)carbamothioyl]-hydrazinylidene}methyl)phenolato-S,N,O:O]bis-(3,5-dibromopyridine)dicopper( II) nitrate hexahydrate (3), bis[μ2-2-({2-[(prop-2-en-1-yl)carbamothioyl]-hydrazinylidene}methyl) phenolato-S,N,O:O]bis(4-methylpyridine)dicopper(II) nitrate hexahydrate (4) were synthesized. The antiproliferative properties of these compounds towards cancer cell lines HeLa, RD and normal cell line MDCK have been investigated. The tested compounds demonstrated high antioxidant and antiproliferative, selective activities towards cancer cells. Direct toxic evaluation of compounds was performed by Daphnia magna bioassay.
THE ANTIPROLIFERATIVE, ANTIOXIDANT ACTIVITIES AND TOXICITY OF MIXED-LIGAND AMINE-CONTAIN- ING COPPER(II) COORDINATION COMPOUNDS WITH 2-(2-HYDROXYBENZYLIDENE)-N-(PROP-2-EN-1-YL)HY- DRAZINECARBOTHIOAMIDE
(2021) Garbuz, Olga; Toderas, Ion; Ulchina, Ianina; Graur, Vasile; Railean, Nadejda; Gulea, Аurelian
Five compounds 2-(2-Hydroxybenzylidene)-N-(prop-2-en1-yl)hydrazinecarbothioamide (H2L), bis[μ2-2-({2-[(prop-2-en-1-yl) carbamothioyl] hydrazinylidene}methyl) phenolato-S,N,O:O] diaquadicopper (II) nitrate (1), bis [μ2-2-({2-[(prop-2-en-1-yl) carbamothioyl] hydrazinylidene}methyl)phenolato-S,N,O:O]d iimidazoldicopper(II) nitrate (2), bis[μ2-2-({2-[(prop-2-en-1-yl)carbamothioyl]-hydrazinylidene}methyl)phenolato-S,N,O:O]bis-(3,5-dibromopyridine)dicopper(II) nitrate hexahydrate (3), bis[μ2-2-({2-[(prop-2-en-1-yl)carbamothioyl]-hydrazinylidene}methyl) phenolato-S,N,O:O]bis(4-methylpyridine)dicopper(II) nitrate hexahydrate (4) were synthesized. The antiproliferative properties of these compounds towards cancer cell lines HeLa, RD and normal cell line MDCK have been investigated. The tested compounds demonstrated high antioxidant and antiproliferative, selective activities towards cancer cells. Direct toxic evaluation of compounds was performed by Daphnia magna bioassay.
CRYSTAL STRUCTURES OF [N′-(2- OXIDOBENZYLIDENE)-N-(PROP-2-EN-1-YL)- CARBAMOHYDRAZONOTHIOATO(2-)](1,10- PHENANTHROLINE)COPPER AND [N′-(2- OXIDOBENZYLIDENE)-N-(PROP-2-EN-1-YL)- CARBAMOHYDRAZONOTHIOATO(2-)](2,2′- BIPYRIDINE)COPPER HEMIHYDRATES
(2022) Ciumacov, Iurie; Graur, Vasilii; Ulchina, Ianina; Smaglii, Vadim; Gulea, Aurelian; Garbuz, Olga; Țapcov, Victor
The crystal structures and biological properties of [N′-(2-oxidobenzylidene)-N-(prop-2-en-1-yl)-carbamohydrazonothioato(2-)](1,10-phenanthroline)copper hemihydrate [Cu(1,10-Phen)(L)]·0.5H2O (I) and [N′-(2-oxidobenzylidene)-N-(prop-2-en-1-yl)-carbamohydrazonothioato(2-)](2,2′-bipyridine)copper hemihydrate [Cu(2,2′-BPy)(L)]·0.5H2O (II), where Н2L is 2-(2-hydroxybenzylidene)-N-(prop-2-en-1-yl)hydrazinecarbothioamide, are determined. The asymmetric unit of the unit cell in the crystal structures of I and II contains a copper complex with bidentate amine and a ligand coordinated by the azomethine nitrogen atom, the deprotonated phenolic oxygen atom, and the sulfur atom in the thiol form. The coordination polyhedron of the copper atom in compounds I and II is a distorted tetragonal pyramid. Obtained coordination compounds I and II exhibit antimicrobial and antifungal activities and have minimum inhibitory concentration and bactericidal concentration values in a range of 1.5-500 µg/mL. The study of the antioxidant activity shows that compounds I and II are less active than uncoordinated thiosemicarbazone H2L, but more active than trolox used in medical practice.
CU(II) COMPLEXES WITH 4-ALLYLTHIOSEMICARBAZONE AS POSSIBLE ANTIOXIDANT AGENTS
(CEP USM, 2022-09-29) Ulchina, Ianina; Graur, Vasilii; Țapcov, Victor; Celac, Marina; Garbuz, Olga; Gulea, Aurelian
CU(II) COMPLEXES WITH 4-ALLYLTHIOSEMICARBAZONE AS POSSIBLE ANTIOXIDANT AGENTS
(2022) Ulchina, Ianina; Celac, Marina; Graur, Vasilii; Tsapkov, Victor; Garbuz, Olga; Gulea, Aurelian
Oxidation is an essential part of aerobic metabolism in living organisms. In this process, free radicals are constantly generated. It is widely known that free radicals play a dual role in vivo as both beneficial and adverse compounds. In order to maintain the balance of the activity of the free radicals in living cells, the organism has evolved antioxidant defense systems, protecting against free radical damage. However, when our endogenous defense system has incomplete efficiency, or a rise in free radicals under special conditions like smoking, chemical air pollutants, radiation, and inflammation, the imbalance between free radicals and antioxidants results in oxidative stress, which is now believed to be one of the important factors in the occurrence of certain human diseases including atherosclerosis, rheumatoid arthritis, cancer, and neurodegenerative diseases. So, the search of possible antioxidants agents is of interest, because they protect the body against damage by harmful free radicals. For this purpose two copper(II) coordination compounds of 1-(morpholin-4-yl) propane-1,2-dione 4- allylthiosemicarbazone (HL) with 1,10-phenantroline (1,10-Phen) and 2,2’-bipyridyl (2,2’- Bpy) were synthesized. On the first stage of the experiment the ethanolic solution of Cu(NO3)2⸱3H2O reacts with 4-allylthiosemicarbazone HL and on the second stage the ethanolic solution of the prepared precursor Cu(L)NO3 reacts with bidentate amines forming crystalline coordination compounds. The composition of these compounds was determined using elemental analysis for copper: Cu(1,10-Phen)(L)NO3, Cu(2,2’-Bpy)(L)NO3. The molar conductivity values of the synthesized coordination compounds are in the range 82-98 Ω- 1∙cm2∙mol-1 that indicates that these complexes are 1:1 electrolytes. A standard ABTS•+ method has been used to determine the antioxidant properties of synthesized compounds and trolox was used as a reference. The pro-ligand HL is less active than trolox, its coordination to copper(II) atom decreases antioxidant activity. The introduction of bidentate amines into the internal sphere of precursor increases the activity of complexes, that become 4 times more active than pro-ligand HL, 6 times more active than precursor, and also more active than
INTRODUCING N-HETEROAROMATIC BASES INTO COPPER(II) THIOSEMICARBAZON COMPLEXES: A WAY TO CHANGE THEIR BIOLOGICAL ACTIVITY
(2022) Ulchina, Ianina; Graur, Vasilii; Țapcov, Victor; Ciumacov, Iurie; Garbuz, Olga; Burduniuc, Olga; Ceban, Emil; Gulea, Aurelian
Three new copper(II) complexes, [Cu(1,10-Phen)(L)] (1), [Cu(2,2’- Bpy)(L)] (2) and [Cu(3,4-Lut)(L)] (3), where H2L=2-[(2,4- dihydroxyphenyl)methylidene]-N-(prop-2-en-1-yl)hydrazine-1- carbothioamide, 1,10-Phen=1,10-phenanthroline, 2,2’-Bpy= 2,2’-bipyridine, 3,4-Lut=3,4-lutidine, have been synthesized and characterized by elemental analysis, FTIR spectroscopy and single crystal X-ray crystallography (1, 2). All compounds are mononuclear. The introduction of a monodentate N-heteroaromatic base (3,4-dimethylpyridine) has led to a significant increase of antimicrobial activity against Gram-negative Escherichia coli and antifungal activity against Candida albicans compared to the pro-ligand and the precursor complex [Cu- (L)H2O]. The introduction of bidentate N-heteroaromatic bases did not lead to such increase of antimicrobial and antifungal activities. Moreover, complex 3 surpasses the inhibitory activity of tetracycline toward Enterobacter cloacae and the inhibitory activity of fluconazole toward Candida parapsilosis and Cryptococcus neoformans. The study of antioxidant activity against cation radicals ABTS* + showed that complexes 1–3 are more active than Trolox, but only introduction of the monodentate Nheteroaromatic base (3,4-dimethylpyridine) led to the increase of antioxidant properties compared to the precursor complex.
INTRODUCING N-HETEROAROMATIC BASES INTO COPPER(II) THIOSEMICARBAZON COMPLEXES: A WAY TO CHANGE THEIR BIOLOGICAL ACTIVITY
(2022) Ulchina, Ianina; Tsapkov, Victor I.; Graur, Vasilii O.; Chumakov, Yurii; Garbuz, Olga; Burduniuc, Olga; Ceban, Emil; Gulea, Aurelian
Three new copper(II) complexes, [Cu(1,10-Phen)(L)] (1), [Cu(2,2’- Bpy)(L)] (2) and [Cu(3,4-Lut)(L)] (3), where H2L=2-[(2,4- dihydroxyphenyl)methylidene]-N-(prop-2-en-1-yl)hydrazine-1- carbothioamide, 1,10-Phen=1,10-phenanthroline, 2,2’-Bpy= 2,2’-bipyridine, 3,4-Lut=3,4-lutidine, have been synthesized and characterized by elemental analysis, FTIR spectroscopy and single crystal X-ray crystallography (1, 2). All compounds are mononuclear. The introduction of a monodentate N-heteroaromatic base (3,4-dimethylpyridine) has led to a significant increase of antimicrobial activity against Gram-negative Escherichia coli and antifungal activity against Candida albicans compared to the pro-ligand and the precursor complex [Cu- (L)H2O]. The introduction of bidentate N-heteroaromatic bases did not lead to such increase of antimicrobial and antifungal activities. Moreover, complex 3 surpasses the inhibitory activity of tetracycline toward Enterobacter cloacae and the inhibitory activity of fluconazole toward Candida parapsilosis and Cryptococcus neoformans. The study of antioxidant activity against cation radicals ABTS* + showed that complexes 1–3 are more active than Trolox, but only introduction of the monodentate Nheteroaromatic base (3,4-dimethylpyridine) led to the increase of antioxidant properties compared to the precursor complex.
KINETICS OF SOME FLUOROQUINOLONES OXIDATION BY PERMANGANATE IONS IN BASIC MEDIUM
(Academia de Ştiinţe a Moldovei, 2017) Tutovan, Elena; Isac-Gutul, Tatiana; Ulchina, Ianina; Lengas, Irina
NOVEL ANTIOXIDANTS BASED ON SELECTED 3D METAL COORDINATION COMPOUNDS WITH 2-HYDROXYBENZALDEHYDE 4,S-DIALLYLISOTHIOSEMICARBAZONE
(2023) Graur, Vasilii; Mardari, Anastasia; Bourosh, Pavlina; Kravtsov, Victor; Usataia, Irina; Ulchina, Ianina; Garbuz, Olga; Gulea, Aurelian
2-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.
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, Aurelian
2-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.
SYNTHESIS AND BIOLOGICAL ACTIVITY OF COPPER(II) COORDINATION COMPO UNDS WITH 2 - HYDROXY - 1 - NAPHTHALDEHYDE N (4) - ALLYL - 3 - THIOSEMICARBAZONE
(CEP USM, 2020) Ulchina, Ianina; Tsapcov, Victor; Graur, Vasilii; Gulea, Aurelian
The paper presents the synthesis of the 2-hydroxy-1-naphthaldehyde N(4)-allyl-3-thiosemicarbazone (H2L) and seven coordinationcompounds of copper with this ligand and heteroaromatic amines. The new obtained compounds were investigated by elemental analysis, IR spectroscopy and molar electric conductibility. For the ynthesized compounds the antibacterial and antifungal activities in vitro were studied on a series of standard strains, such as Staphylococcus aureus (ATCC 25923),Bacillus cereus (ATCC 11778),Bacillus subtilis (ATCC 6633), Candida albicans (ATCC 10231) andCandida krusei (ATCC 6258). The nature of heteroaromatic amines influences the activity of the oordination compounds that decreases in the following way: 3,4-Lut > 1,10-Phen > 2,2’-Bpy > Py > 4-Pic > 3 -Pic. Almost all stuied substancesmanifest high antioxidant activity towards ABT S•+that exceeds the activity of Trolox which is used as standard antioxidant.
SYNTHESIS, STRUCTURE, AND BIOLOGICAL ACTIVITY OF COPPER(II), NICKEL(II), COBALT(III), AND IRON(III) COORDINATION COMPOUNDS WITH 2-{2-[(PROP-2-EN-1-YL)CARBAMOTHIOYL]HYDRAZINYLIDENE}PROPANOIC ACID
(2020) Gulea, Aurelian; Graur, Vasilii; Diurici, E.; Ulchina, Ianina; Bouroș, Pavlina; Balan, Greta; Burduniuc, Olga; Țapcov, Victor; Rudic, Valeriu
2-Oxopropanoic acid reacts in ethanol with N-(prop-2-en-1-yl)hydrazinecarbothioamide in a 1 : 1 mole ratio to form thiosemicarbazone H2L. Coordination compounds Cu(HL)X [X = Cl–, Br–, NO3–], Cu(H2O)(L), Ni(HL)2, Co(HL)2X [X = Cl–, Br–], and Fe(HL)2X [X = NO3–, Br–] are formed in the reactions of H2L with copper(II), nickel(II), cobalt(II), and iron(III) salts. The reactions of Cu(H2O)(L) with imidazole (Im) and 3,4-dimethylpyridine (3,4-Lut) result in mixed-ligand complexes Cu(A)(L) [A = Im, 3,4-Lut]. The structures of two copper complexes were determined by single crystal X-ray diffraction analysis. The synthesized complexes exhibit selective antimicrobial and antifungal activity in the concentration range of 15.62–1000 μg/mL. The introduction of amines into the inner sphere of copper complexes leads to an increase in the antimicrobial activity.
SYNTHESIS, STRUCTURE, AND BIOLOGICAL ACTIVITY OF MIXED-LIGAND AMINE-CONTAINING COPPER(II) COORDINATION COMPOUNDS WITH 2-(2-HYDROXYBENZYLIDENE)-N-(PROP-2-EN-1-YL)HYDRAZINE- CARBOTHIOAMIDE
(2021) Gulea, Aurelian; Graur, Vasilii; Ulchina, Ianina; Bouroș, Pavlina; Smaglii, Vadim; Garbuz, Olga; Țapcov, Victor
Сopper(II) nitrate reacts in ethanol with 2-(2-hydroxybenzylidene)-N-(prop-2-en-1-yl)hydrazinecarbothioamide H2L in an 1 : 1 molar ratio to form the coordination compound Cu(HL)NO3·H2O. The introduction of amines [imidazole (Im), 3,5-dibromopyridine (3,5-Br2Py), and 4-methylpyridine (4-Pic)] into the reaction mixture in a molar ratio 1 : 1 : 2 leads to the formation of CuA(HL)NO3·nH2O [A = Im, 3,5-Br2Py, 4-Pic; n = 0, 3] complexes. The structure of the obtained compounds was determined by X-ray structural analysis. The synthesized complexes exhibit antimicrobial, antifungal, antioxidant, and anticancer activities.
SYNTHESIS, STRUCTURE, AND BIOLOGICAL ACTIVITY OF MIXED-LIGAND AMINE-CONTAINING COPPER(II) COORDINATION COMPOUNDS WITH 2-(2-HYDROXYBENZYLIDENE)-N-(prop-2-en-1-yl)HYDRAZINECARBOTHIOAMIDE
(Springer, 2021) Gulea, Aurelian; Ulchina, Ianina; Graur, Vasilii; Bourosh, P. N.; Smaglii, V.A.; Garbuz, Olga; Tsapkov, Victor
Сopper(II) nitrate reacts in ethanol with 2-(2-hydroxybenzylidene)-N-(prop-2-en-1-yl)hydrazinecarbothioamide H2L in an 1 : 1 molar ratio to form the coordination compound Cu(HL)NO3·H2O. The introduction of amines [imidazole (Im), 3,5-dibromopyridine (3,5-Br2Py), and 4-methylpyridine (4-Pic)] into the reaction mixture in a molar ratio 1 : 1 : 2 leads to the formation of CuA(HL)NO3·nH2O [A = Im, 3,5-Br2Py, 4-Pic; n = 0, 3] complexes. The structure of the obtained compounds was determined by X-ray structural analysis. The synthesized complexes exhibit antimicrobial, antifungal, antioxidant, and anticancer activities.