Design, synthesis, characterization and assessment of practical applications of coordination and organometallic compounds

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info:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172014/RS//

Design, synthesis, characterization and assessment of practical applications of coordination and organometallic compounds (en)
Дизајнирање, синтеза, карактеризација и процена практичне примене координационих и органометалних једињења (sr)
Dizajniranje, sinteza, karakterizacija i procena praktične primene koordinacionih i organometalnih jedinjenja (sr_RS)
Authors

Publications

First cobalt complexes with methyl pyruvate semi/thiosemicarbazone - synthesis, physico-chemical and structural characterization

Rodić, Marko V.; Miškov-Pajić, Vukoslava; Leovac, Vukadin M.; Radanović, Mirjana M.; Vojinović-Ješić, Ljiljana S.; Belošević, Svetlana; Jaćimović, Željko K.; Živković-Radovanović, Vukosava

(Serbian Chemical Society, 2020)

TY  - JOUR
AU  - Rodić, Marko V.
AU  - Miškov-Pajić, Vukoslava
AU  - Leovac, Vukadin M.
AU  - Radanović, Mirjana M.
AU  - Vojinović-Ješić, Ljiljana S.
AU  - Belošević, Svetlana
AU  - Jaćimović, Željko K.
AU  - Živković-Radovanović, Vukosava
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4056
AB  - In the reaction of acetone solutions of CoX2∙nH2O (X = Cl, Br) with methyl pyruvate semi/thiosemicarbazone (Hmps, Hmpt) the first Co(II) complexes with these ligands, i.e., [Co(Hmps)(H2O)X2] (X = Cl (1), Br (2)), [Co(Hmpt)2][CoCl4]∙2H2О (3) and [Co(Hmpt)2]Br2∙Me2CO (4) were obtained. Complexes 1 and 2 represent the first examples of metal complexes of Hmps. All the obtained compounds were characterized by elemental analysis, conductometry, magnetic measurements, and IR spectra, and for complexes 2–4, single crystal X-ray diffraction analysis was also performed. The effective magnetic moments were close to the upper limit (5 μB) for complexes 1 and 2, and close to the lower limit (4.4 μB) for complexes 3 and 4, and as such are characteristic for high-spin Co(II) complexes. Structural analysis showed that both ligands coordinate in a neutral form in a tridentate manner, via the ester oxygen, imine nitrogen and the oxygen atom of the ureido (Hmps), or the sulfur atom of the thioureido group (Hmpt). The central metal atoms are situated in a deformed octahedral coordination environment. Complex 2 has cis-Br configuration, while complexes 3 and 4 have mer-configuration.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - First cobalt complexes with methyl pyruvate semi/thiosemicarbazone - synthesis, physico-chemical and structural characterization
VL  - 85
IS  - 4
SP  - 453
EP  - 466
DO  - 10.2298/JSC191219010R
ER  - 
@article{
author = "Rodić, Marko V. and Miškov-Pajić, Vukoslava and Leovac, Vukadin M. and Radanović, Mirjana M. and Vojinović-Ješić, Ljiljana S. and Belošević, Svetlana and Jaćimović, Željko K. and Živković-Radovanović, Vukosava",
year = "2020",
abstract = "In the reaction of acetone solutions of CoX2∙nH2O (X = Cl, Br) with methyl pyruvate semi/thiosemicarbazone (Hmps, Hmpt) the first Co(II) complexes with these ligands, i.e., [Co(Hmps)(H2O)X2] (X = Cl (1), Br (2)), [Co(Hmpt)2][CoCl4]∙2H2О (3) and [Co(Hmpt)2]Br2∙Me2CO (4) were obtained. Complexes 1 and 2 represent the first examples of metal complexes of Hmps. All the obtained compounds were characterized by elemental analysis, conductometry, magnetic measurements, and IR spectra, and for complexes 2–4, single crystal X-ray diffraction analysis was also performed. The effective magnetic moments were close to the upper limit (5 μB) for complexes 1 and 2, and close to the lower limit (4.4 μB) for complexes 3 and 4, and as such are characteristic for high-spin Co(II) complexes. Structural analysis showed that both ligands coordinate in a neutral form in a tridentate manner, via the ester oxygen, imine nitrogen and the oxygen atom of the ureido (Hmps), or the sulfur atom of the thioureido group (Hmpt). The central metal atoms are situated in a deformed octahedral coordination environment. Complex 2 has cis-Br configuration, while complexes 3 and 4 have mer-configuration.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "First cobalt complexes with methyl pyruvate semi/thiosemicarbazone - synthesis, physico-chemical and structural characterization",
volume = "85",
number = "4",
pages = "453-466",
doi = "10.2298/JSC191219010R"
}
Rodić, M. V., Miškov-Pajić, V., Leovac, V. M., Radanović, M. M., Vojinović-Ješić, L. S., Belošević, S., Jaćimović, Ž. K.,& Živković-Radovanović, V.. (2020). First cobalt complexes with methyl pyruvate semi/thiosemicarbazone - synthesis, physico-chemical and structural characterization. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 85(4), 453-466.
https://doi.org/10.2298/JSC191219010R
Rodić MV, Miškov-Pajić V, Leovac VM, Radanović MM, Vojinović-Ješić LS, Belošević S, Jaćimović ŽK, Živković-Radovanović V. First cobalt complexes with methyl pyruvate semi/thiosemicarbazone - synthesis, physico-chemical and structural characterization. in Journal of the Serbian Chemical Society. 2020;85(4):453-466.
doi:10.2298/JSC191219010R .
Rodić, Marko V., Miškov-Pajić, Vukoslava, Leovac, Vukadin M., Radanović, Mirjana M., Vojinović-Ješić, Ljiljana S., Belošević, Svetlana, Jaćimović, Željko K., Živković-Radovanović, Vukosava, "First cobalt complexes with methyl pyruvate semi/thiosemicarbazone - synthesis, physico-chemical and structural characterization" in Journal of the Serbian Chemical Society, 85, no. 4 (2020):453-466,
https://doi.org/10.2298/JSC191219010R . .

Novel 1,3,4-thiadiazole conjugates derived from protocatechuic acid: Synthesis, antioxidant activity, and computational and electrochemical studies

Jakovljević, Katarina; Joksović, Milan D.; Botta, Bruno; Jovanović, Ljiljana S.; Avdović, Edina; Marković, Zoran; Mihailović, Vladimir; Andrić, Marijana; Trifunović, Snežana S.; Marković, Violeta

(Elsevier, 2019)

TY  - JOUR
AU  - Jakovljević, Katarina
AU  - Joksović, Milan D.
AU  - Botta, Bruno
AU  - Jovanović, Ljiljana S.
AU  - Avdović, Edina
AU  - Marković, Zoran
AU  - Mihailović, Vladimir
AU  - Andrić, Marijana
AU  - Trifunović, Snežana S.
AU  - Marković, Violeta
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3738
AB  - A series of 15 novel 1,3,4-thiadiazole amide derivatives containing a protocatechuic acid moiety were synthesized and structurally characterized. In addition, the corresponding imino (4) and amino (5) analogues of a phenyl-substituted 1,3,4-thiadiazole amide derivative 3a were prepared to compare the effects of the structural changes on the radical-scavenging activity. The obtained compounds were examined for their antioxidative potential by 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) assays. In addition, selected compounds were studied by density functional theory (DFT) and cyclic voltammetry experiments. The tested compounds showed high potential to scavenging DPPH radical and ABTS radical cation compared with the referent antioxidants ascorbic acid and nordihydroguaiaretic acid (NDGA). On the basis of the calculated thermodynamic parameters, it can be concluded that the sequential proton loss electron transfer (SPLET) mechanism represents the most probable reaction path in a polar solvent for DPPH radical–scavenging activity. On the other hand, the single electron transfer followed by proton transfer (SET-PT) can be a likely mechanistic pathway in the case of an ABTS radical cation.
PB  - Elsevier
T2  - Comptes Rendus Chimie
T1  - Novel 1,3,4-thiadiazole conjugates derived from protocatechuic acid: Synthesis, antioxidant activity, and computational and electrochemical studies
VL  - 22
IS  - 8
SP  - 585
EP  - 598
DO  - 10.1016/j.crci.2019.06.001
ER  - 
@article{
author = "Jakovljević, Katarina and Joksović, Milan D. and Botta, Bruno and Jovanović, Ljiljana S. and Avdović, Edina and Marković, Zoran and Mihailović, Vladimir and Andrić, Marijana and Trifunović, Snežana S. and Marković, Violeta",
year = "2019",
abstract = "A series of 15 novel 1,3,4-thiadiazole amide derivatives containing a protocatechuic acid moiety were synthesized and structurally characterized. In addition, the corresponding imino (4) and amino (5) analogues of a phenyl-substituted 1,3,4-thiadiazole amide derivative 3a were prepared to compare the effects of the structural changes on the radical-scavenging activity. The obtained compounds were examined for their antioxidative potential by 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) assays. In addition, selected compounds were studied by density functional theory (DFT) and cyclic voltammetry experiments. The tested compounds showed high potential to scavenging DPPH radical and ABTS radical cation compared with the referent antioxidants ascorbic acid and nordihydroguaiaretic acid (NDGA). On the basis of the calculated thermodynamic parameters, it can be concluded that the sequential proton loss electron transfer (SPLET) mechanism represents the most probable reaction path in a polar solvent for DPPH radical–scavenging activity. On the other hand, the single electron transfer followed by proton transfer (SET-PT) can be a likely mechanistic pathway in the case of an ABTS radical cation.",
publisher = "Elsevier",
journal = "Comptes Rendus Chimie",
title = "Novel 1,3,4-thiadiazole conjugates derived from protocatechuic acid: Synthesis, antioxidant activity, and computational and electrochemical studies",
volume = "22",
number = "8",
pages = "585-598",
doi = "10.1016/j.crci.2019.06.001"
}
Jakovljević, K., Joksović, M. D., Botta, B., Jovanović, L. S., Avdović, E., Marković, Z., Mihailović, V., Andrić, M., Trifunović, S. S.,& Marković, V.. (2019). Novel 1,3,4-thiadiazole conjugates derived from protocatechuic acid: Synthesis, antioxidant activity, and computational and electrochemical studies. in Comptes Rendus Chimie
Elsevier., 22(8), 585-598.
https://doi.org/10.1016/j.crci.2019.06.001
Jakovljević K, Joksović MD, Botta B, Jovanović LS, Avdović E, Marković Z, Mihailović V, Andrić M, Trifunović SS, Marković V. Novel 1,3,4-thiadiazole conjugates derived from protocatechuic acid: Synthesis, antioxidant activity, and computational and electrochemical studies. in Comptes Rendus Chimie. 2019;22(8):585-598.
doi:10.1016/j.crci.2019.06.001 .
Jakovljević, Katarina, Joksović, Milan D., Botta, Bruno, Jovanović, Ljiljana S., Avdović, Edina, Marković, Zoran, Mihailović, Vladimir, Andrić, Marijana, Trifunović, Snežana S., Marković, Violeta, "Novel 1,3,4-thiadiazole conjugates derived from protocatechuic acid: Synthesis, antioxidant activity, and computational and electrochemical studies" in Comptes Rendus Chimie, 22, no. 8 (2019):585-598,
https://doi.org/10.1016/j.crci.2019.06.001 . .
4
4
5

Supplementary data for the article: Jakovljević, K.; Joksović, M. D.; Botta, B.; Jovanović, L. S.; Avdović, E.; Marković, Z.; Mihailović, V.; Andrić, M.; Trifunović, S.; Marković, V. Novel 1,3,4-Thiadiazole Conjugates Derived from Protocatechuic Acid: Synthesis, Antioxidant Activity, and Computational and Electrochemical Studies. Comptes Rendus Chimie 2019, 22 (8), 585–598. https://doi.org/10.1016/j.crci.2019.06.001

Jakovljević, Katarina; Joksović, Milan D.; Botta, Bruno; Jovanović, Ljiljana S.; Avdović, Edina; Marković, Zoran; Mihailović, Vladimir; Andrić, Marijana; Trifunović, Snežana S.; Marković, Violeta

(Elsevier, 2019)

TY  - DATA
AU  - Jakovljević, Katarina
AU  - Joksović, Milan D.
AU  - Botta, Bruno
AU  - Jovanović, Ljiljana S.
AU  - Avdović, Edina
AU  - Marković, Zoran
AU  - Mihailović, Vladimir
AU  - Andrić, Marijana
AU  - Trifunović, Snežana S.
AU  - Marković, Violeta
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3739
PB  - Elsevier
T2  - Comptes Rendus Chimie
T1  - Supplementary data for the article: Jakovljević, K.; Joksović, M. D.; Botta, B.; Jovanović, L. S.; Avdović, E.; Marković, Z.; Mihailović, V.; Andrić, M.; Trifunović, S.; Marković, V. Novel 1,3,4-Thiadiazole Conjugates Derived from Protocatechuic Acid: Synthesis, Antioxidant Activity, and Computational and Electrochemical Studies. Comptes Rendus Chimie 2019, 22 (8), 585–598. https://doi.org/10.1016/j.crci.2019.06.001
ER  - 
@misc{
author = "Jakovljević, Katarina and Joksović, Milan D. and Botta, Bruno and Jovanović, Ljiljana S. and Avdović, Edina and Marković, Zoran and Mihailović, Vladimir and Andrić, Marijana and Trifunović, Snežana S. and Marković, Violeta",
year = "2019",
publisher = "Elsevier",
journal = "Comptes Rendus Chimie",
title = "Supplementary data for the article: Jakovljević, K.; Joksović, M. D.; Botta, B.; Jovanović, L. S.; Avdović, E.; Marković, Z.; Mihailović, V.; Andrić, M.; Trifunović, S.; Marković, V. Novel 1,3,4-Thiadiazole Conjugates Derived from Protocatechuic Acid: Synthesis, Antioxidant Activity, and Computational and Electrochemical Studies. Comptes Rendus Chimie 2019, 22 (8), 585–598. https://doi.org/10.1016/j.crci.2019.06.001"
}
Jakovljević, K., Joksović, M. D., Botta, B., Jovanović, L. S., Avdović, E., Marković, Z., Mihailović, V., Andrić, M., Trifunović, S. S.,& Marković, V.. (2019). Supplementary data for the article: Jakovljević, K.; Joksović, M. D.; Botta, B.; Jovanović, L. S.; Avdović, E.; Marković, Z.; Mihailović, V.; Andrić, M.; Trifunović, S.; Marković, V. Novel 1,3,4-Thiadiazole Conjugates Derived from Protocatechuic Acid: Synthesis, Antioxidant Activity, and Computational and Electrochemical Studies. Comptes Rendus Chimie 2019, 22 (8), 585–598. https://doi.org/10.1016/j.crci.2019.06.001. in Comptes Rendus Chimie
Elsevier..
Jakovljević K, Joksović MD, Botta B, Jovanović LS, Avdović E, Marković Z, Mihailović V, Andrić M, Trifunović SS, Marković V. Supplementary data for the article: Jakovljević, K.; Joksović, M. D.; Botta, B.; Jovanović, L. S.; Avdović, E.; Marković, Z.; Mihailović, V.; Andrić, M.; Trifunović, S.; Marković, V. Novel 1,3,4-Thiadiazole Conjugates Derived from Protocatechuic Acid: Synthesis, Antioxidant Activity, and Computational and Electrochemical Studies. Comptes Rendus Chimie 2019, 22 (8), 585–598. https://doi.org/10.1016/j.crci.2019.06.001. in Comptes Rendus Chimie. 2019;..
Jakovljević, Katarina, Joksović, Milan D., Botta, Bruno, Jovanović, Ljiljana S., Avdović, Edina, Marković, Zoran, Mihailović, Vladimir, Andrić, Marijana, Trifunović, Snežana S., Marković, Violeta, "Supplementary data for the article: Jakovljević, K.; Joksović, M. D.; Botta, B.; Jovanović, L. S.; Avdović, E.; Marković, Z.; Mihailović, V.; Andrić, M.; Trifunović, S.; Marković, V. Novel 1,3,4-Thiadiazole Conjugates Derived from Protocatechuic Acid: Synthesis, Antioxidant Activity, and Computational and Electrochemical Studies. Comptes Rendus Chimie 2019, 22 (8), 585–598. https://doi.org/10.1016/j.crci.2019.06.001" in Comptes Rendus Chimie (2019).

Synthesis, Characterization and Biological Study of New Dinuclear Zinc(ii) and Nickel(ii) Octaaza Macrocyclic Complexes

Krstić, Milena P.; Petković, Branka B.; Milčić, Miloš K.; Mišić, Dušan R.; Francisco Santibanez, Juan

(SOC CHEMISTS TECHNOLOGISTS MADECONIA, 2019)

TY  - JOUR
AU  - Krstić, Milena P.
AU  - Petković, Branka B.
AU  - Milčić, Miloš K.
AU  - Mišić, Dušan R.
AU  - Francisco Santibanez, Juan
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3689
AB  - Two new nitrato complexes of zinc and nickel with 1,4,8,11-tetrakis(2-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane (tpmc), have been synthesized and characterized. The IR spectral peaks showed that the coordinated and ionic nitrate ions are in agreement with the formula proposed by elemental analysis. Conductometric titrations predicted methanol to be a convenient solvent for synthesis and revealed the stoichiometry of the complexes, while molar electrical conductivities indicated a 1 : 3 complex electrolyte type for the zinc complex, and a 1 : 2 complex electrolyte type for the nickel complex. The optimized complex structure was obtained by molecular modeling and density functional theory calculations. The biological activity of the novel complexes was examined by screening eight different bacterial strains and two cancer cell lines. The zinc complex showed better antimicrobial activity against the bacterial strains, while the complexes did not show significance antiproliferative activity toward cancer cells MCF-7 and MDA-MB-231.
PB  - SOC CHEMISTS TECHNOLOGISTS MADECONIA
T2  - Macedonian Journal of Chemistry and Chemical Engineering
T1  - Synthesis, Characterization and Biological Study of New Dinuclear Zinc(ii) and Nickel(ii) Octaaza Macrocyclic Complexes
VL  - 38
IS  - 1
SP  - 1
EP  - 11
DO  - 10.20450/mjcce.2019.1599
ER  - 
@article{
author = "Krstić, Milena P. and Petković, Branka B. and Milčić, Miloš K. and Mišić, Dušan R. and Francisco Santibanez, Juan",
year = "2019",
abstract = "Two new nitrato complexes of zinc and nickel with 1,4,8,11-tetrakis(2-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane (tpmc), have been synthesized and characterized. The IR spectral peaks showed that the coordinated and ionic nitrate ions are in agreement with the formula proposed by elemental analysis. Conductometric titrations predicted methanol to be a convenient solvent for synthesis and revealed the stoichiometry of the complexes, while molar electrical conductivities indicated a 1 : 3 complex electrolyte type for the zinc complex, and a 1 : 2 complex electrolyte type for the nickel complex. The optimized complex structure was obtained by molecular modeling and density functional theory calculations. The biological activity of the novel complexes was examined by screening eight different bacterial strains and two cancer cell lines. The zinc complex showed better antimicrobial activity against the bacterial strains, while the complexes did not show significance antiproliferative activity toward cancer cells MCF-7 and MDA-MB-231.",
publisher = "SOC CHEMISTS TECHNOLOGISTS MADECONIA",
journal = "Macedonian Journal of Chemistry and Chemical Engineering",
title = "Synthesis, Characterization and Biological Study of New Dinuclear Zinc(ii) and Nickel(ii) Octaaza Macrocyclic Complexes",
volume = "38",
number = "1",
pages = "1-11",
doi = "10.20450/mjcce.2019.1599"
}
Krstić, M. P., Petković, B. B., Milčić, M. K., Mišić, D. R.,& Francisco Santibanez, J.. (2019). Synthesis, Characterization and Biological Study of New Dinuclear Zinc(ii) and Nickel(ii) Octaaza Macrocyclic Complexes. in Macedonian Journal of Chemistry and Chemical Engineering
SOC CHEMISTS TECHNOLOGISTS MADECONIA., 38(1), 1-11.
https://doi.org/10.20450/mjcce.2019.1599
Krstić MP, Petković BB, Milčić MK, Mišić DR, Francisco Santibanez J. Synthesis, Characterization and Biological Study of New Dinuclear Zinc(ii) and Nickel(ii) Octaaza Macrocyclic Complexes. in Macedonian Journal of Chemistry and Chemical Engineering. 2019;38(1):1-11.
doi:10.20450/mjcce.2019.1599 .
Krstić, Milena P., Petković, Branka B., Milčić, Miloš K., Mišić, Dušan R., Francisco Santibanez, Juan, "Synthesis, Characterization and Biological Study of New Dinuclear Zinc(ii) and Nickel(ii) Octaaza Macrocyclic Complexes" in Macedonian Journal of Chemistry and Chemical Engineering, 38, no. 1 (2019):1-11,
https://doi.org/10.20450/mjcce.2019.1599 . .
1
2
2

N-alkylphenothiazines - synthesis, structure and application as ligands in metal complexes

Krstić, Milena; Sovilj, Sofija P.; Borozan, Sunčica; Rančić, Milica; Poljarević, Jelena; Grgurić-Šipka, Sanja

(Assoc Chemical Engineers Serbia, Belgrade, 2016)

TY  - JOUR
AU  - Krstić, Milena
AU  - Sovilj, Sofija P.
AU  - Borozan, Sunčica
AU  - Rančić, Milica
AU  - Poljarević, Jelena
AU  - Grgurić-Šipka, Sanja
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2351
AB  - Phenothiazines are a large group of heterocyclic, aromatic molecules with nitrogen and sulphur between two benzene rings. Their derivatives, N-alkylphenothiazines have substituent on heterocyclic nitrogen atom which gives them different properties. Also, a series of these molecules have substitution on carbon atom at place 2 of phenothiazine benzene ring. Alkylphenothiazines contain aminoalkyl substituent and their alkyl, acyl and sulphonil derivatives, as well as monocyclic and bicyclic heterocycles attached at thiazine nitrogen atom or directly linked to benzene ring. The N-alkylphenothiazines have been known as antipsychotic drugs, but they also possess antibacterial, antifungal, anticancer activity, and ability to react with macromolecules and to coordinate to the metals. Metal complexes with N-alkylphenothiazines are biological active compounds with different antimicrobial activities and cytotoxic effect against tumor cell lines. The large field of application of N-alkylphenothiazines is very attractive in terms of synthesis of new related derivatives, metal complexes, studying their properties and applications. This article presents a review of the literature and a contemporary view at N-alkylphenothiazines - their synthesis and application, as well as their metal complexes which have promising biological effects.
PB  - Assoc Chemical Engineers Serbia, Belgrade
T2  - Hemijska industrija
T1  - N-alkylphenothiazines - synthesis, structure and application as ligands in metal complexes
VL  - 70
IS  - 4
SP  - 461
EP  - 471
DO  - 10.2298/HEMIND150331052K
UR  - Kon_3167
ER  - 
@article{
author = "Krstić, Milena and Sovilj, Sofija P. and Borozan, Sunčica and Rančić, Milica and Poljarević, Jelena and Grgurić-Šipka, Sanja",
year = "2016",
abstract = "Phenothiazines are a large group of heterocyclic, aromatic molecules with nitrogen and sulphur between two benzene rings. Their derivatives, N-alkylphenothiazines have substituent on heterocyclic nitrogen atom which gives them different properties. Also, a series of these molecules have substitution on carbon atom at place 2 of phenothiazine benzene ring. Alkylphenothiazines contain aminoalkyl substituent and their alkyl, acyl and sulphonil derivatives, as well as monocyclic and bicyclic heterocycles attached at thiazine nitrogen atom or directly linked to benzene ring. The N-alkylphenothiazines have been known as antipsychotic drugs, but they also possess antibacterial, antifungal, anticancer activity, and ability to react with macromolecules and to coordinate to the metals. Metal complexes with N-alkylphenothiazines are biological active compounds with different antimicrobial activities and cytotoxic effect against tumor cell lines. The large field of application of N-alkylphenothiazines is very attractive in terms of synthesis of new related derivatives, metal complexes, studying their properties and applications. This article presents a review of the literature and a contemporary view at N-alkylphenothiazines - their synthesis and application, as well as their metal complexes which have promising biological effects.",
publisher = "Assoc Chemical Engineers Serbia, Belgrade",
journal = "Hemijska industrija",
title = "N-alkylphenothiazines - synthesis, structure and application as ligands in metal complexes",
volume = "70",
number = "4",
pages = "461-471",
doi = "10.2298/HEMIND150331052K",
url = "Kon_3167"
}
Krstić, M., Sovilj, S. P., Borozan, S., Rančić, M., Poljarević, J.,& Grgurić-Šipka, S.. (2016). N-alkylphenothiazines - synthesis, structure and application as ligands in metal complexes. in Hemijska industrija
Assoc Chemical Engineers Serbia, Belgrade., 70(4), 461-471.
https://doi.org/10.2298/HEMIND150331052K
Kon_3167
Krstić M, Sovilj SP, Borozan S, Rančić M, Poljarević J, Grgurić-Šipka S. N-alkylphenothiazines - synthesis, structure and application as ligands in metal complexes. in Hemijska industrija. 2016;70(4):461-471.
doi:10.2298/HEMIND150331052K
Kon_3167 .
Krstić, Milena, Sovilj, Sofija P., Borozan, Sunčica, Rančić, Milica, Poljarević, Jelena, Grgurić-Šipka, Sanja, "N-alkylphenothiazines - synthesis, structure and application as ligands in metal complexes" in Hemijska industrija, 70, no. 4 (2016):461-471,
https://doi.org/10.2298/HEMIND150331052K .,
Kon_3167 .
1
1
3
3

In Vivo Enzymes Activities of Some Ru(Ii) Compounds with N-Alkylphenothiazines

Krstić, Milena; Borozan, Sunčica; Sovilj, Sofija P.; Grgurić-Šipka, Sanja; Poljarević, Jelena

(De Gruyter Open Ltd, Warsaw, 2016)

TY  - JOUR
AU  - Krstić, Milena
AU  - Borozan, Sunčica
AU  - Sovilj, Sofija P.
AU  - Grgurić-Šipka, Sanja
AU  - Poljarević, Jelena
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2387
AB  - The purpose of the present study was to investigate and compare the effects of two ruthenium complexes with trifl uoperazine on acethylcholinesterase enzyme activity and lactate dehydrogenase levels in vivo under physiological conditions in rats blood. Complexes 1 and 2 showed positive effects on acethylcholinesterase at all doses and did not disturb its normal activity. Total LDH activity was inhibited in the presence of both complexes, but Ru(II) complexes showed different effects on the activity of LDH isoenzymes. The activities of LDH1 and LDH2 isoenzymes were decreased in all applied doses of the complex 2, while the activity of LDH2 reduced using complex 1 in the same doses. Results of the present study suggest the neuro-and cardio protective potential of oral administration of complexes 1 and 2, as non-toxic compounds under physiological conditions. These protective effects are the result of their potent antioxidant activity.
AB  - Cilj ovog rada je da se ispitaju i uporede efekti dva kompleksa rutenijuma sa trifluoperazinom na aktivnost enzima acetilholinesteraze i laktat-dehidrogenase in vivo pod fiziološkim uslovima u krvi pacova. Kompleksi 1 i 2 pokazali su pozitivan efekat na aktivnost acetiholinesteraze u svim primenjenim dozama. Ukupna aktivnost LDH je inhibirana u prisustvu oba kompleksa, ali kompleksi Ru(II) pokazuju različite rezultate na izoenzimske oblike ovog enzima. Aktivnosti izoenzima LDH1 i LDH2 su smanjene u svim primenjenim dozama kompleksa 2, dok kompleks 1 smanjuje aktivnost samo izoenzima LDH2 u tim istim koncentracijama. Rezultati prikazanog istraživanja ukazuju na neuro - i kardio zaštitni potencijal oralne primene kompleksa 1 i 2, kao netoksičnih jedinjenja pod fiziološkim uslovima, indukovano preko njihovog snažnog antioksidativnog efekta.
PB  - De Gruyter Open Ltd, Warsaw
T2  - Acta Veterinaria, Beograd
T1  - In Vivo Enzymes Activities of Some Ru(Ii) Compounds with N-Alkylphenothiazines
T1  - In vivo ispitivanje enzimske aktivnosti nekih Ru(II) jedinjenja sa N-alkilfenotiazinima
VL  - 66
IS  - 4
SP  - 497
EP  - 508
DO  - 10.1515/acve-2016-0043
UR  - Kon_3203
ER  - 
@article{
author = "Krstić, Milena and Borozan, Sunčica and Sovilj, Sofija P. and Grgurić-Šipka, Sanja and Poljarević, Jelena",
year = "2016",
abstract = "The purpose of the present study was to investigate and compare the effects of two ruthenium complexes with trifl uoperazine on acethylcholinesterase enzyme activity and lactate dehydrogenase levels in vivo under physiological conditions in rats blood. Complexes 1 and 2 showed positive effects on acethylcholinesterase at all doses and did not disturb its normal activity. Total LDH activity was inhibited in the presence of both complexes, but Ru(II) complexes showed different effects on the activity of LDH isoenzymes. The activities of LDH1 and LDH2 isoenzymes were decreased in all applied doses of the complex 2, while the activity of LDH2 reduced using complex 1 in the same doses. Results of the present study suggest the neuro-and cardio protective potential of oral administration of complexes 1 and 2, as non-toxic compounds under physiological conditions. These protective effects are the result of their potent antioxidant activity., Cilj ovog rada je da se ispitaju i uporede efekti dva kompleksa rutenijuma sa trifluoperazinom na aktivnost enzima acetilholinesteraze i laktat-dehidrogenase in vivo pod fiziološkim uslovima u krvi pacova. Kompleksi 1 i 2 pokazali su pozitivan efekat na aktivnost acetiholinesteraze u svim primenjenim dozama. Ukupna aktivnost LDH je inhibirana u prisustvu oba kompleksa, ali kompleksi Ru(II) pokazuju različite rezultate na izoenzimske oblike ovog enzima. Aktivnosti izoenzima LDH1 i LDH2 su smanjene u svim primenjenim dozama kompleksa 2, dok kompleks 1 smanjuje aktivnost samo izoenzima LDH2 u tim istim koncentracijama. Rezultati prikazanog istraživanja ukazuju na neuro - i kardio zaštitni potencijal oralne primene kompleksa 1 i 2, kao netoksičnih jedinjenja pod fiziološkim uslovima, indukovano preko njihovog snažnog antioksidativnog efekta.",
publisher = "De Gruyter Open Ltd, Warsaw",
journal = "Acta Veterinaria, Beograd",
title = "In Vivo Enzymes Activities of Some Ru(Ii) Compounds with N-Alkylphenothiazines, In vivo ispitivanje enzimske aktivnosti nekih Ru(II) jedinjenja sa N-alkilfenotiazinima",
volume = "66",
number = "4",
pages = "497-508",
doi = "10.1515/acve-2016-0043",
url = "Kon_3203"
}
Krstić, M., Borozan, S., Sovilj, S. P., Grgurić-Šipka, S.,& Poljarević, J.. (2016). In Vivo Enzymes Activities of Some Ru(Ii) Compounds with N-Alkylphenothiazines. in Acta Veterinaria, Beograd
De Gruyter Open Ltd, Warsaw., 66(4), 497-508.
https://doi.org/10.1515/acve-2016-0043
Kon_3203
Krstić M, Borozan S, Sovilj SP, Grgurić-Šipka S, Poljarević J. In Vivo Enzymes Activities of Some Ru(Ii) Compounds with N-Alkylphenothiazines. in Acta Veterinaria, Beograd. 2016;66(4):497-508.
doi:10.1515/acve-2016-0043
Kon_3203 .
Krstić, Milena, Borozan, Sunčica, Sovilj, Sofija P., Grgurić-Šipka, Sanja, Poljarević, Jelena, "In Vivo Enzymes Activities of Some Ru(Ii) Compounds with N-Alkylphenothiazines" in Acta Veterinaria, Beograd, 66, no. 4 (2016):497-508,
https://doi.org/10.1515/acve-2016-0043 .,
Kon_3203 .

Anion-/cation-directed reaction routes to polymorphic forms of a pyrazole-type ligand and its coordination compounds with zinc. Key structural differences between polymorphs'

Hollo, Berta Barta; Szecsenyi, Katalin Meszaros; Deli, Maria; Kiss, Lorand; Kallay-Menyhard, Alfred; Živković-Radovanović, Vukosava; Tomic, Zoran D.

(Springer/Plenum Publishers, New York, 2016)

TY  - JOUR
AU  - Hollo, Berta Barta
AU  - Szecsenyi, Katalin Meszaros
AU  - Deli, Maria
AU  - Kiss, Lorand
AU  - Kallay-Menyhard, Alfred
AU  - Živković-Radovanović, Vukosava
AU  - Tomic, Zoran D.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2280
AB  - Synthetic paths toward the two polymorphs of a monohydrate, one anhydrous polymorph of 1-carboxamidino-5-hydroxy-3-methylpyrazole (hcmp) and two polymorphs of zinc complexes containing hcmp ligand are presented. By choosing ions which are not part of the final product, it is possible to direct the synthesis toward the particular polymorph. In all three modifications of hcmp, the same hydrogen bonding motif appears, leading to formation of similar molecular chains. Differences arise due to different modes of chain aggregation and the presence of solvent water. Analysis of the crystal packing and the energetic features of hcmp polymorphs is made using the PIXEL model. The thermal decomposition processes are examined using differential scanning calorimetry and thermogravimetry. Analysis of crystal packing in the two polymorphs of zinc complex suggests the key role of the hydrogen bonding capacity of the aqua ligand for the appearance of the two polymorphic forms. In both polymorphs of zinc complex, stacking interactions have an important role. However, the enhanced hydrogen bonding capacity of the aqua ligand influences the formation of multistacking arrangement.
PB  - Springer/Plenum Publishers, New York
T2  - Structural Chemistry
T1  - Anion-/cation-directed reaction routes to polymorphic forms of a pyrazole-type ligand and its coordination compounds with zinc. Key structural differences between polymorphs'
VL  - 27
IS  - 4
SP  - 1121
EP  - 1133
DO  - 10.1007/s11224-015-0734-1
UR  - Kon_3096
ER  - 
@article{
author = "Hollo, Berta Barta and Szecsenyi, Katalin Meszaros and Deli, Maria and Kiss, Lorand and Kallay-Menyhard, Alfred and Živković-Radovanović, Vukosava and Tomic, Zoran D.",
year = "2016",
abstract = "Synthetic paths toward the two polymorphs of a monohydrate, one anhydrous polymorph of 1-carboxamidino-5-hydroxy-3-methylpyrazole (hcmp) and two polymorphs of zinc complexes containing hcmp ligand are presented. By choosing ions which are not part of the final product, it is possible to direct the synthesis toward the particular polymorph. In all three modifications of hcmp, the same hydrogen bonding motif appears, leading to formation of similar molecular chains. Differences arise due to different modes of chain aggregation and the presence of solvent water. Analysis of the crystal packing and the energetic features of hcmp polymorphs is made using the PIXEL model. The thermal decomposition processes are examined using differential scanning calorimetry and thermogravimetry. Analysis of crystal packing in the two polymorphs of zinc complex suggests the key role of the hydrogen bonding capacity of the aqua ligand for the appearance of the two polymorphic forms. In both polymorphs of zinc complex, stacking interactions have an important role. However, the enhanced hydrogen bonding capacity of the aqua ligand influences the formation of multistacking arrangement.",
publisher = "Springer/Plenum Publishers, New York",
journal = "Structural Chemistry",
title = "Anion-/cation-directed reaction routes to polymorphic forms of a pyrazole-type ligand and its coordination compounds with zinc. Key structural differences between polymorphs'",
volume = "27",
number = "4",
pages = "1121-1133",
doi = "10.1007/s11224-015-0734-1",
url = "Kon_3096"
}
Hollo, B. B., Szecsenyi, K. M., Deli, M., Kiss, L., Kallay-Menyhard, A., Živković-Radovanović, V.,& Tomic, Z. D.. (2016). Anion-/cation-directed reaction routes to polymorphic forms of a pyrazole-type ligand and its coordination compounds with zinc. Key structural differences between polymorphs'. in Structural Chemistry
Springer/Plenum Publishers, New York., 27(4), 1121-1133.
https://doi.org/10.1007/s11224-015-0734-1
Kon_3096
Hollo BB, Szecsenyi KM, Deli M, Kiss L, Kallay-Menyhard A, Živković-Radovanović V, Tomic ZD. Anion-/cation-directed reaction routes to polymorphic forms of a pyrazole-type ligand and its coordination compounds with zinc. Key structural differences between polymorphs'. in Structural Chemistry. 2016;27(4):1121-1133.
doi:10.1007/s11224-015-0734-1
Kon_3096 .
Hollo, Berta Barta, Szecsenyi, Katalin Meszaros, Deli, Maria, Kiss, Lorand, Kallay-Menyhard, Alfred, Živković-Radovanović, Vukosava, Tomic, Zoran D., "Anion-/cation-directed reaction routes to polymorphic forms of a pyrazole-type ligand and its coordination compounds with zinc. Key structural differences between polymorphs'" in Structural Chemistry, 27, no. 4 (2016):1121-1133,
https://doi.org/10.1007/s11224-015-0734-1 .,
Kon_3096 .
2
2
2

Syntheses and characterization of 2-acetylpyridine-aminoguanidine and its copper(II) complexes: Crystallographic and antimicrobial study

Vojinović-Ješić, Ljiljana S.; Radanović, Mirjana M.; Rodić, Marko; Živković-Radovanović, Vukosava; Jovanović, Ljiljana S.; Leovac, Vukadin M.

(Pergamon-Elsevier Science Ltd, Oxford, 2016)

TY  - JOUR
AU  - Vojinović-Ješić, Ljiljana S.
AU  - Radanović, Mirjana M.
AU  - Rodić, Marko
AU  - Živković-Radovanović, Vukosava
AU  - Jovanović, Ljiljana S.
AU  - Leovac, Vukadin M.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2318
AB  - The syntheses, physico-chemical and microbiological properties of the ligand, 2-acetylpyridine-aminoguanidine dihydrogensulfate monohydrate and its five complexes with Cu(II) are described. The compounds were characterized by single crystal X-ray crystallography. Common fragments encountered in some of the structures were compared by r.m.s. overlay calculations as well as half-normal probability plots. In these complexes the chelate ligand is coordinated in its neutral form in a tridentate N-3-coordination mode, via pyridine, azomethine and imino nitrogen atoms of the aminoguanidine fragment. In these complexes the Cu(II) ion is situated in moderately or severely distorted square-pyramidal surroundings. The antimicrobial activity of the ligand and the complexes were examined against 6 selected bacterial and 3 fungal strains. (C) 2016 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Polyhedron
T1  - Syntheses and characterization of 2-acetylpyridine-aminoguanidine and its copper(II) complexes: Crystallographic and antimicrobial study
VL  - 117
SP  - 526
EP  - 534
DO  - 10.1016/j.poly.2016.06.032
UR  - Kon_3134
ER  - 
@article{
author = "Vojinović-Ješić, Ljiljana S. and Radanović, Mirjana M. and Rodić, Marko and Živković-Radovanović, Vukosava and Jovanović, Ljiljana S. and Leovac, Vukadin M.",
year = "2016",
abstract = "The syntheses, physico-chemical and microbiological properties of the ligand, 2-acetylpyridine-aminoguanidine dihydrogensulfate monohydrate and its five complexes with Cu(II) are described. The compounds were characterized by single crystal X-ray crystallography. Common fragments encountered in some of the structures were compared by r.m.s. overlay calculations as well as half-normal probability plots. In these complexes the chelate ligand is coordinated in its neutral form in a tridentate N-3-coordination mode, via pyridine, azomethine and imino nitrogen atoms of the aminoguanidine fragment. In these complexes the Cu(II) ion is situated in moderately or severely distorted square-pyramidal surroundings. The antimicrobial activity of the ligand and the complexes were examined against 6 selected bacterial and 3 fungal strains. (C) 2016 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Polyhedron",
title = "Syntheses and characterization of 2-acetylpyridine-aminoguanidine and its copper(II) complexes: Crystallographic and antimicrobial study",
volume = "117",
pages = "526-534",
doi = "10.1016/j.poly.2016.06.032",
url = "Kon_3134"
}
Vojinović-Ješić, L. S., Radanović, M. M., Rodić, M., Živković-Radovanović, V., Jovanović, L. S.,& Leovac, V. M.. (2016). Syntheses and characterization of 2-acetylpyridine-aminoguanidine and its copper(II) complexes: Crystallographic and antimicrobial study. in Polyhedron
Pergamon-Elsevier Science Ltd, Oxford., 117, 526-534.
https://doi.org/10.1016/j.poly.2016.06.032
Kon_3134
Vojinović-Ješić LS, Radanović MM, Rodić M, Živković-Radovanović V, Jovanović LS, Leovac VM. Syntheses and characterization of 2-acetylpyridine-aminoguanidine and its copper(II) complexes: Crystallographic and antimicrobial study. in Polyhedron. 2016;117:526-534.
doi:10.1016/j.poly.2016.06.032
Kon_3134 .
Vojinović-Ješić, Ljiljana S., Radanović, Mirjana M., Rodić, Marko, Živković-Radovanović, Vukosava, Jovanović, Ljiljana S., Leovac, Vukadin M., "Syntheses and characterization of 2-acetylpyridine-aminoguanidine and its copper(II) complexes: Crystallographic and antimicrobial study" in Polyhedron, 117 (2016):526-534,
https://doi.org/10.1016/j.poly.2016.06.032 .,
Kon_3134 .
6
6
7

Syntheses and characterization of 2-acetylpyridine-aminoguanidine and its copper(II) complexes: Crystallographic and antimicrobial study

Vojinović-Ješić, Ljiljana S.; Radanović, Mirjana M.; Rodić, Marko; Živković-Radovanović, Vukosava; Jovanović, Ljiljana S.; Leovac, Vukadin M.

(Pergamon-Elsevier Science Ltd, Oxford, 2016)

TY  - JOUR
AU  - Vojinović-Ješić, Ljiljana S.
AU  - Radanović, Mirjana M.
AU  - Rodić, Marko
AU  - Živković-Radovanović, Vukosava
AU  - Jovanović, Ljiljana S.
AU  - Leovac, Vukadin M.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3580
AB  - The syntheses, physico-chemical and microbiological properties of the ligand, 2-acetylpyridine-aminoguanidine dihydrogensulfate monohydrate and its five complexes with Cu(II) are described. The compounds were characterized by single crystal X-ray crystallography. Common fragments encountered in some of the structures were compared by r.m.s. overlay calculations as well as half-normal probability plots. In these complexes the chelate ligand is coordinated in its neutral form in a tridentate N-3-coordination mode, via pyridine, azomethine and imino nitrogen atoms of the aminoguanidine fragment. In these complexes the Cu(II) ion is situated in moderately or severely distorted square-pyramidal surroundings. The antimicrobial activity of the ligand and the complexes were examined against 6 selected bacterial and 3 fungal strains.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Polyhedron
T1  - Syntheses and characterization of 2-acetylpyridine-aminoguanidine and its copper(II) complexes: Crystallographic and antimicrobial study
VL  - 117
SP  - 526
EP  - 534
DO  - 10.1016/j.poly.2016.06.032
ER  - 
@article{
author = "Vojinović-Ješić, Ljiljana S. and Radanović, Mirjana M. and Rodić, Marko and Živković-Radovanović, Vukosava and Jovanović, Ljiljana S. and Leovac, Vukadin M.",
year = "2016",
abstract = "The syntheses, physico-chemical and microbiological properties of the ligand, 2-acetylpyridine-aminoguanidine dihydrogensulfate monohydrate and its five complexes with Cu(II) are described. The compounds were characterized by single crystal X-ray crystallography. Common fragments encountered in some of the structures were compared by r.m.s. overlay calculations as well as half-normal probability plots. In these complexes the chelate ligand is coordinated in its neutral form in a tridentate N-3-coordination mode, via pyridine, azomethine and imino nitrogen atoms of the aminoguanidine fragment. In these complexes the Cu(II) ion is situated in moderately or severely distorted square-pyramidal surroundings. The antimicrobial activity of the ligand and the complexes were examined against 6 selected bacterial and 3 fungal strains.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Polyhedron",
title = "Syntheses and characterization of 2-acetylpyridine-aminoguanidine and its copper(II) complexes: Crystallographic and antimicrobial study",
volume = "117",
pages = "526-534",
doi = "10.1016/j.poly.2016.06.032"
}
Vojinović-Ješić, L. S., Radanović, M. M., Rodić, M., Živković-Radovanović, V., Jovanović, L. S.,& Leovac, V. M.. (2016). Syntheses and characterization of 2-acetylpyridine-aminoguanidine and its copper(II) complexes: Crystallographic and antimicrobial study. in Polyhedron
Pergamon-Elsevier Science Ltd, Oxford., 117, 526-534.
https://doi.org/10.1016/j.poly.2016.06.032
Vojinović-Ješić LS, Radanović MM, Rodić M, Živković-Radovanović V, Jovanović LS, Leovac VM. Syntheses and characterization of 2-acetylpyridine-aminoguanidine and its copper(II) complexes: Crystallographic and antimicrobial study. in Polyhedron. 2016;117:526-534.
doi:10.1016/j.poly.2016.06.032 .
Vojinović-Ješić, Ljiljana S., Radanović, Mirjana M., Rodić, Marko, Živković-Radovanović, Vukosava, Jovanović, Ljiljana S., Leovac, Vukadin M., "Syntheses and characterization of 2-acetylpyridine-aminoguanidine and its copper(II) complexes: Crystallographic and antimicrobial study" in Polyhedron, 117 (2016):526-534,
https://doi.org/10.1016/j.poly.2016.06.032 . .
6
6
7

Supplementary material for the article: Vojinović-Ješić, L. S.; Radanović, M. M.; Rodić, M. V.; Živković-Radovanović, V.; Jovanović, L. S.; Leovac, V. M. Syntheses and Characterization of 2-Acetylpyridine Aminoguanidine and Its Copper(II) Complexes: Crystallographic and Antimicrobial Study. Polyhedron 2016, 117, 526–534. https://doi.org/10.1016/j.poly.2016.06.032

Vojinović-Ješić, Ljiljana S.; Radanović, Mirjana M.; Rodić, Marko; Živković-Radovanović, Vukosava; Jovanović, Ljiljana S.; Leovac, Vukadin M.

(Pergamon-Elsevier Science Ltd, Oxford, 2016)

TY  - DATA
AU  - Vojinović-Ješić, Ljiljana S.
AU  - Radanović, Mirjana M.
AU  - Rodić, Marko
AU  - Živković-Radovanović, Vukosava
AU  - Jovanović, Ljiljana S.
AU  - Leovac, Vukadin M.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3583
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Polyhedron
T1  - Supplementary material for the article: Vojinović-Ješić, L. S.; Radanović, M. M.; Rodić, M. V.; Živković-Radovanović, V.;  Jovanović, L. S.; Leovac, V. M. Syntheses and Characterization of 2-Acetylpyridine Aminoguanidine and Its Copper(II) Complexes: Crystallographic and Antimicrobial Study.  Polyhedron 2016, 117, 526–534. https://doi.org/10.1016/j.poly.2016.06.032
ER  - 
@misc{
author = "Vojinović-Ješić, Ljiljana S. and Radanović, Mirjana M. and Rodić, Marko and Živković-Radovanović, Vukosava and Jovanović, Ljiljana S. and Leovac, Vukadin M.",
year = "2016",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Polyhedron",
title = "Supplementary material for the article: Vojinović-Ješić, L. S.; Radanović, M. M.; Rodić, M. V.; Živković-Radovanović, V.;  Jovanović, L. S.; Leovac, V. M. Syntheses and Characterization of 2-Acetylpyridine Aminoguanidine and Its Copper(II) Complexes: Crystallographic and Antimicrobial Study.  Polyhedron 2016, 117, 526–534. https://doi.org/10.1016/j.poly.2016.06.032"
}
Vojinović-Ješić, L. S., Radanović, M. M., Rodić, M., Živković-Radovanović, V., Jovanović, L. S.,& Leovac, V. M.. (2016). Supplementary material for the article: Vojinović-Ješić, L. S.; Radanović, M. M.; Rodić, M. V.; Živković-Radovanović, V.;  Jovanović, L. S.; Leovac, V. M. Syntheses and Characterization of 2-Acetylpyridine Aminoguanidine and Its Copper(II) Complexes: Crystallographic and Antimicrobial Study.  Polyhedron 2016, 117, 526–534. https://doi.org/10.1016/j.poly.2016.06.032. in Polyhedron
Pergamon-Elsevier Science Ltd, Oxford..
Vojinović-Ješić LS, Radanović MM, Rodić M, Živković-Radovanović V, Jovanović LS, Leovac VM. Supplementary material for the article: Vojinović-Ješić, L. S.; Radanović, M. M.; Rodić, M. V.; Živković-Radovanović, V.;  Jovanović, L. S.; Leovac, V. M. Syntheses and Characterization of 2-Acetylpyridine Aminoguanidine and Its Copper(II) Complexes: Crystallographic and Antimicrobial Study.  Polyhedron 2016, 117, 526–534. https://doi.org/10.1016/j.poly.2016.06.032. in Polyhedron. 2016;..
Vojinović-Ješić, Ljiljana S., Radanović, Mirjana M., Rodić, Marko, Živković-Radovanović, Vukosava, Jovanović, Ljiljana S., Leovac, Vukadin M., "Supplementary material for the article: Vojinović-Ješić, L. S.; Radanović, M. M.; Rodić, M. V.; Živković-Radovanović, V.;  Jovanović, L. S.; Leovac, V. M. Syntheses and Characterization of 2-Acetylpyridine Aminoguanidine and Its Copper(II) Complexes: Crystallographic and Antimicrobial Study.  Polyhedron 2016, 117, 526–534. https://doi.org/10.1016/j.poly.2016.06.032" in Polyhedron (2016).

Transition Metal Complexes with 1-Adamantoyl Hydrazones - Cytotoxic Copper(II) Complexes of Tri- and Tetradentate Pyridine Chelators Containing an Adamantane Ring System

Leovac, Vukadin M.; Rodić, Marko; Jovanović, Ljiljana S.; Joksović, Milan D.; Stanojković, Tatjana; Vujčić, Miroslava; Sladić, Dušan; Marković, Violeta; Vojinović-Ješić, Ljiljana S.

(Wiley-V C H Verlag Gmbh, Weinheim, 2015)

TY  - JOUR
AU  - Leovac, Vukadin M.
AU  - Rodić, Marko
AU  - Jovanović, Ljiljana S.
AU  - Joksović, Milan D.
AU  - Stanojković, Tatjana
AU  - Vujčić, Miroslava
AU  - Sladić, Dušan
AU  - Marković, Violeta
AU  - Vojinović-Ješić, Ljiljana S.
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1657
AB  - Five pentacoordinate copper(II) complexes with 2-acetylpyridine or di(2-pyridyl) ketone 1-adamantoyl hydrazone ligands (Adpy and Addpy, respectively) of the formulae [CuCl2(Adpy)] (1), [Cu-2(-Cl)(2)(Adpy-H)(2)] (2), [Cu(NCS)(2)(Adpy)] (3), [Cu-2(-Cl)(2)(Addpy-H)(2)] (4), and [Cu-2(NCS)(2)(-Addpy-H)(2)] (5) were synthesized and characterized by spectral, electrochemical, and X-ray structural analysis. Flow cytometry and morphological analysis confirmed that the copper(II) complexes 2 and 5 induced accumulation of a sub-G1 phase population, and fluorescence microscopy indicated the presence of large cells in apoptosis. The interaction of the copper(II) complexes with calf thymus DNA (CT-DNA) was monitored by changes in their UV/Vis spectra. The observed intrinsic binding constants for 2 and 5 (K-b = 1.77x10(6) and 3.58x10(6) M-1, respectively) together with ethidium displacement fluorescence experiments indicate intercalative binding. Complexes 2 and 5 showed nuclease activity against pUC19 plasmid DNA.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - European Journal of Inorganic Chemistry
T1  - Transition Metal Complexes with 1-Adamantoyl Hydrazones - Cytotoxic Copper(II) Complexes of Tri- and Tetradentate Pyridine Chelators Containing an Adamantane Ring System
IS  - 5
SP  - 882
EP  - 895
DO  - 10.1002/ejic.201403050
UR  - Kon_2803
ER  - 
@article{
author = "Leovac, Vukadin M. and Rodić, Marko and Jovanović, Ljiljana S. and Joksović, Milan D. and Stanojković, Tatjana and Vujčić, Miroslava and Sladić, Dušan and Marković, Violeta and Vojinović-Ješić, Ljiljana S.",
year = "2015",
abstract = "Five pentacoordinate copper(II) complexes with 2-acetylpyridine or di(2-pyridyl) ketone 1-adamantoyl hydrazone ligands (Adpy and Addpy, respectively) of the formulae [CuCl2(Adpy)] (1), [Cu-2(-Cl)(2)(Adpy-H)(2)] (2), [Cu(NCS)(2)(Adpy)] (3), [Cu-2(-Cl)(2)(Addpy-H)(2)] (4), and [Cu-2(NCS)(2)(-Addpy-H)(2)] (5) were synthesized and characterized by spectral, electrochemical, and X-ray structural analysis. Flow cytometry and morphological analysis confirmed that the copper(II) complexes 2 and 5 induced accumulation of a sub-G1 phase population, and fluorescence microscopy indicated the presence of large cells in apoptosis. The interaction of the copper(II) complexes with calf thymus DNA (CT-DNA) was monitored by changes in their UV/Vis spectra. The observed intrinsic binding constants for 2 and 5 (K-b = 1.77x10(6) and 3.58x10(6) M-1, respectively) together with ethidium displacement fluorescence experiments indicate intercalative binding. Complexes 2 and 5 showed nuclease activity against pUC19 plasmid DNA.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "European Journal of Inorganic Chemistry",
title = "Transition Metal Complexes with 1-Adamantoyl Hydrazones - Cytotoxic Copper(II) Complexes of Tri- and Tetradentate Pyridine Chelators Containing an Adamantane Ring System",
number = "5",
pages = "882-895",
doi = "10.1002/ejic.201403050",
url = "Kon_2803"
}
Leovac, V. M., Rodić, M., Jovanović, L. S., Joksović, M. D., Stanojković, T., Vujčić, M., Sladić, D., Marković, V.,& Vojinović-Ješić, L. S.. (2015). Transition Metal Complexes with 1-Adamantoyl Hydrazones - Cytotoxic Copper(II) Complexes of Tri- and Tetradentate Pyridine Chelators Containing an Adamantane Ring System. in European Journal of Inorganic Chemistry
Wiley-V C H Verlag Gmbh, Weinheim.(5), 882-895.
https://doi.org/10.1002/ejic.201403050
Kon_2803
Leovac VM, Rodić M, Jovanović LS, Joksović MD, Stanojković T, Vujčić M, Sladić D, Marković V, Vojinović-Ješić LS. Transition Metal Complexes with 1-Adamantoyl Hydrazones - Cytotoxic Copper(II) Complexes of Tri- and Tetradentate Pyridine Chelators Containing an Adamantane Ring System. in European Journal of Inorganic Chemistry. 2015;(5):882-895.
doi:10.1002/ejic.201403050
Kon_2803 .
Leovac, Vukadin M., Rodić, Marko, Jovanović, Ljiljana S., Joksović, Milan D., Stanojković, Tatjana, Vujčić, Miroslava, Sladić, Dušan, Marković, Violeta, Vojinović-Ješić, Ljiljana S., "Transition Metal Complexes with 1-Adamantoyl Hydrazones - Cytotoxic Copper(II) Complexes of Tri- and Tetradentate Pyridine Chelators Containing an Adamantane Ring System" in European Journal of Inorganic Chemistry, no. 5 (2015):882-895,
https://doi.org/10.1002/ejic.201403050 .,
Kon_2803 .
1
20
22
23

Crystal structure, thermal behavior, and microbiological activity of a thiosemicarbazide-type ligand and its cobalt complexes

Hollo, Berta; Rodić, Marko; Vojinović-Ješić, Ljiljana S.; Živković-Radovanović, Vukosava; Vuckovic, Gordana; Leovac, Vukadin M.; Szecsenyi, Katalin Meszaros

(Springer, Dordrecht, 2014)

TY  - JOUR
AU  - Hollo, Berta
AU  - Rodić, Marko
AU  - Vojinović-Ješić, Ljiljana S.
AU  - Živković-Radovanović, Vukosava
AU  - Vuckovic, Gordana
AU  - Leovac, Vukadin M.
AU  - Szecsenyi, Katalin Meszaros
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1767
AB  - The synthesis of a potentially bioactive mixed-valence Co-III/Co-II complex with 2-acetylpyridine S-methylisothiosemicarbazone (HL) ligand is described. The crystal and molecular structure of the formed [(CoL2)-L-III][(CoCl3)-Cl-II py]center dot Me2CO (I) compound (py stands for pyridine) is determined by single-crystal X-ray crystallography. It's thermal decomposition along with the decomposition of the ligand and six structurally related complexes with formulas [CoL2]NO3 center dot MeOH (1), [CoL2]Br center dot MeOH (2), [CoL2]HSO4 center dot MeOH (3), [CoL2](2)[Co-II(NCS)(4)] (4), [Co(HL)(L)]I-2 center dot 2MeOH (5), and [Co(HL)(L)][(CoCl4)-Cl-II]center dot MeOH (6) was determined by simultaneous TG/DSC measurements. The decomposition pattern is evaluated using TG/DTA-MS data. The results were related to the solvent/moisture content and the decomposition mechanism of the compounds. The antimicrobial activity of the ligand and of all the complexes was tested in vitro for selected gram-negative and gram-positive bacteria and fungi. The activity of the ligand against all tested bacteria is comparable with those obtained for standard antibiotics, while it is less active against fungi. Surprisingly, the activity of the complexes is very low. The low antimicrobial activity of the complexes may be in connection with their high thermodynamic and kinetic inertness in solution. The results are also supported by the relatively high thermal stability of the complexes.
PB  - Springer, Dordrecht
T2  - Journal of Thermal Analysis and Calorimetry
T1  - Crystal structure, thermal behavior, and microbiological activity of a thiosemicarbazide-type ligand and its cobalt complexes
VL  - 116
IS  - 2
SP  - 655
EP  - 662
DO  - 10.1007/s10973-013-3489-1
UR  - Kon_2650
ER  - 
@article{
author = "Hollo, Berta and Rodić, Marko and Vojinović-Ješić, Ljiljana S. and Živković-Radovanović, Vukosava and Vuckovic, Gordana and Leovac, Vukadin M. and Szecsenyi, Katalin Meszaros",
year = "2014",
abstract = "The synthesis of a potentially bioactive mixed-valence Co-III/Co-II complex with 2-acetylpyridine S-methylisothiosemicarbazone (HL) ligand is described. The crystal and molecular structure of the formed [(CoL2)-L-III][(CoCl3)-Cl-II py]center dot Me2CO (I) compound (py stands for pyridine) is determined by single-crystal X-ray crystallography. It's thermal decomposition along with the decomposition of the ligand and six structurally related complexes with formulas [CoL2]NO3 center dot MeOH (1), [CoL2]Br center dot MeOH (2), [CoL2]HSO4 center dot MeOH (3), [CoL2](2)[Co-II(NCS)(4)] (4), [Co(HL)(L)]I-2 center dot 2MeOH (5), and [Co(HL)(L)][(CoCl4)-Cl-II]center dot MeOH (6) was determined by simultaneous TG/DSC measurements. The decomposition pattern is evaluated using TG/DTA-MS data. The results were related to the solvent/moisture content and the decomposition mechanism of the compounds. The antimicrobial activity of the ligand and of all the complexes was tested in vitro for selected gram-negative and gram-positive bacteria and fungi. The activity of the ligand against all tested bacteria is comparable with those obtained for standard antibiotics, while it is less active against fungi. Surprisingly, the activity of the complexes is very low. The low antimicrobial activity of the complexes may be in connection with their high thermodynamic and kinetic inertness in solution. The results are also supported by the relatively high thermal stability of the complexes.",
publisher = "Springer, Dordrecht",
journal = "Journal of Thermal Analysis and Calorimetry",
title = "Crystal structure, thermal behavior, and microbiological activity of a thiosemicarbazide-type ligand and its cobalt complexes",
volume = "116",
number = "2",
pages = "655-662",
doi = "10.1007/s10973-013-3489-1",
url = "Kon_2650"
}
Hollo, B., Rodić, M., Vojinović-Ješić, L. S., Živković-Radovanović, V., Vuckovic, G., Leovac, V. M.,& Szecsenyi, K. M.. (2014). Crystal structure, thermal behavior, and microbiological activity of a thiosemicarbazide-type ligand and its cobalt complexes. in Journal of Thermal Analysis and Calorimetry
Springer, Dordrecht., 116(2), 655-662.
https://doi.org/10.1007/s10973-013-3489-1
Kon_2650
Hollo B, Rodić M, Vojinović-Ješić LS, Živković-Radovanović V, Vuckovic G, Leovac VM, Szecsenyi KM. Crystal structure, thermal behavior, and microbiological activity of a thiosemicarbazide-type ligand and its cobalt complexes. in Journal of Thermal Analysis and Calorimetry. 2014;116(2):655-662.
doi:10.1007/s10973-013-3489-1
Kon_2650 .
Hollo, Berta, Rodić, Marko, Vojinović-Ješić, Ljiljana S., Živković-Radovanović, Vukosava, Vuckovic, Gordana, Leovac, Vukadin M., Szecsenyi, Katalin Meszaros, "Crystal structure, thermal behavior, and microbiological activity of a thiosemicarbazide-type ligand and its cobalt complexes" in Journal of Thermal Analysis and Calorimetry, 116, no. 2 (2014):655-662,
https://doi.org/10.1007/s10973-013-3489-1 .,
Kon_2650 .
11
10
11

Platinum(IV) complexes with N-alkylphenothiazines: synthesis, characterization, and antibacterial activity

Poljarević, Jelena; Krstić, Milena; Grgurić-Šipka, Sanja; Sovilj, Sofija P.; Mišić, Dušan R.; Sabo, Tibor

(Taylor & Francis Ltd, Abingdon, 2013)

TY  - JOUR
AU  - Poljarević, Jelena
AU  - Krstić, Milena
AU  - Grgurić-Šipka, Sanja
AU  - Sovilj, Sofija P.
AU  - Mišić, Dušan R.
AU  - Sabo, Tibor
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1452
AB  - Two new platinum(IV) complexes (1, trifluoperazinehydrochloride-aquapentachloridoplatinate(IV) and 2, chlorpromazine-chlorpromazinehydrochloridepentachloridoplatinate(IV)) were synthesized in the reaction of K-2[PtCl6] with trifluoperazine dihydrochloride (TF center dot 2HCl) or chlorpromazine hydrochloride (CP center dot HCl). The complexes were characterized by elemental analysis, molar conductivity measurement, and spectral (IR, H-1, C-13, 2D H-1-C-13 heteronuclear correlation spectra, Pt-195 NMR, and MS) methods. Outer-coordination sphere was proposed for 1; while in 2, the ligand was coordinated to the metal. The complexes exhibit antibacterial effect on strains of Bacillus subtilis, Bacillus cereus, Bacillus pumilus, and methicillin-resistant Staphylococci as Gram-positive bacteria and an Escherichia coli as Gram-negative bacteria, as well as the reference strains.
PB  - Taylor & Francis Ltd, Abingdon
T2  - Journal of Coordination Chemistry
T1  - Platinum(IV) complexes with N-alkylphenothiazines: synthesis, characterization, and antibacterial activity
VL  - 66
IS  - 21
SP  - 3760
EP  - 3769
DO  - 10.1080/00958972.2013.851788
UR  - Kon_2572
ER  - 
@article{
author = "Poljarević, Jelena and Krstić, Milena and Grgurić-Šipka, Sanja and Sovilj, Sofija P. and Mišić, Dušan R. and Sabo, Tibor",
year = "2013",
abstract = "Two new platinum(IV) complexes (1, trifluoperazinehydrochloride-aquapentachloridoplatinate(IV) and 2, chlorpromazine-chlorpromazinehydrochloridepentachloridoplatinate(IV)) were synthesized in the reaction of K-2[PtCl6] with trifluoperazine dihydrochloride (TF center dot 2HCl) or chlorpromazine hydrochloride (CP center dot HCl). The complexes were characterized by elemental analysis, molar conductivity measurement, and spectral (IR, H-1, C-13, 2D H-1-C-13 heteronuclear correlation spectra, Pt-195 NMR, and MS) methods. Outer-coordination sphere was proposed for 1; while in 2, the ligand was coordinated to the metal. The complexes exhibit antibacterial effect on strains of Bacillus subtilis, Bacillus cereus, Bacillus pumilus, and methicillin-resistant Staphylococci as Gram-positive bacteria and an Escherichia coli as Gram-negative bacteria, as well as the reference strains.",
publisher = "Taylor & Francis Ltd, Abingdon",
journal = "Journal of Coordination Chemistry",
title = "Platinum(IV) complexes with N-alkylphenothiazines: synthesis, characterization, and antibacterial activity",
volume = "66",
number = "21",
pages = "3760-3769",
doi = "10.1080/00958972.2013.851788",
url = "Kon_2572"
}
Poljarević, J., Krstić, M., Grgurić-Šipka, S., Sovilj, S. P., Mišić, D. R.,& Sabo, T.. (2013). Platinum(IV) complexes with N-alkylphenothiazines: synthesis, characterization, and antibacterial activity. in Journal of Coordination Chemistry
Taylor & Francis Ltd, Abingdon., 66(21), 3760-3769.
https://doi.org/10.1080/00958972.2013.851788
Kon_2572
Poljarević J, Krstić M, Grgurić-Šipka S, Sovilj SP, Mišić DR, Sabo T. Platinum(IV) complexes with N-alkylphenothiazines: synthesis, characterization, and antibacterial activity. in Journal of Coordination Chemistry. 2013;66(21):3760-3769.
doi:10.1080/00958972.2013.851788
Kon_2572 .
Poljarević, Jelena, Krstić, Milena, Grgurić-Šipka, Sanja, Sovilj, Sofija P., Mišić, Dušan R., Sabo, Tibor, "Platinum(IV) complexes with N-alkylphenothiazines: synthesis, characterization, and antibacterial activity" in Journal of Coordination Chemistry, 66, no. 21 (2013):3760-3769,
https://doi.org/10.1080/00958972.2013.851788 .,
Kon_2572 .
1
1

Supplementary data for article: Poljarević, J.; Krstić, M.; Grgurić-Šipka, S.; Sovilj, S. P.; Misic, D. R.; Sabo, T. Platinum(IV) Complexes with N-Alkylphenothiazines: Synthesis, Characterization, and Antibacterial Activity. Journal of Coordination Chemistry 2013, 66 (21), 3760–3769. https://doi.org/10.1080/00958972.2013.851788

Poljarević, Jelena; Krstić, Milena; Grgurić-Šipka, Sanja; Sovilj, Sofija P.; Mišić, Dušan R.; Sabo, Tibor

(Taylor & Francis Ltd, Abingdon, 2013)

TY  - DATA
AU  - Poljarević, Jelena
AU  - Krstić, Milena
AU  - Grgurić-Šipka, Sanja
AU  - Sovilj, Sofija P.
AU  - Mišić, Dušan R.
AU  - Sabo, Tibor
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3513
PB  - Taylor & Francis Ltd, Abingdon
T2  - Journal of Coordination Chemistry
T1  - Supplementary data for article: Poljarević, J.; Krstić, M.; Grgurić-Šipka, S.; Sovilj, S. P.; Misic, D. R.; Sabo, T. Platinum(IV) Complexes with N-Alkylphenothiazines: Synthesis, Characterization, and Antibacterial Activity. Journal of Coordination Chemistry 2013, 66 (21), 3760–3769. https://doi.org/10.1080/00958972.2013.851788
ER  - 
@misc{
author = "Poljarević, Jelena and Krstić, Milena and Grgurić-Šipka, Sanja and Sovilj, Sofija P. and Mišić, Dušan R. and Sabo, Tibor",
year = "2013",
publisher = "Taylor & Francis Ltd, Abingdon",
journal = "Journal of Coordination Chemistry",
title = "Supplementary data for article: Poljarević, J.; Krstić, M.; Grgurić-Šipka, S.; Sovilj, S. P.; Misic, D. R.; Sabo, T. Platinum(IV) Complexes with N-Alkylphenothiazines: Synthesis, Characterization, and Antibacterial Activity. Journal of Coordination Chemistry 2013, 66 (21), 3760–3769. https://doi.org/10.1080/00958972.2013.851788"
}
Poljarević, J., Krstić, M., Grgurić-Šipka, S., Sovilj, S. P., Mišić, D. R.,& Sabo, T.. (2013). Supplementary data for article: Poljarević, J.; Krstić, M.; Grgurić-Šipka, S.; Sovilj, S. P.; Misic, D. R.; Sabo, T. Platinum(IV) Complexes with N-Alkylphenothiazines: Synthesis, Characterization, and Antibacterial Activity. Journal of Coordination Chemistry 2013, 66 (21), 3760–3769. https://doi.org/10.1080/00958972.2013.851788. in Journal of Coordination Chemistry
Taylor & Francis Ltd, Abingdon..
Poljarević J, Krstić M, Grgurić-Šipka S, Sovilj SP, Mišić DR, Sabo T. Supplementary data for article: Poljarević, J.; Krstić, M.; Grgurić-Šipka, S.; Sovilj, S. P.; Misic, D. R.; Sabo, T. Platinum(IV) Complexes with N-Alkylphenothiazines: Synthesis, Characterization, and Antibacterial Activity. Journal of Coordination Chemistry 2013, 66 (21), 3760–3769. https://doi.org/10.1080/00958972.2013.851788. in Journal of Coordination Chemistry. 2013;..
Poljarević, Jelena, Krstić, Milena, Grgurić-Šipka, Sanja, Sovilj, Sofija P., Mišić, Dušan R., Sabo, Tibor, "Supplementary data for article: Poljarević, J.; Krstić, M.; Grgurić-Šipka, S.; Sovilj, S. P.; Misic, D. R.; Sabo, T. Platinum(IV) Complexes with N-Alkylphenothiazines: Synthesis, Characterization, and Antibacterial Activity. Journal of Coordination Chemistry 2013, 66 (21), 3760–3769. https://doi.org/10.1080/00958972.2013.851788" in Journal of Coordination Chemistry (2013).

Spectroscopic properties and antimicrobial activity of dioxomolybdenum(VI) complexes with heterocyclic S,S '-ligands

Sovilj, Sofija P.; Mitić, Dragana; Drakulić, Branko J.; Milenković, Marina

(Serbian Chemical Soc, Belgrade, 2012)

TY  - JOUR
AU  - Sovilj, Sofija P.
AU  - Mitić, Dragana
AU  - Drakulić, Branko J.
AU  - Milenković, Marina
PY  - 2012
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1247
AB  - Five new dioxomolybdenum(VI) complexes of the general formula [MoO2(Rdtc)(2)], 1-5, where Rdtc(-) refer to piperidine (Pipdtc), 4-morpholine (Morphdtc), 4-thiomorpholine (Timdtc), piperazine (Pzdtc) or N-methylpiperazine (N-Mepzdtc) dithiocarbamates, respectively, have been prepared. The complexes were characterized by elemental analysis, conductometric measurements, electronic, IR and NMR spectroscopy. The complexes 1-5 contain a cis-MoO2 group and have an octahedral geometry. Two dithiocarbamato ions join as bidentates with both the sulfur atoms to the molybdenum atom. The presence of different heteroatoms in the piperidino moiety influences the v(C=N) and v(C=S) vibrations, which wavelengths decrease in the order: Pipdtc  gt  N-Mepzdtc  gt  Morphdtc  gt  Pzdtc  gt  Timdtc ligands. Based on their spectral data, the molecular structures of complexes 1-5 were optimized at the semi-empirical molecular-orbital level, and the geometries, as obtained from calculations, are described. The antimicrobial activities of the complexes were tested against nine different laboratory control strains of bacteria and two strains of the yeast Candida albicans. All the tested strains were sensitive. Complexes bearing heteroatom in position 4 of piperidine moiety were significantly more potent against the tested bacteria compared to the corresponding ligands.
AB  - Sintetisano je pet novih dioksomolibden(VI) kompleksa, opšte formule [MoO2(Rdtc-)2], sa Rdtc- ligandima: piperidin- (Pipdtc), 4-morfolin- (Morphdtc), 4-tiomorfolin- (Timdtc), piperazin- (Pzdtc) i N-metilpiperazin- (N-Mepzdtc) ditiokarbamatima. Kompleksi su okarakterisani elementalnom analizom, IR i NMR spektroskopijom kao i merenjem molarne provodljivosti. Pretpostavljena geometrija svih kompleksa je oktaedarska. Rdtc- ligandi su bidentatno koordinovani preko oba atoma sumpora za atom molibdena. Prisustvo različitih heteroatoma utiče na promenu položaja v(C=N) i v(C=S) vibracija, čiji opada sledećim redom liganada: Pipdtc  gt  N-Mepzdtc  gt  Morphdt  gt  Pzdtc  gt  Timdtc. Na osnovu spektralnih podataka, strukture svih kompleksa su optimizovane na semiempirijskom molekulsko-orbitalnom nivou upotrebom PM6 metoda. Antimikrobna aktivnost ispitivana je na jedanaest različitih patogena. Uočeno je da kompleksi koji imaju heteroatom u položaju 4 piperidinskog prstena ispoljavaju značajno veću jačinu antimikrobnog dejstva prema bakterijama, u poređenju sa odgovarajućim ligandima.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Spectroscopic properties and antimicrobial activity of dioxomolybdenum(VI) complexes with heterocyclic S,S '-ligands
T1  - Spektroskopska svojstva i antimikrobna aktivnost dioksomolibden(VI) kompleksa sa heterocikličnim S,S'-ligandima
VL  - 77
IS  - 1
SP  - 53
EP  - 66
DO  - 10.2298/JSC110328160S
UR  - Kon_2269
ER  - 
@article{
author = "Sovilj, Sofija P. and Mitić, Dragana and Drakulić, Branko J. and Milenković, Marina",
year = "2012",
abstract = "Five new dioxomolybdenum(VI) complexes of the general formula [MoO2(Rdtc)(2)], 1-5, where Rdtc(-) refer to piperidine (Pipdtc), 4-morpholine (Morphdtc), 4-thiomorpholine (Timdtc), piperazine (Pzdtc) or N-methylpiperazine (N-Mepzdtc) dithiocarbamates, respectively, have been prepared. The complexes were characterized by elemental analysis, conductometric measurements, electronic, IR and NMR spectroscopy. The complexes 1-5 contain a cis-MoO2 group and have an octahedral geometry. Two dithiocarbamato ions join as bidentates with both the sulfur atoms to the molybdenum atom. The presence of different heteroatoms in the piperidino moiety influences the v(C=N) and v(C=S) vibrations, which wavelengths decrease in the order: Pipdtc  gt  N-Mepzdtc  gt  Morphdtc  gt  Pzdtc  gt  Timdtc ligands. Based on their spectral data, the molecular structures of complexes 1-5 were optimized at the semi-empirical molecular-orbital level, and the geometries, as obtained from calculations, are described. The antimicrobial activities of the complexes were tested against nine different laboratory control strains of bacteria and two strains of the yeast Candida albicans. All the tested strains were sensitive. Complexes bearing heteroatom in position 4 of piperidine moiety were significantly more potent against the tested bacteria compared to the corresponding ligands., Sintetisano je pet novih dioksomolibden(VI) kompleksa, opšte formule [MoO2(Rdtc-)2], sa Rdtc- ligandima: piperidin- (Pipdtc), 4-morfolin- (Morphdtc), 4-tiomorfolin- (Timdtc), piperazin- (Pzdtc) i N-metilpiperazin- (N-Mepzdtc) ditiokarbamatima. Kompleksi su okarakterisani elementalnom analizom, IR i NMR spektroskopijom kao i merenjem molarne provodljivosti. Pretpostavljena geometrija svih kompleksa je oktaedarska. Rdtc- ligandi su bidentatno koordinovani preko oba atoma sumpora za atom molibdena. Prisustvo različitih heteroatoma utiče na promenu položaja v(C=N) i v(C=S) vibracija, čiji opada sledećim redom liganada: Pipdtc  gt  N-Mepzdtc  gt  Morphdt  gt  Pzdtc  gt  Timdtc. Na osnovu spektralnih podataka, strukture svih kompleksa su optimizovane na semiempirijskom molekulsko-orbitalnom nivou upotrebom PM6 metoda. Antimikrobna aktivnost ispitivana je na jedanaest različitih patogena. Uočeno je da kompleksi koji imaju heteroatom u položaju 4 piperidinskog prstena ispoljavaju značajno veću jačinu antimikrobnog dejstva prema bakterijama, u poređenju sa odgovarajućim ligandima.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Spectroscopic properties and antimicrobial activity of dioxomolybdenum(VI) complexes with heterocyclic S,S '-ligands, Spektroskopska svojstva i antimikrobna aktivnost dioksomolibden(VI) kompleksa sa heterocikličnim S,S'-ligandima",
volume = "77",
number = "1",
pages = "53-66",
doi = "10.2298/JSC110328160S",
url = "Kon_2269"
}
Sovilj, S. P., Mitić, D., Drakulić, B. J.,& Milenković, M.. (2012). Spectroscopic properties and antimicrobial activity of dioxomolybdenum(VI) complexes with heterocyclic S,S '-ligands. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 77(1), 53-66.
https://doi.org/10.2298/JSC110328160S
Kon_2269
Sovilj SP, Mitić D, Drakulić BJ, Milenković M. Spectroscopic properties and antimicrobial activity of dioxomolybdenum(VI) complexes with heterocyclic S,S '-ligands. in Journal of the Serbian Chemical Society. 2012;77(1):53-66.
doi:10.2298/JSC110328160S
Kon_2269 .
Sovilj, Sofija P., Mitić, Dragana, Drakulić, Branko J., Milenković, Marina, "Spectroscopic properties and antimicrobial activity of dioxomolybdenum(VI) complexes with heterocyclic S,S '-ligands" in Journal of the Serbian Chemical Society, 77, no. 1 (2012):53-66,
https://doi.org/10.2298/JSC110328160S .,
Kon_2269 .
2
3
3

Separation Mechanisms of Co(III) Complexes with EDTA-Type Ligands during Salting-Out TLC on Impregnated and Non-Impregnated Silica Gel

Živković-Radovanović, Vukosava; Vuckovic, G. N.; Antonijevic-Nikolic, M. D.; Đuran, Miloš I.

(Oxford Univ Press Inc, Cary, 2012)

TY  - JOUR
AU  - Živković-Radovanović, Vukosava
AU  - Vuckovic, G. N.
AU  - Antonijevic-Nikolic, M. D.
AU  - Đuran, Miloš I.
PY  - 2012
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1066
PB  - Oxford Univ Press Inc, Cary
T2  - Journal of Chromatographic Science
T1  - Separation Mechanisms of Co(III) Complexes with EDTA-Type Ligands during Salting-Out TLC on Impregnated and Non-Impregnated Silica Gel
VL  - 50
IS  - 9
SP  - 792
EP  - 798
DO  - 10.1093/chromsci/bms072
UR  - Kon_2066
ER  - 
@article{
author = "Živković-Radovanović, Vukosava and Vuckovic, G. N. and Antonijevic-Nikolic, M. D. and Đuran, Miloš I.",
year = "2012",
publisher = "Oxford Univ Press Inc, Cary",
journal = "Journal of Chromatographic Science",
title = "Separation Mechanisms of Co(III) Complexes with EDTA-Type Ligands during Salting-Out TLC on Impregnated and Non-Impregnated Silica Gel",
volume = "50",
number = "9",
pages = "792-798",
doi = "10.1093/chromsci/bms072",
url = "Kon_2066"
}
Živković-Radovanović, V., Vuckovic, G. N., Antonijevic-Nikolic, M. D.,& Đuran, M. I.. (2012). Separation Mechanisms of Co(III) Complexes with EDTA-Type Ligands during Salting-Out TLC on Impregnated and Non-Impregnated Silica Gel. in Journal of Chromatographic Science
Oxford Univ Press Inc, Cary., 50(9), 792-798.
https://doi.org/10.1093/chromsci/bms072
Kon_2066
Živković-Radovanović V, Vuckovic GN, Antonijevic-Nikolic MD, Đuran MI. Separation Mechanisms of Co(III) Complexes with EDTA-Type Ligands during Salting-Out TLC on Impregnated and Non-Impregnated Silica Gel. in Journal of Chromatographic Science. 2012;50(9):792-798.
doi:10.1093/chromsci/bms072
Kon_2066 .
Živković-Radovanović, Vukosava, Vuckovic, G. N., Antonijevic-Nikolic, M. D., Đuran, Miloš I., "Separation Mechanisms of Co(III) Complexes with EDTA-Type Ligands during Salting-Out TLC on Impregnated and Non-Impregnated Silica Gel" in Journal of Chromatographic Science, 50, no. 9 (2012):792-798,
https://doi.org/10.1093/chromsci/bms072 .,
Kon_2066 .
1
1
1

Synthesis, structural and spectroscopic characterization, in vitro cytotoxicity and in vivo activity as free radical scavengers of chlorido(p-cymene) complexes of ruthenium(II) containing N-alkylphenothiazines

Krstić, Milena; Sovilj, Sofija P.; Grgurić-Šipka, Sanja; Evans, Ivana Radosavljevic; Borozan, Sunčica; Santibanez, Juan Francisco

(Elsevier France-Editions Scientifiques Medicales Elsevier, Paris, 2011)

TY  - JOUR
AU  - Krstić, Milena
AU  - Sovilj, Sofija P.
AU  - Grgurić-Šipka, Sanja
AU  - Evans, Ivana Radosavljevic
AU  - Borozan, Sunčica
AU  - Santibanez, Juan Francisco
PY  - 2011
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1201
AB  - Three new ruthenium(II) complexes 1-3 containing N-alkylphenothiazine molecules were synthesized by reaction of [RuCl2(eta(6)-P-cymene)](2) with chlorpromazine hydrochloride (1), trifluoperazine dihydrochloride (2) or thioridazine hydrochloride (3). The compounds of the general formula L[RuCl3(eta(6)-p-cymene)] were characterized by elemental analysis and spectroscopic methods (FT-IR, UV-Vis, H-1 and C-13 NMR). Complex 2 was structurally characterized by single crystal X-ray diffraction. In vitro cytotoxic activity of complexes 1-3 were assayed in four human carcinoma cell lines MCF-7, MDA-MB-453 (breast carcinoma), SW-480 (colon carcinoma) and IM9 (myeloma multiple cells). The highest cytotoxicity (12.1  lt = IC50  lt = 17.3 mu M) and induced a total (SW-480) or almost total cell death (MCF-7. MDA-MB-453) at 25 mu M in 48 h of treatment were observed for complex 2. The influence of three different doses (0.4, 4.5 and 90.4 mu M/kg bw) of complex 2 on activities of antioxidants enzymes (superoxide dismutase (SOD) and catalase (CAT)) and lactate dehydrogenase (LDH) were investigated under physiological conditions. The effects on nitrite production (NO2-) and level of erythrocytes malondialdehyde (MDA) in rats blood were evaluated, too. (C) 2011 Elsevier Masson SAS. All rights reserved.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - Synthesis, structural and spectroscopic characterization, in vitro cytotoxicity and in vivo activity as free radical scavengers of chlorido(p-cymene) complexes of ruthenium(II) containing N-alkylphenothiazines
VL  - 46
IS  - 9
SP  - 4168
EP  - 4177
DO  - 10.1016/j.ejmech.2011.06.019
UR  - Kon_2223
ER  - 
@article{
author = "Krstić, Milena and Sovilj, Sofija P. and Grgurić-Šipka, Sanja and Evans, Ivana Radosavljevic and Borozan, Sunčica and Santibanez, Juan Francisco",
year = "2011",
abstract = "Three new ruthenium(II) complexes 1-3 containing N-alkylphenothiazine molecules were synthesized by reaction of [RuCl2(eta(6)-P-cymene)](2) with chlorpromazine hydrochloride (1), trifluoperazine dihydrochloride (2) or thioridazine hydrochloride (3). The compounds of the general formula L[RuCl3(eta(6)-p-cymene)] were characterized by elemental analysis and spectroscopic methods (FT-IR, UV-Vis, H-1 and C-13 NMR). Complex 2 was structurally characterized by single crystal X-ray diffraction. In vitro cytotoxic activity of complexes 1-3 were assayed in four human carcinoma cell lines MCF-7, MDA-MB-453 (breast carcinoma), SW-480 (colon carcinoma) and IM9 (myeloma multiple cells). The highest cytotoxicity (12.1  lt = IC50  lt = 17.3 mu M) and induced a total (SW-480) or almost total cell death (MCF-7. MDA-MB-453) at 25 mu M in 48 h of treatment were observed for complex 2. The influence of three different doses (0.4, 4.5 and 90.4 mu M/kg bw) of complex 2 on activities of antioxidants enzymes (superoxide dismutase (SOD) and catalase (CAT)) and lactate dehydrogenase (LDH) were investigated under physiological conditions. The effects on nitrite production (NO2-) and level of erythrocytes malondialdehyde (MDA) in rats blood were evaluated, too. (C) 2011 Elsevier Masson SAS. All rights reserved.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "Synthesis, structural and spectroscopic characterization, in vitro cytotoxicity and in vivo activity as free radical scavengers of chlorido(p-cymene) complexes of ruthenium(II) containing N-alkylphenothiazines",
volume = "46",
number = "9",
pages = "4168-4177",
doi = "10.1016/j.ejmech.2011.06.019",
url = "Kon_2223"
}
Krstić, M., Sovilj, S. P., Grgurić-Šipka, S., Evans, I. R., Borozan, S.,& Santibanez, J. F.. (2011). Synthesis, structural and spectroscopic characterization, in vitro cytotoxicity and in vivo activity as free radical scavengers of chlorido(p-cymene) complexes of ruthenium(II) containing N-alkylphenothiazines. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 46(9), 4168-4177.
https://doi.org/10.1016/j.ejmech.2011.06.019
Kon_2223
Krstić M, Sovilj SP, Grgurić-Šipka S, Evans IR, Borozan S, Santibanez JF. Synthesis, structural and spectroscopic characterization, in vitro cytotoxicity and in vivo activity as free radical scavengers of chlorido(p-cymene) complexes of ruthenium(II) containing N-alkylphenothiazines. in European Journal of Medicinal Chemistry. 2011;46(9):4168-4177.
doi:10.1016/j.ejmech.2011.06.019
Kon_2223 .
Krstić, Milena, Sovilj, Sofija P., Grgurić-Šipka, Sanja, Evans, Ivana Radosavljevic, Borozan, Sunčica, Santibanez, Juan Francisco, "Synthesis, structural and spectroscopic characterization, in vitro cytotoxicity and in vivo activity as free radical scavengers of chlorido(p-cymene) complexes of ruthenium(II) containing N-alkylphenothiazines" in European Journal of Medicinal Chemistry, 46, no. 9 (2011):4168-4177,
https://doi.org/10.1016/j.ejmech.2011.06.019 .,
Kon_2223 .
10
9
9

New Cu(II) and Co(II) octaazamacrocyclic complexes with 2-amino-3-phenylpropanoic acid

Vuckovic, Gordana; Antonijević-Nikolić, Mirjana; Tanaskovic, Sladana B.; Živković-Radovanović, Vukosava

(Serbian Chemical Soc, Belgrade, 2011)

TY  - JOUR
AU  - Vuckovic, Gordana
AU  - Antonijević-Nikolić, Mirjana
AU  - Tanaskovic, Sladana B.
AU  - Živković-Radovanović, Vukosava
PY  - 2011
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1351
AB  - New cationic Cu(II) and Co(II) complexes with N,N',N '',N'''-tetrakis(2-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane (tpmc) and the anion of 2-amino-3-phenylpropanoic acid (S-phenylalanine) were prepared. The complexes were analyzed and characterized by elemental analysis, conductometric, polarimetric, magnetic and cyclic voltammetric measurements, as well as by spectroscopic data (UV/Vis, IR). Both complexes are binuclear with the general formula [M(2)(S-Phe)tpmc](ClO(4))(3)center dot nH(2)O; S-PheH = S-phenylalanine, M(II) = Cu, n = 7; Co, n = 0. Based on previously reported data for some familiar complexes and the present results, pentacoordinated geometry was proposed. Both of the central metal ions are coordinated with two pyridyl and two cyclam nitrogens and bridged with -N-(CH(2))(3)-N-portions of the cyclam ring and oxygen atoms of the S-phenylalaninate ion. Antimicrobial screening of the complexes, solvent, starting salts and ligands alone was performed against fungi, mould and some bacteria. In certain cases, enhanced activity of Co(II) complex towards bacteria compared with the relevant free ligands and starting salts was detected.
AB  - Dobijena su dva nova kompleksa Cu(II) i Co(II) sa N,N',N',N'''-tetrakis(2-piridilmetil)-1,4,8,11-ciklotetradekanom (tpmc-om) i anjonom 2-amino-3-fenil-propanske kiseline (S-fenilalanina). Oni su analizirani i okarakterisani: elementalnom analizom, konduktometrijskim, polarimetrijskim, magnetnim i ciklično-voltametrijskim merenjima, kao i spektroskopskim podacima (UV/Vis, IR). Oba kompleksa su dinuklearna opšte formule [M2(S-Phe)tpmc](ClO4)3·nH2O; S-PheH = S-fenilalanin, M(II) = Cu, n = 7; Co, n = 0. Na osnovu ranije dobijenih podataka za srodne komplekse i novih rezultata pretpostavljena je pentakoordinaciona geometrija. Oba centralna metalna jona su koordinovana za po dva piridil i dva ciklamova azota i premošćena -N-(CH2)3-N-fragmentima ciklamovog prstena i kiseonikovim atomima S-fenilalaninato jona. Antimikrobni test kompleksa, rastvarača, polaznih soli i samih liganada je izvršen na gljivice, plesni i bakterije. U izvesnim slučajevima nađena je povećana aktivnost kompleksa Co(II) prema pojedinim bakterijama u odnosu na odgovarajuće slobodne ligande i polazne soli.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - New Cu(II) and Co(II) octaazamacrocyclic complexes with 2-amino-3-phenylpropanoic acid
T1  - Novi Cu(II) i Co(II) oktaazamakrociklični kompleksi sa 2-amino-3-fenil-propanskom kiselinom
VL  - 76
IS  - 5
SP  - 719
EP  - 731
DO  - 10.2298/JSC101201062V
UR  - Kon_2189
ER  - 
@article{
author = "Vuckovic, Gordana and Antonijević-Nikolić, Mirjana and Tanaskovic, Sladana B. and Živković-Radovanović, Vukosava",
year = "2011",
abstract = "New cationic Cu(II) and Co(II) complexes with N,N',N '',N'''-tetrakis(2-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane (tpmc) and the anion of 2-amino-3-phenylpropanoic acid (S-phenylalanine) were prepared. The complexes were analyzed and characterized by elemental analysis, conductometric, polarimetric, magnetic and cyclic voltammetric measurements, as well as by spectroscopic data (UV/Vis, IR). Both complexes are binuclear with the general formula [M(2)(S-Phe)tpmc](ClO(4))(3)center dot nH(2)O; S-PheH = S-phenylalanine, M(II) = Cu, n = 7; Co, n = 0. Based on previously reported data for some familiar complexes and the present results, pentacoordinated geometry was proposed. Both of the central metal ions are coordinated with two pyridyl and two cyclam nitrogens and bridged with -N-(CH(2))(3)-N-portions of the cyclam ring and oxygen atoms of the S-phenylalaninate ion. Antimicrobial screening of the complexes, solvent, starting salts and ligands alone was performed against fungi, mould and some bacteria. In certain cases, enhanced activity of Co(II) complex towards bacteria compared with the relevant free ligands and starting salts was detected., Dobijena su dva nova kompleksa Cu(II) i Co(II) sa N,N',N',N'''-tetrakis(2-piridilmetil)-1,4,8,11-ciklotetradekanom (tpmc-om) i anjonom 2-amino-3-fenil-propanske kiseline (S-fenilalanina). Oni su analizirani i okarakterisani: elementalnom analizom, konduktometrijskim, polarimetrijskim, magnetnim i ciklično-voltametrijskim merenjima, kao i spektroskopskim podacima (UV/Vis, IR). Oba kompleksa su dinuklearna opšte formule [M2(S-Phe)tpmc](ClO4)3·nH2O; S-PheH = S-fenilalanin, M(II) = Cu, n = 7; Co, n = 0. Na osnovu ranije dobijenih podataka za srodne komplekse i novih rezultata pretpostavljena je pentakoordinaciona geometrija. Oba centralna metalna jona su koordinovana za po dva piridil i dva ciklamova azota i premošćena -N-(CH2)3-N-fragmentima ciklamovog prstena i kiseonikovim atomima S-fenilalaninato jona. Antimikrobni test kompleksa, rastvarača, polaznih soli i samih liganada je izvršen na gljivice, plesni i bakterije. U izvesnim slučajevima nađena je povećana aktivnost kompleksa Co(II) prema pojedinim bakterijama u odnosu na odgovarajuće slobodne ligande i polazne soli.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "New Cu(II) and Co(II) octaazamacrocyclic complexes with 2-amino-3-phenylpropanoic acid, Novi Cu(II) i Co(II) oktaazamakrociklični kompleksi sa 2-amino-3-fenil-propanskom kiselinom",
volume = "76",
number = "5",
pages = "719-731",
doi = "10.2298/JSC101201062V",
url = "Kon_2189"
}
Vuckovic, G., Antonijević-Nikolić, M., Tanaskovic, S. B.,& Živković-Radovanović, V.. (2011). New Cu(II) and Co(II) octaazamacrocyclic complexes with 2-amino-3-phenylpropanoic acid. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 76(5), 719-731.
https://doi.org/10.2298/JSC101201062V
Kon_2189
Vuckovic G, Antonijević-Nikolić M, Tanaskovic SB, Živković-Radovanović V. New Cu(II) and Co(II) octaazamacrocyclic complexes with 2-amino-3-phenylpropanoic acid. in Journal of the Serbian Chemical Society. 2011;76(5):719-731.
doi:10.2298/JSC101201062V
Kon_2189 .
Vuckovic, Gordana, Antonijević-Nikolić, Mirjana, Tanaskovic, Sladana B., Živković-Radovanović, Vukosava, "New Cu(II) and Co(II) octaazamacrocyclic complexes with 2-amino-3-phenylpropanoic acid" in Journal of the Serbian Chemical Society, 76, no. 5 (2011):719-731,
https://doi.org/10.2298/JSC101201062V .,
Kon_2189 .
2
4
4