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

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Author: search.filters.author.Garbuz, OlgaSubject: search.filters.subject.antioxidant activity

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    SYNTHESIS AND BIOLOGICAL ACTIVITY OF N-(4-METHOXYPHENYL)-2-OXOPROPANAMIDE 4-PHENYLTHIOSEMICARBAZONE AND ITS COPPER(II) COMPLEXES
    (CEP USM, 2024) Graur, Ianina; Usataia, Irina; Graur, Vasilii; Tsapkov, Victor; Gulea, Aurelian; Garbuz, Olga; Balan, Greta
    The new N-(4-methoxyphenyl)-2-oxopropanamide 4-phenylthiosemicarbazone (HL) and its 5 copper(II) coordination compounds [Cu(L)X] (X = Cl- (I); Br- (II); NO3- (III); CH3COO- (IV); Cl2CHCOO- (V)) have been synthesized and characterized by elemental analysis, FTIR and NMR spectra. Coordination of 4-phenylthiosemicarbazone HL with the copper(II) atom led to increased antibacterial activity against Staphylococcus aureus and Bacillus cereus. Non-coordinated 4-phenylthiosemicarbazone (HL) showed the highest activity in relation to ABTS•+ cation radicals; its activity is close to that of Trolox, which is used in medicine. The antibacterial and antioxidant activities of the synthesized complexes are influenced by the nature of the acidic residue in their composition.
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    EXPLORING THE ANTIOXIDANT ACTIVITY OF 1-(PIPERIDIN-1-YL) PROPANE-1,2-DIONE 4-PHENYLTHIOSEMICARBAZONE AND 3d METAL COORDINATION COMPOUNDS WITH THIS LIGAND
    (CEP USM, 2024) Graur, Ianina; Maxim, Mihail; Graur, Vasilii; Tsapkov, Victor; Gulea, Aurelian; Garbuz, Olga
    The new 1-(piperidin-1-yl)propane-1,2-dione 4-phenylthiosemicarbazone (HL) and its 7 coordination compounds [Cu(L)X] (X = Br- (I); Cl- (II); NO3 - (III); CH3COO- (IV); Cl2CHCOO- (V)), [Co(L)2]NO3 (VI), [Fe(L)2]NO3 (VII) have been synthesized and characterized by elemental analysis, FTIR, 1H, 13C NMR spectra and molar electric conductibility. For the obtained compounds it was studied the antioxidant activity towards ABTS•+ radical cation. Uncoordinated 4-phenylthiosemicarbazone HL is the most active one with IC50 14.1 μM. Its activity is higher than that of Trolox which is used in medicine as an antioxidant. Among all the synthesized coordination compounds, the iron(III) complex VII showed the greatest activity. The antioxidant activity of metal complexes is influenced by the anion and the nature of the central metal atom.
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    SINTEZA ȘI CERCETAREA PROPRIETĂȚILOR FARMACOFORE ALE UNOR N-(DIMETILFENIL) HIDRAZINCARBOTIOAMIDE
    (2023) Erhan, Tatiana; Garbuz, Olga; Ungur, Nicon; Gulea, Aurelian
    The present study was focused on the synthesis of some N-(dimethylphenyl)hydrazine carbothioamides 1-4, that contain the following N-substituents: 2,4-dimethylphenyl; 2,5-dimethylphenyl; 2,6-dimethylphenyl; 3,4-dimethylphenyl, to increase lipophilicity and N-(dimethylphenyl)-2-(pyridin-2-ylmethylidene)hydrazinecarbothioamides 5-8, analogous of Triapine. The structural formula of the compounds was characterized by means of spectroscopy: FT-IR, 1H-, and 13CRMN, and the molecular structure, for the first time, by means of X-ray diffraction. The study of antioxidant activity has shown that all compounds 1-8 are powerful antioxidants. N-(dimethylphenyl)-2-(pyridin2-ylmethylidene)hydrazinecarbothioamides 5-8 were tested as inhibitors of MCF-7 (breast cancer) cell proliferation. It was found that all the compounds exhibit activity comparable to that of Doxorubicin, among them the compound N-(2,5-dimethylphenyl)-2-(pyridin-2-ylmethylidene)hydrazinecarbothioamide 6, with IC50=0.8 μM/L, demonstrated the highest activity.
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    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.
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    SINTEZA COMBINAȚIILOR COORDINATIVE NOI ALE UNOR METALE 3D ÎN BAZA N(4)-(ACETAT DE ETIL) TIOSEMICARBAZONELOR 2-FORMIL ȘI 2-ACETIL PIRIDINEI. PROPRIETĂȚI ANTIOXIDANTE
    (2022) Rusnac, Anna; Garbuz, Olga; Șova, Sergiu; Gulea, Aurelian
    The given work includes the description of methods for the synthesis of new coordinative combinations of Cu(II), Mn(II), Fe(III) Co(III), Ni(II) and Zn(II) with N(4)-(ethyl acetate) thiosemicarbazones of 2-formylpyridine and 2-acetylpyridine. The characterization of the newly synthesized compounds was carried out using 1H NMR, 13C NMR, FTIR spectroscopy, conductivity, and elemental analysis. In addition, the structures of N(4)-(ethyl acetate) thiosemicarbazide and N(4)-(ethyl acetate) thiosemicarbazone 2-acetylpyridine (HL2) were determined using single crystal X-ray diffraction. The antioxidant activity of coordinative combinations was studied and compared with that of free ligands. The most pronounced antioxidant properties are possessed by [Ni(L2)Cl], whose value of IC50=15,05 μM is three times higher than the IC50=46,76 μM of the non-coordinating ligand and about 2,5 times higher than the reference substances Rutin and Trolox.
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    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.
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    COPPER COMPLEXES WITH N4(2-ETHYL BENZOATE) THIOSEMICARBAZONE OF 2-ACETYLPYRIDINE
    (CEP USM, 2022-09-29) Rusnac, Anna; Garbuz, Olga; Șova, Sergiu; Gulea, Aurelian
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    SYNTHESIS, CHARACTERIZATION, ANTIOXIDANT ACTIVITY EVALUATION OF 3d METALS COMPLEXES WITH N(4)-((3)-ETHYL BENZOATE) THIOSEMICARBAZONES OF 2-FORMYL(2-ACETYL, 2-BENZOIL)PYRIDINE
    (CEP USM, 2022) Rusnac, Anna; Garbuz, Olga; Shova, Sergiu; Gulea, Aurelian
    The paper presents the synthesis of new coordination compounds of Cu(II), Mn(II), Fe(III) Co(III), Ni(II) and Zn(II) with N(4)-((3)-ethyl benzoate)thiosemicarbazones of 2-formyl pyridine derivatives obtained through the condensation of N(4)-((m)-ethyl benzoate) thiosemicarbazide with 2-pyridinecarboxaldehyde, 2-acetylpyridine and 2-benzoylpyridine. The characterization of new compounds was done by 1H NMR, 13C NMR, IR spectroscopy, conductivity and elemental analysis. In addition, the structures of the ligands (HL1,3) were determined by single-crystal X-ray diffraction. The effect of these complexes on antioxidant activity were studied and compared with those of free ligands. The best result was found to be on coordination compound [Zn(L1)Cl], with IC50 = 11.45 μM, it is better than the free ligand HL1, IC50 = 13.15 μM and is better than the substance Trolox, IC50 = 15.86 μM (it is a pronounced antioxidant taken as a control substance).
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    SINTEZA COMBINAȚIILOR COORDINATIVE CU UNELE METALE 3D ÎN BAZA N(4)-(4-BENZOAT DE ETIL) TIOSEMICARBAZONE ALE DERIVAȚILOR ALDEHIDEI SALICILICE. PROPRIETĂȚI ANTIMICROBIENE, ANTIFUNGICE ȘI ANTIOXIDATIVE
    (CEP USM, 2021) Rusnac, Anna; Țurcanu, Nina; Burduniuc, Olga; Balan, Greta; Garbuz, Olga; Gulea, Aurelian
    În lucrare este descrisă sinteza a 4 substanțe organice noi N(4)-(4-benzoat de etil) tiosemicarbazone ale derivaților aldehidei salicilice și a 29 combinații coordinative ale Cu(II), Ni(II), Zn(II) și Co(III). Structurile substanțelor sintetizate au fost confirmate cu ajutorul spectroscopiei IR și RMN, analizei elementale, magnetochimiei și, în cazul [Ni(L2) DMF]·DMF, difracției cu raze X. Studiul activității antimicrobiene s-a dovedit a fi în limita concentrației 0,125-0,500 mg/mL, iar activitate antifungică a înregistrat cel mai bun rezultat pe Cryptococcus neoformans la complexul {Ni(HL1)Cl}•C2H5OH•3H2O, unde CMI=0,016 mg/mL, fiind mai activ decât substanța martor Nistatina. Cele mai bune rezultate ale testului ABTS au fost înregistrate la ligandul H2L3(7) și la complexul {Ni(HL3) NO3}•H2O (7.8), care la concentrația 100 µM inhibă 54,4% din radicali ABTS•+.
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    SINTEZA , PROPRIETĂŢILE FIZICO - CHIMICE, ANTIOXIDATIVE Ș I ANTITUBERCULOASE ALE COMPUȘILOR COORDINATIVI AI UNOR METALE 3D CU IZONICOTINOILHIDRAZONA 2 - HIDROXI - 3 - METOXIBENZALDEHIDA
    (CEP USM, 2020) Bîrcă, Maria; Cotovaia, Aliona; Țapcov, Victor; Garbuz, Olga; Crudu, Valeriu; Gulea, Aurelian
    În lucrare sunt prezentate sinteza și studiul proprietăţilor antituberculoase și al activității antioxidative 13 compuși coordinativi noi ai Cr3+, Mn2+, Fe3+, Co3+, Ni2+, Cu 2+, Zn2+ cu izonicotinoilhidrazona 2-hidroxi-3-metoxibenzaldehida (H2L). Ligandul (H2L) a fost obținut la condensarea hidrazidei acidului izonicotinic cu 2-hidroxi-3 -metoxibenzaldehida.Structura acestui ligand a fost stabilită folosind analiza cu raze X. Compușii sintetizați manifestă activitate antituberculoasă și antioxidativă pronunțată.