Facultatea de Chimie şi Tehnologie Chimică / Faculty of Chemistry and Chemical Technology
Permanent URI for this communityhttps://msuir.usm.md/handle/123456789/5
Browse
11 results
Search Results
Item 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, OlgaThe 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.Item 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, AurelianThe 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.Item COORDINATION COMPOUND AS INHIBITOR OF SUPEROXID RADICAL(2019) Garbuz, Olga; Pantea, Valeria; Usataia, Irina; Graur, Vasilii; Țapcov, Victor; Sardari, Veronica; Tagadiuc, Olga; Gudumac, Valentin; Gulea, AurelianA 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.Item 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, AurelianThe 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).Item 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, VictorСopper(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.Item SYNTHESIS, CHARACTERIZATION, AND BIOLOGICAL ACTIVITY OF NOVEL 3d METAL COORDINATION COMPOUNDS WITH 2-ACETYLPYRIDINE N4-allyl-S-METHYLISOTHIOSEMICARBAZONE(Wiley, 2021) Graur, Vasilii; Usataia, Irina; Bourosh, Pavlina; Kravtsov, Victor; Garbuz, Olga; Hureau, Christelle; Gulea, AurelianNew zinc(II), copper(II), nickel(II), iron(III), and cobalt(III) coordination compounds, [Zn(HL)I2] (1), [Cu(HL)Cl2] (2), [Cu(HL)Br2] (3), {[Cu(HL)NO3]NO3}n (4), [Ni(HL)2](NO3)2 (5), [Fe(L)2]NO3(6), [Co(L)2]NO3 (7), and [Co(L)2]Cl·H2O (8), were obtained with 2-acetylpyridine N4-allyl-S-methylisothiosemicarbazone (HL). The isothiosemicarbazone proligand was characterized by nuclear magnetic resonance (NMR) (1H and 13C), infrared (IR) spectroscopy, and X-ray diffraction. All the coordination compounds were characterized by elemental analysis, IR, UV–Vis spectroscopy, molar conductivity, and magnetic susceptibility measurements. Single-crystal X-ray diffraction analysis elucidated the structure of the cationic form of the proligand in the salt [H2L]I and compounds 1–4 and 8 and demonstrated an unusual way of coordination through methylated sulfur atom in 1 and 3. Nevertheless, the electron paramagnetic resonance (EPR) and UV–Vis investigations showed that this way of coordination quickly changes upon dissolution of coordination compounds in dimethyl sulfoxide (DMSO). The antiproliferative properties of these compounds towards human cervical epithelial HeLa, human epithelial pancreatic adenocarcinoma BxPC-3, human muscle rhabdomyosarcoma spindle, large multinucleated RD cancer cell lines, and normal kidney epithelial MDCK cell line have been investigated. Copper coordination compounds (2–4) show promising anticancer activity with high selectivity (selectivity index [SI] = 10–18) towards BxPC-3 cell line. They also possess significant antibacterial and antifungal activity, which is useful for cancer treatment.Item 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, AurelianÎn 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•+.Item 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, AurelianÎn 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.Item SINTEZA, STRUCTURA ȘI PROPRIETĂȚILE COMPUȘILOR COORDI NATIVI AI UNOR METALE 3 d CU 4 - (DIMETILFENIL) - TIOSEMICARBAZONE ALE 2 - HIDROXI - 3 - METOXIBENZALDEHIDEI(CEP USM, 2020) Gulea, Aurelian; Țapcov, Victor; Cebotari, Diana; Garbuz, OlgaA u fost sintetizate trei 4 - (dimetilfenil) - tiosemicarbazone (H 2 L 1 - 3 ) ale 2 - hidroxi - 3 - metoxibenzaldehidei şi 47 compuși coordinativi ai cuprului, cobaltului, nichelului și fierului cu azometine H 2 L 1 - 3 și diferite amine (A) sau sulfanilamide (Sf), pentru care în baza datelor analizei elementale a fost stabilită compozi ția: Cu(HL 1 - 2 )X·nH 2 O (X = Cl - , Br - , ClO 4 - , NO 3 - , n = 0, 4), Co(HL 1 - 2 ) 2 X (X = Cl - , NO 3 - ), Cu(L 1 - 3 )A ( A = H 2 O; Im; 2,2 ’ - Bipy; o - Phen; 3,5 - Br 2 py; Sf 1 - 4 ), Fe(HL 1 ) 2 X·nH 2 O (X = Cl - , NO 3 - ; n = 0, 2), Ni(L 1 - 2 )H 2 O și Ni(H 2 L 1 )(L 1 )· C 2 H 5 OH. În compoziția complecșilor sintetizați tiosemicarbazonele H 2 L 1 - 3 se comportă ca liganzi mono - sau tridentați neutri, mono - sau dublu - deprotonați. Cercetarea magnetochimică a demonstrat că compușii coordinativi ai cuprului au structură mononucleară sau polinucleară. În cazul compuși lor de cobalt și nichel s - au stabilit proprietăți diamagnetice. Compuşii coordinativi sintetizaţi nu manifestă activitate antimicrobiană faţă de Eschirichia coli , dar manifestă activitate bacteriostatică şi bactericidă faţă de microorganismele gram - pozitiv e şi fungi în diapazonul concentrațiilor 0,00006 – 1,0 mg/mL . S - a stabilit că asupra activității antimicrobiene a compușilor influențează natura atomului central, tiosemicarbazonei, aminei, sulfanilamidei și a restului de acid și pentru complecșii cu compo ziție asemămătoare se schimbă conform șirurilor: Cu Ni ˃˃ Fe Co; H 2 L 3 ˃ H 2 L 2 ˃ H 2 L 1 ; NO 3 - Br - ˃ ClO 4 - ˃ Cl - ; 2,2 ’ - Bpy ˃ 3,5 - Br 2 Py ˃ Im ˃ o - Phen; Sf 4 Sf 3 Sf 2 Sf 1 . În diapazonul concentrațiilor 10 - 5 - 10 - 7 mol/L complecșii manifestă activitate ant ioxidativă de 1,6 - 9 ori mai înaltă decât activitatea antioxidativă a Troloxului , utilizat în medicină în calitate de etalon la determinarea proprietăților antioxidative ale compușilor naturali și sintetici.Item SYNTHESIS AND BIOLOGICAL ACTIVITY OF COPPER(II), NICKEL(II) AND COBALT(III) COORDINATION COMPOUNDS WITH 2-BENZOYLPYRIDINE N(4)-ALLYL-SMETHYLISOTHIOSEMICARBAZONE(2018) Usataia, Irina; Graur, Vasilii; Zariciuc, Elena; Garbuz, Olga; Gulea, AurelianThe 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..