Pantelić, Nebojša Đ.

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Authority KeyName Variants
98dea522-a796-4c23-a9d8-34afd63b6883
  • Pantelić, Nebojša Đ. (18)
Projects
Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology Biological response modifiers in physiological and pathological conditions
Synthesis, modeling, physicochemical and biological properties of organic compounds and related metal complexes Bilateral project between Republic of Serbia and Montenegro [01-3103].
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200116 (University of Belgrade, Faculty of Agriculture) Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200122 (University of Kragujevac, Faculty of Science)
Pharmacodynamic and pharmacogenomic research of new drugs in the treatment of solid tumors Reinforcement of the Faculty of Chemistry, University of Belgrade, towards becoming a Center of Excellence in the region of WB for Molecular Biotechnology and Food research
Application of advanced oxidation processes and nanostructured oxide materials for the removal of pollutants from the environment, development and optimisation of instrumental techniques for efficiency monitoring Improvement and development of hygienic and technological procedures in production of animal originating foodstuffs with the aim of producing high-quality and safe products competetive on the global market
Development of technologies and products based on mineral raw materials and waste biomass for protection of natural resources for safe food production

Author's Bibliography

Evaluation of DNA/BSA interactions and DFT calculations of gold(III), zinc(II) and palladium(II) complexes with triammonium N-dithiocarboxyiminodiacetate

Kasalović, Marijana P.; Petrović, Angelina; Živković, Jelena M.; Kuckling, Linus; Jevtić, Verica V.; Bogojeski, Jovana; Leka, Zorica B.; Trifunović, Srećko R.; Pantelić, Nebojša Đ.

(Elsevier, 2021)

TY  - JOUR
AU  - Kasalović, Marijana P.
AU  - Petrović, Angelina
AU  - Živković, Jelena M.
AU  - Kuckling, Linus
AU  - Jevtić, Verica V.
AU  - Bogojeski, Jovana
AU  - Leka, Zorica B.
AU  - Trifunović, Srećko R.
AU  - Pantelić, Nebojša Đ.
PY  - 2021
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4436
AB  - Dithiocarbamates, with their high lipophilic character and good chelating properties, could provide stabile transition metal complexes and enable these metal-based drugs to reach their biological targets. Palladium(II) and gold(III) complexes, due to its structural similarity with platinum(II)compounds, could be competitive candidates for implementing and developing new pharmacological agents. Herein, novel gold(III) complex with triammonium N-carboxyiminodiacetate as ligand has been synthesized and characterized by elemental analysis, molar conductivity measurements, FT-IR and 1H and 13C NMR spectroscopy. The proposed structure was examined and compared with analogue palladium(II) and zinc(II) complexes by density functional theory (B3LYP/def2tzvp). Additionally, DNA-binding studies by UV/Vis-spectrometer as well as ethidium-bromide (EB) and bovine serum albumin (BSA) quenching studies by spectrofluorometer were performed for gold(III), palladium(II) and zinc(II) dithiocarbamate complexes. The investigated complexes showed a good affinity to calf thymus DNA (CT-DNA) and BSA, with a higher affinity to BSA. Palladium(II) complex exhibited 5-fold a stronger affinity to DNA binding in comparison to zinc(II), but no significantly higher than gold(III) complex. Furthermore, palladium(II) and gold(III) complexes demonstrated a similar affinity toward BSA and these interactions are stronger than showed by zinc(II) complex.
PB  - Elsevier
T2  - Journal of Molecular Structure
T1  - Evaluation of DNA/BSA interactions and DFT calculations of gold(III), zinc(II) and palladium(II) complexes with triammonium N-dithiocarboxyiminodiacetate
VL  - 1229
SP  - 129622
DO  - 10.1016/j.molstruc.2020.129622
ER  - 
@article{
author = "Kasalović, Marijana P. and Petrović, Angelina and Živković, Jelena M. and Kuckling, Linus and Jevtić, Verica V. and Bogojeski, Jovana and Leka, Zorica B. and Trifunović, Srećko R. and Pantelić, Nebojša Đ.",
year = "2021",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/4436",
abstract = "Dithiocarbamates, with their high lipophilic character and good chelating properties, could provide stabile transition metal complexes and enable these metal-based drugs to reach their biological targets. Palladium(II) and gold(III) complexes, due to its structural similarity with platinum(II)compounds, could be competitive candidates for implementing and developing new pharmacological agents. Herein, novel gold(III) complex with triammonium N-carboxyiminodiacetate as ligand has been synthesized and characterized by elemental analysis, molar conductivity measurements, FT-IR and 1H and 13C NMR spectroscopy. The proposed structure was examined and compared with analogue palladium(II) and zinc(II) complexes by density functional theory (B3LYP/def2tzvp). Additionally, DNA-binding studies by UV/Vis-spectrometer as well as ethidium-bromide (EB) and bovine serum albumin (BSA) quenching studies by spectrofluorometer were performed for gold(III), palladium(II) and zinc(II) dithiocarbamate complexes. The investigated complexes showed a good affinity to calf thymus DNA (CT-DNA) and BSA, with a higher affinity to BSA. Palladium(II) complex exhibited 5-fold a stronger affinity to DNA binding in comparison to zinc(II), but no significantly higher than gold(III) complex. Furthermore, palladium(II) and gold(III) complexes demonstrated a similar affinity toward BSA and these interactions are stronger than showed by zinc(II) complex.",
publisher = "Elsevier",
journal = "Journal of Molecular Structure",
title = "Evaluation of DNA/BSA interactions and DFT calculations of gold(III), zinc(II) and palladium(II) complexes with triammonium N-dithiocarboxyiminodiacetate",
volume = "1229",
pages = "129622",
doi = "10.1016/j.molstruc.2020.129622"
}
Kasalović, M. P., Petrović, A., Živković, J. M., Kuckling, L., Jevtić, V. V., Bogojeski, J., Leka, Z. B., Trifunović, S. R.,& Pantelić, N. Đ. (2021). Evaluation of DNA/BSA interactions and DFT calculations of gold(III), zinc(II) and palladium(II) complexes with triammonium N-dithiocarboxyiminodiacetate.
Journal of Molecular Structure
Elsevier., 1229, 129622.
https://doi.org/10.1016/j.molstruc.2020.129622
Kasalović MP, Petrović A, Živković JM, Kuckling L, Jevtić VV, Bogojeski J, Leka ZB, Trifunović SR, Pantelić NĐ. Evaluation of DNA/BSA interactions and DFT calculations of gold(III), zinc(II) and palladium(II) complexes with triammonium N-dithiocarboxyiminodiacetate. Journal of Molecular Structure. 2021;1229:129622
Kasalović Marijana P., Petrović Angelina, Živković Jelena M., Kuckling Linus, Jevtić Verica V., Bogojeski Jovana, Leka Zorica B., Trifunović Srećko R., Pantelić Nebojša Đ., "Evaluation of DNA/BSA interactions and DFT calculations of gold(III), zinc(II) and palladium(II) complexes with triammonium N-dithiocarboxyiminodiacetate" Journal of Molecular Structure, 1229 (2021):129622,
https://doi.org/10.1016/j.molstruc.2020.129622 .
1
1

Supplementary data for the article: Kasalović, M. P.; Petrović, A.; Živković, J. M.; Kuckling, L.; Jevtić, V. V.; Bogojeski, J.; Leka, Z. B.; Trifunović, S. R.; Pantelić, N. Đ. Evaluation of DNA/BSA Interactions and DFT Calculations of Gold(III), Zinc(II) and Palladium(II) Complexes with Triammonium N-Dithiocarboxyiminodiacetate. Journal of Molecular Structure 2021, 1229, 129622. https://doi.org/10.1016/j.molstruc.2020.129622.

Kasalović, Marijana P.; Petrović, Angelina; Živković, Jelena M.; Kuckling, Linus; Jevtić, Verica V.; Bogojeski, Jovana; Leka, Zorica B.; Trifunović, Srećko R.; Pantelić, Nebojša Đ.

(Elsevier, 2021)

TY  - BOOK
AU  - Kasalović, Marijana P.
AU  - Petrović, Angelina
AU  - Živković, Jelena M.
AU  - Kuckling, Linus
AU  - Jevtić, Verica V.
AU  - Bogojeski, Jovana
AU  - Leka, Zorica B.
AU  - Trifunović, Srećko R.
AU  - Pantelić, Nebojša Đ.
PY  - 2021
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4438
PB  - Elsevier
T2  - Journal of Molecular Structure
T1  - Supplementary data for the article: Kasalović, M. P.; Petrović, A.; Živković, J. M.; Kuckling, L.; Jevtić, V. V.; Bogojeski, J.; Leka, Z. B.; Trifunović, S. R.; Pantelić, N. Đ. Evaluation of DNA/BSA Interactions and DFT Calculations of Gold(III), Zinc(II) and Palladium(II) Complexes with Triammonium N-Dithiocarboxyiminodiacetate. Journal of Molecular Structure 2021, 1229, 129622. https://doi.org/10.1016/j.molstruc.2020.129622.
ER  - 
@book{
author = "Kasalović, Marijana P. and Petrović, Angelina and Živković, Jelena M. and Kuckling, Linus and Jevtić, Verica V. and Bogojeski, Jovana and Leka, Zorica B. and Trifunović, Srećko R. and Pantelić, Nebojša Đ.",
year = "2021",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/4438",
publisher = "Elsevier",
journal = "Journal of Molecular Structure",
title = "Supplementary data for the article: Kasalović, M. P.; Petrović, A.; Živković, J. M.; Kuckling, L.; Jevtić, V. V.; Bogojeski, J.; Leka, Z. B.; Trifunović, S. R.; Pantelić, N. Đ. Evaluation of DNA/BSA Interactions and DFT Calculations of Gold(III), Zinc(II) and Palladium(II) Complexes with Triammonium N-Dithiocarboxyiminodiacetate. Journal of Molecular Structure 2021, 1229, 129622. https://doi.org/10.1016/j.molstruc.2020.129622."
}
Kasalović, M. P., Petrović, A., Živković, J. M., Kuckling, L., Jevtić, V. V., Bogojeski, J., Leka, Z. B., Trifunović, S. R.,& Pantelić, N. Đ. (2021). Supplementary data for the article: Kasalović, M. P.; Petrović, A.; Živković, J. M.; Kuckling, L.; Jevtić, V. V.; Bogojeski, J.; Leka, Z. B.; Trifunović, S. R.; Pantelić, N. Đ. Evaluation of DNA/BSA Interactions and DFT Calculations of Gold(III), Zinc(II) and Palladium(II) Complexes with Triammonium N-Dithiocarboxyiminodiacetate. Journal of Molecular Structure 2021, 1229, 129622. https://doi.org/10.1016/j.molstruc.2020.129622..
Journal of Molecular Structure
Elsevier..
Kasalović MP, Petrović A, Živković JM, Kuckling L, Jevtić VV, Bogojeski J, Leka ZB, Trifunović SR, Pantelić NĐ. Supplementary data for the article: Kasalović, M. P.; Petrović, A.; Živković, J. M.; Kuckling, L.; Jevtić, V. V.; Bogojeski, J.; Leka, Z. B.; Trifunović, S. R.; Pantelić, N. Đ. Evaluation of DNA/BSA Interactions and DFT Calculations of Gold(III), Zinc(II) and Palladium(II) Complexes with Triammonium N-Dithiocarboxyiminodiacetate. Journal of Molecular Structure 2021, 1229, 129622. https://doi.org/10.1016/j.molstruc.2020.129622.. Journal of Molecular Structure. 2021;
Kasalović Marijana P., Petrović Angelina, Živković Jelena M., Kuckling Linus, Jevtić Verica V., Bogojeski Jovana, Leka Zorica B., Trifunović Srećko R., Pantelić Nebojša Đ., "Supplementary data for the article: Kasalović, M. P.; Petrović, A.; Živković, J. M.; Kuckling, L.; Jevtić, V. V.; Bogojeski, J.; Leka, Z. B.; Trifunović, S. R.; Pantelić, N. Đ. Evaluation of DNA/BSA Interactions and DFT Calculations of Gold(III), Zinc(II) and Palladium(II) Complexes with Triammonium N-Dithiocarboxyiminodiacetate. Journal of Molecular Structure 2021, 1229, 129622. https://doi.org/10.1016/j.molstruc.2020.129622." Journal of Molecular Structure (2021)

Biogenic amines content in the serum of patients with non-Hodgkin’s lymphoma

Trifunović-Macedoljan, Jelena; Pantelić, Nebojša Đ.; Jadranin, Milka; Juranić, Ivan O.

(Editura Academiei Romane, 2019)

TY  - JOUR
AU  - Trifunović-Macedoljan, Jelena
AU  - Pantelić, Nebojša Đ.
AU  - Jadranin, Milka
AU  - Juranić, Ivan O.
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3724
AB  - The biosynthetic pathway of biogenic amines is very active during the growth of many tumour cells. Non-Hodgkin lymphoma represents a very heterogeneous group of malignancies. The concentration level of some biogenic amines (putrescine, histamine, spermidine, epinephrine, and spermine) was investigated to elucidate whether they could be observed as markers for the patients with non-Hodgkin’s lymphoma. In this study, the method of acidic extraction of five biogenic amines from human serum, dansyl chloride pre-column derivatization, and LC/DAD analysis were used to determine the content of biogenic amines in biological fluids. The results indicate that statistically significant differences exist in putrescine, spermidine and histamine contents in non-Hodgkin’s patients versus healthy controls. The concentrations of putrescine, spermidine and epinephrine were elevated, and histamine was lower compared to controls. Based on their content, serum biogenic amines could be considered as potential tumour markers.
PB  - Editura Academiei Romane
T2  - Revue Roumaine de Chimie
T1  - Biogenic amines content in the serum of patients with non-Hodgkin’s lymphoma
VL  - 64
IS  - 8
SP  - 681
EP  - 686
DO  - 10.3224/rrch.2019.64.8.05
ER  - 
@article{
author = "Trifunović-Macedoljan, Jelena and Pantelić, Nebojša Đ. and Jadranin, Milka and Juranić, Ivan O.",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3724",
abstract = "The biosynthetic pathway of biogenic amines is very active during the growth of many tumour cells. Non-Hodgkin lymphoma represents a very heterogeneous group of malignancies. The concentration level of some biogenic amines (putrescine, histamine, spermidine, epinephrine, and spermine) was investigated to elucidate whether they could be observed as markers for the patients with non-Hodgkin’s lymphoma. In this study, the method of acidic extraction of five biogenic amines from human serum, dansyl chloride pre-column derivatization, and LC/DAD analysis were used to determine the content of biogenic amines in biological fluids. The results indicate that statistically significant differences exist in putrescine, spermidine and histamine contents in non-Hodgkin’s patients versus healthy controls. The concentrations of putrescine, spermidine and epinephrine were elevated, and histamine was lower compared to controls. Based on their content, serum biogenic amines could be considered as potential tumour markers.",
publisher = "Editura Academiei Romane",
journal = "Revue Roumaine de Chimie",
title = "Biogenic amines content in the serum of patients with non-Hodgkin’s lymphoma",
volume = "64",
number = "8",
pages = "681-686",
doi = "10.3224/rrch.2019.64.8.05"
}
Trifunović-Macedoljan, J., Pantelić, N. Đ., Jadranin, M.,& Juranić, I. O. (2019). Biogenic amines content in the serum of patients with non-Hodgkin’s lymphoma.
Revue Roumaine de Chimie
Editura Academiei Romane., 64(8), 681-686.
https://doi.org/10.3224/rrch.2019.64.8.05
Trifunović-Macedoljan J, Pantelić NĐ, Jadranin M, Juranić IO. Biogenic amines content in the serum of patients with non-Hodgkin’s lymphoma. Revue Roumaine de Chimie. 2019;64(8):681-686
Trifunović-Macedoljan Jelena, Pantelić Nebojša Đ., Jadranin Milka, Juranić Ivan O., "Biogenic amines content in the serum of patients with non-Hodgkin’s lymphoma" Revue Roumaine de Chimie, 64, no. 8 (2019):681-686,
https://doi.org/10.3224/rrch.2019.64.8.05 .

Evaluation of the Quality of Drinking Water in Rasina District, Serbia: Physicochemical and Bacteriological Viewpoint

Pantelić, Nebojša Đ.; Dramićanin, Aleksandra M.; Milovanović, Danijela B.; Popović-Đorđević, Jelena; Kostić, Aleksandar Ž.

(Editura Acad Romane, Bucuresti, 2017)

TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Dramićanin, Aleksandra M.
AU  - Milovanović, Danijela B.
AU  - Popović-Đorđević, Jelena
AU  - Kostić, Aleksandar Ž.
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2070
AB  - The water samples from Rasina District (Serbia) were evaluated for principal physical and chemical parameters, as well as for microbiological contaminants. Results were compared to National and World Health Organization (WHO) water quality standards. Several samples contained total organic matter, ammonia, residual chlorine, nitrite, nitrate, iron and manganese above proposed legislation limits. For samples contaminated with faecal bacteria, Streptococcus faecalis, aerobic mesophilic bacteria, coliform bacteria and sulfite-reducing clostridia special attention should be payed to drinking water disinfecting methods. The potential health risks of waterborne diseases due to consumption of water from contaminated sources could be implied.
PB  - Editura Acad Romane, Bucuresti
T2  - Romanian Journal of Physics
T1  - Evaluation of the Quality of Drinking Water in Rasina District, Serbia: Physicochemical and Bacteriological Viewpoint
VL  - 62
IS  - 9-10
ER  - 
@article{
author = "Pantelić, Nebojša Đ. and Dramićanin, Aleksandra M. and Milovanović, Danijela B. and Popović-Đorđević, Jelena and Kostić, Aleksandar Ž.",
year = "2017",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2070",
abstract = "The water samples from Rasina District (Serbia) were evaluated for principal physical and chemical parameters, as well as for microbiological contaminants. Results were compared to National and World Health Organization (WHO) water quality standards. Several samples contained total organic matter, ammonia, residual chlorine, nitrite, nitrate, iron and manganese above proposed legislation limits. For samples contaminated with faecal bacteria, Streptococcus faecalis, aerobic mesophilic bacteria, coliform bacteria and sulfite-reducing clostridia special attention should be payed to drinking water disinfecting methods. The potential health risks of waterborne diseases due to consumption of water from contaminated sources could be implied.",
publisher = "Editura Acad Romane, Bucuresti",
journal = "Romanian Journal of Physics",
title = "Evaluation of the Quality of Drinking Water in Rasina District, Serbia: Physicochemical and Bacteriological Viewpoint",
volume = "62",
number = "9-10"
}
Pantelić, N. Đ., Dramićanin, A. M., Milovanović, D. B., Popović-Đorđević, J.,& Kostić, A. Ž. (2017). Evaluation of the Quality of Drinking Water in Rasina District, Serbia: Physicochemical and Bacteriological Viewpoint.
Romanian Journal of Physics
Editura Acad Romane, Bucuresti., 62(9-10).
Pantelić NĐ, Dramićanin AM, Milovanović DB, Popović-Đorđević J, Kostić AŽ. Evaluation of the Quality of Drinking Water in Rasina District, Serbia: Physicochemical and Bacteriological Viewpoint. Romanian Journal of Physics. 2017;62(9-10)
Pantelić Nebojša Đ., Dramićanin Aleksandra M., Milovanović Danijela B., Popović-Đorđević Jelena, Kostić Aleksandar Ž., "Evaluation of the Quality of Drinking Water in Rasina District, Serbia: Physicochemical and Bacteriological Viewpoint" Romanian Journal of Physics, 62, no. 9-10 (2017)
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3

In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N′-ethylenediamine bidentate ester ligands

Pantelić, Nebojša Đ.; Zmejkovski, Bojana B.; Kolundžija, Branka; Crnogorac, Marija Đorđić; Vujić, Jelena M.; Dojčinović, Biljana P.; Trifunović, Srećko R.; Stanojković, Tatjana; Sabo, Tibor; Kaluđerović, Goran N.

(Elsevier Science Inc, New York, 2017)

TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Zmejkovski, Bojana B.
AU  - Kolundžija, Branka
AU  - Crnogorac, Marija Đorđić
AU  - Vujić, Jelena M.
AU  - Dojčinović, Biljana P.
AU  - Trifunović, Srećko R.
AU  - Stanojković, Tatjana
AU  - Sabo, Tibor
AU  - Kaluđerović, Goran N.
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3070
AB  - Four novel gold(III) complexes of general formulae [AuCl2{(S,S)-R(2)eddl}]PF6 (R(2)eddl = O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoate, R= n-Pr, n-Bu, n-Pe, i-Bu; 1-4, respectively), were synthesized and characterized by elemental analysis, UV/Vis, IR, and NMR spectroscopy, as well as high resolution mass spectrometry. Density functional theory calculations pointed out that (R,R)-N,N'-configuration diastereoisomers were energetically the most favorable. Duo to high cytotoxic activity complex 3 was chosen for stability study in DMSO, no decomposition occurs within 24 h, and for the reaction with ascorbic acid in which was reduced immediately. Additionally, 3 interacts with bovine serum albumin (BSA) as proven by UV/Vis spectroscopy. In vitro antitumor activity was determined against human cervix adenocarcinoma (HeLa), human myelogenous leukemia (K562), and human melanoma (Fem-x) cancer cell lines, as well as against non-cancerous human embryonic lung fibroblast cells MRC-5. The highest activity was observed against K562 cells (IC50: 5.04-6.51 mu M). Selectivity indices showed that these complexes are less toxic than cisplatin. 3 had a similar viability kinetics on HeLa cells as cisplatin. Drug accumulation studies in HeLa cells showed that the total gold uptake increased much faster than that of cisplatin pointing out that 3 more efficiently enters the cells than cisplatin. Furthermore, morphological and cell cycle analysis reveal that gold(III) complexes induced apoptosis in time- and dose-dependent manner.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N′-ethylenediamine bidentate ester ligands
VL  - 172
SP  - 55
EP  - 66
DO  - 10.1016/j.jinorgbio.2017.04.001
ER  - 
@article{
author = "Pantelić, Nebojša Đ. and Zmejkovski, Bojana B. and Kolundžija, Branka and Crnogorac, Marija Đorđić and Vujić, Jelena M. and Dojčinović, Biljana P. and Trifunović, Srećko R. and Stanojković, Tatjana and Sabo, Tibor and Kaluđerović, Goran N.",
year = "2017",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3070",
abstract = "Four novel gold(III) complexes of general formulae [AuCl2{(S,S)-R(2)eddl}]PF6 (R(2)eddl = O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoate, R= n-Pr, n-Bu, n-Pe, i-Bu; 1-4, respectively), were synthesized and characterized by elemental analysis, UV/Vis, IR, and NMR spectroscopy, as well as high resolution mass spectrometry. Density functional theory calculations pointed out that (R,R)-N,N'-configuration diastereoisomers were energetically the most favorable. Duo to high cytotoxic activity complex 3 was chosen for stability study in DMSO, no decomposition occurs within 24 h, and for the reaction with ascorbic acid in which was reduced immediately. Additionally, 3 interacts with bovine serum albumin (BSA) as proven by UV/Vis spectroscopy. In vitro antitumor activity was determined against human cervix adenocarcinoma (HeLa), human myelogenous leukemia (K562), and human melanoma (Fem-x) cancer cell lines, as well as against non-cancerous human embryonic lung fibroblast cells MRC-5. The highest activity was observed against K562 cells (IC50: 5.04-6.51 mu M). Selectivity indices showed that these complexes are less toxic than cisplatin. 3 had a similar viability kinetics on HeLa cells as cisplatin. Drug accumulation studies in HeLa cells showed that the total gold uptake increased much faster than that of cisplatin pointing out that 3 more efficiently enters the cells than cisplatin. Furthermore, morphological and cell cycle analysis reveal that gold(III) complexes induced apoptosis in time- and dose-dependent manner.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N′-ethylenediamine bidentate ester ligands",
volume = "172",
pages = "55-66",
doi = "10.1016/j.jinorgbio.2017.04.001"
}
Pantelić, N. Đ., Zmejkovski, B. B., Kolundžija, B., Crnogorac, M. Đ., Vujić, J. M., Dojčinović, B. P., Trifunović, S. R., Stanojković, T., Sabo, T.,& Kaluđerović, G. N. (2017). In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N′-ethylenediamine bidentate ester ligands.
Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 172, 55-66.
https://doi.org/10.1016/j.jinorgbio.2017.04.001
Pantelić NĐ, Zmejkovski BB, Kolundžija B, Crnogorac MĐ, Vujić JM, Dojčinović BP, Trifunović SR, Stanojković T, Sabo T, Kaluđerović GN. In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N′-ethylenediamine bidentate ester ligands. Journal of Inorganic Biochemistry. 2017;172:55-66
Pantelić Nebojša Đ., Zmejkovski Bojana B., Kolundžija Branka, Crnogorac Marija Đorđić, Vujić Jelena M., Dojčinović Biljana P., Trifunović Srećko R., Stanojković Tatjana, Sabo Tibor, Kaluđerović Goran N., "In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N′-ethylenediamine bidentate ester ligands" Journal of Inorganic Biochemistry, 172 (2017):55-66,
https://doi.org/10.1016/j.jinorgbio.2017.04.001 .
1
6
5
6

Supplementary data for article: Pantelić, N.; Zmejkovski, B. B.; Kolundžija, B.; Crnogorac, M. Đ.; Vujić, J. M.; Dojčinović, B.; Trifunović, S. R.; Stanojković, T. P.; Sabo, T. J.; Kaluđerović, G. N. In Vitro Antitumor Activity, Metal Uptake and Reactivity with Ascorbic Acid and BSA of Some Gold(III) Complexes with N,N′-Ethylenediamine Bidentate Ester Ligands. Journal of Inorganic Biochemistry 2017, 172, 55–66. https://doi.org/10.1016/j.jinorgbio.2017.04.001

Pantelić, Nebojša Đ.; Zmejkovski, Bojana B.; Kolundžija, Branka; Crnogorac, Marija Đorđić; Vujić, Jelena M.; Dojčinović, Biljana P.; Trifunović, Srećko R.; Stanojković, Tatjana; Sabo, Tibor; Kaluđerović, Goran N.

(Elsevier Science Inc, New York, 2017)

TY  - BOOK
AU  - Pantelić, Nebojša Đ.
AU  - Zmejkovski, Bojana B.
AU  - Kolundžija, Branka
AU  - Crnogorac, Marija Đorđić
AU  - Vujić, Jelena M.
AU  - Dojčinović, Biljana P.
AU  - Trifunović, Srećko R.
AU  - Stanojković, Tatjana
AU  - Sabo, Tibor
AU  - Kaluđerović, Goran N.
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3071
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Supplementary data for article:          Pantelić, N.; Zmejkovski, B. B.; Kolundžija, B.; Crnogorac, M. Đ.; Vujić, J. M.; Dojčinović, B.; Trifunović, S. R.; Stanojković, T. P.; Sabo, T. J.; Kaluđerović, G. N. In Vitro Antitumor Activity, Metal Uptake and Reactivity with Ascorbic Acid and BSA of Some Gold(III) Complexes with N,N′-Ethylenediamine Bidentate Ester Ligands. Journal of Inorganic Biochemistry 2017, 172, 55–66. https://doi.org/10.1016/j.jinorgbio.2017.04.001
ER  - 
@book{
author = "Pantelić, Nebojša Đ. and Zmejkovski, Bojana B. and Kolundžija, Branka and Crnogorac, Marija Đorđić and Vujić, Jelena M. and Dojčinović, Biljana P. and Trifunović, Srećko R. and Stanojković, Tatjana and Sabo, Tibor and Kaluđerović, Goran N.",
year = "2017",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3071",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Supplementary data for article:          Pantelić, N.; Zmejkovski, B. B.; Kolundžija, B.; Crnogorac, M. Đ.; Vujić, J. M.; Dojčinović, B.; Trifunović, S. R.; Stanojković, T. P.; Sabo, T. J.; Kaluđerović, G. N. In Vitro Antitumor Activity, Metal Uptake and Reactivity with Ascorbic Acid and BSA of Some Gold(III) Complexes with N,N′-Ethylenediamine Bidentate Ester Ligands. Journal of Inorganic Biochemistry 2017, 172, 55–66. https://doi.org/10.1016/j.jinorgbio.2017.04.001"
}
Pantelić, N. Đ., Zmejkovski, B. B., Kolundžija, B., Crnogorac, M. Đ., Vujić, J. M., Dojčinović, B. P., Trifunović, S. R., Stanojković, T., Sabo, T.,& Kaluđerović, G. N. (2017). Supplementary data for article:          Pantelić, N.; Zmejkovski, B. B.; Kolundžija, B.; Crnogorac, M. Đ.; Vujić, J. M.; Dojčinović, B.; Trifunović, S. R.; Stanojković, T. P.; Sabo, T. J.; Kaluđerović, G. N. In Vitro Antitumor Activity, Metal Uptake and Reactivity with Ascorbic Acid and BSA of Some Gold(III) Complexes with N,N′-Ethylenediamine Bidentate Ester Ligands. Journal of Inorganic Biochemistry 2017, 172, 55–66. https://doi.org/10.1016/j.jinorgbio.2017.04.001.
Journal of Inorganic Biochemistry
Elsevier Science Inc, New York..
Pantelić NĐ, Zmejkovski BB, Kolundžija B, Crnogorac MĐ, Vujić JM, Dojčinović BP, Trifunović SR, Stanojković T, Sabo T, Kaluđerović GN. Supplementary data for article:          Pantelić, N.; Zmejkovski, B. B.; Kolundžija, B.; Crnogorac, M. Đ.; Vujić, J. M.; Dojčinović, B.; Trifunović, S. R.; Stanojković, T. P.; Sabo, T. J.; Kaluđerović, G. N. In Vitro Antitumor Activity, Metal Uptake and Reactivity with Ascorbic Acid and BSA of Some Gold(III) Complexes with N,N′-Ethylenediamine Bidentate Ester Ligands. Journal of Inorganic Biochemistry 2017, 172, 55–66. https://doi.org/10.1016/j.jinorgbio.2017.04.001. Journal of Inorganic Biochemistry. 2017;
Pantelić Nebojša Đ., Zmejkovski Bojana B., Kolundžija Branka, Crnogorac Marija Đorđić, Vujić Jelena M., Dojčinović Biljana P., Trifunović Srećko R., Stanojković Tatjana, Sabo Tibor, Kaluđerović Goran N., "Supplementary data for article:          Pantelić, N.; Zmejkovski, B. B.; Kolundžija, B.; Crnogorac, M. Đ.; Vujić, J. M.; Dojčinović, B.; Trifunović, S. R.; Stanojković, T. P.; Sabo, T. J.; Kaluđerović, G. N. In Vitro Antitumor Activity, Metal Uptake and Reactivity with Ascorbic Acid and BSA of Some Gold(III) Complexes with N,N′-Ethylenediamine Bidentate Ester Ligands. Journal of Inorganic Biochemistry 2017, 172, 55–66. https://doi.org/10.1016/j.jinorgbio.2017.04.001" Journal of Inorganic Biochemistry (2017)

Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]

Pantelić, Nebojša Đ.; Stanojković, Tatjana; Zmejkovski, Bojana B.; Kaluđerović, Goran N.; Sabo, Tibor

(2017)

TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Stanojković, Tatjana
AU  - Zmejkovski, Bojana B.
AU  - Kaluđerović, Goran N.
AU  - Sabo, Tibor
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/325
AB  - Six gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate, general formula [AuCl2{(S,S)-R2eddch}]PF6, [(S,S)-eddch = (S,S)-ethylenediamine-N,N’-di-2-(3-cyclohexyl)propanoate, R = Me, Et, n-Pr, n-Bu, i-Bu, i-Am, 1-6, respectively], were tested against cancer cell lines such as human melanoma Fem-x, human colon carcinoma LS174T and non-small cell lung carcinoma A549 as well as a non-cancerous human embryonic lung fibroblasts MRC-5 using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay with the aim of assessing in vitro antitumoral activity and selectivity. All investigated complexes showed lower cytotoxicity and better or similar selectivity in comparison to cisplatin, used as reference compound. Complex [AuCl2{(S,S)-(i-Am)2eddch}]PF6 (6) demonstrated the highest activity against Fem-x (IC50 = 14.98 ± 0.34 µM). Additionally, the same complex expressed 4.5 times higher selectivity than cisplatin. © 2017, University of Kragujevac, Faculty of Science. All rights reserved.
T2  - Serbian Journal of Experimental and Clinical Research (ranije: Medicus)
T1  - Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]
VL  - 18
IS  - 4
SP  - 289
EP  - 294
DO  - 10.1515/SJECR-2017-0067
ER  - 
@article{
author = "Pantelić, Nebojša Đ. and Stanojković, Tatjana and Zmejkovski, Bojana B. and Kaluđerović, Goran N. and Sabo, Tibor",
year = "2017",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/325",
abstract = "Six gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate, general formula [AuCl2{(S,S)-R2eddch}]PF6, [(S,S)-eddch = (S,S)-ethylenediamine-N,N’-di-2-(3-cyclohexyl)propanoate, R = Me, Et, n-Pr, n-Bu, i-Bu, i-Am, 1-6, respectively], were tested against cancer cell lines such as human melanoma Fem-x, human colon carcinoma LS174T and non-small cell lung carcinoma A549 as well as a non-cancerous human embryonic lung fibroblasts MRC-5 using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay with the aim of assessing in vitro antitumoral activity and selectivity. All investigated complexes showed lower cytotoxicity and better or similar selectivity in comparison to cisplatin, used as reference compound. Complex [AuCl2{(S,S)-(i-Am)2eddch}]PF6 (6) demonstrated the highest activity against Fem-x (IC50 = 14.98 ± 0.34 µM). Additionally, the same complex expressed 4.5 times higher selectivity than cisplatin. © 2017, University of Kragujevac, Faculty of Science. All rights reserved.",
journal = "Serbian Journal of Experimental and Clinical Research (ranije: Medicus)",
title = "Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]",
volume = "18",
number = "4",
pages = "289-294",
doi = "10.1515/SJECR-2017-0067"
}
Pantelić, N. Đ., Stanojković, T., Zmejkovski, B. B., Kaluđerović, G. N.,& Sabo, T. (2017). Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata].
Serbian Journal of Experimental and Clinical Research (ranije: Medicus), 18(4), 289-294.
https://doi.org/10.1515/SJECR-2017-0067
Pantelić NĐ, Stanojković T, Zmejkovski BB, Kaluđerović GN, Sabo T. Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]. Serbian Journal of Experimental and Clinical Research (ranije: Medicus). 2017;18(4):289-294
Pantelić Nebojša Đ., Stanojković Tatjana, Zmejkovski Bojana B., Kaluđerović Goran N., Sabo Tibor, "Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]" Serbian Journal of Experimental and Clinical Research (ranije: Medicus), 18, no. 4 (2017):289-294,
https://doi.org/10.1515/SJECR-2017-0067 .

In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands

Pantelić, Nebojša Đ.; Zmejkovski, Bojana B.; Kolundžija, Branka; Crnogorac, Marija Đorđić; Vujić, Jelena M.; Dojčinović, Biljana P.; Trifunović, Srećko R.; Stanojković, Tatjana; Sabo, Tibor; Kaluđerović, Goran N.

(Elsevier Science Inc, New York, 2017)

TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Zmejkovski, Bojana B.
AU  - Kolundžija, Branka
AU  - Crnogorac, Marija Đorđić
AU  - Vujić, Jelena M.
AU  - Dojčinović, Biljana P.
AU  - Trifunović, Srećko R.
AU  - Stanojković, Tatjana
AU  - Sabo, Tibor
AU  - Kaluđerović, Goran N.
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2478
AB  - Four novel gold(III) complexes of general formulae [AuCl2{(S,S)-R(2)eddl}]PF6 (R(2)eddl = O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoate, R= n-Pr, n-Bu, n-Pe, i-Bu; 1-4, respectively), were synthesized and characterized by elemental analysis, UV/Vis, IR, and NMR spectroscopy, as well as high resolution mass spectrometry. Density functional theory calculations pointed out that (R,R)-N,N'-configuration diastereoisomers were energetically the most favorable. Duo to high cytotoxic activity complex 3 was chosen for stability study in DMSO, no decomposition occurs within 24 h, and for the reaction with ascorbic acid in which was reduced immediately. Additionally, 3 interacts with bovine serum albumin (BSA) as proven by UV/Vis spectroscopy. In vitro antitumor activity was determined against human cervix adenocarcinoma (HeLa), human myelogenous leukemia (K562), and human melanoma (Fem-x) cancer cell lines, as well as against non-cancerous human embryonic lung fibroblast cells MRC-5. The highest activity was observed against K562 cells (IC50: 5.04-6.51 mu M). Selectivity indices showed that these complexes are less toxic than cisplatin. 3 had a similar viability kinetics on HeLa cells as cisplatin. Drug accumulation studies in HeLa cells showed that the total gold uptake increased much faster than that of cisplatin pointing out that 3 more efficiently enters the cells than cisplatin. Furthermore, morphological and cell cycle analysis reveal that gold(III) complexes induced apoptosis in time- and dose-dependent manner.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands
VL  - 172
SP  - 55
EP  - 66
DO  - 10.1016/j.jinorgbio.2017.04.001
ER  - 
@article{
author = "Pantelić, Nebojša Đ. and Zmejkovski, Bojana B. and Kolundžija, Branka and Crnogorac, Marija Đorđić and Vujić, Jelena M. and Dojčinović, Biljana P. and Trifunović, Srećko R. and Stanojković, Tatjana and Sabo, Tibor and Kaluđerović, Goran N.",
year = "2017",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2478",
abstract = "Four novel gold(III) complexes of general formulae [AuCl2{(S,S)-R(2)eddl}]PF6 (R(2)eddl = O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoate, R= n-Pr, n-Bu, n-Pe, i-Bu; 1-4, respectively), were synthesized and characterized by elemental analysis, UV/Vis, IR, and NMR spectroscopy, as well as high resolution mass spectrometry. Density functional theory calculations pointed out that (R,R)-N,N'-configuration diastereoisomers were energetically the most favorable. Duo to high cytotoxic activity complex 3 was chosen for stability study in DMSO, no decomposition occurs within 24 h, and for the reaction with ascorbic acid in which was reduced immediately. Additionally, 3 interacts with bovine serum albumin (BSA) as proven by UV/Vis spectroscopy. In vitro antitumor activity was determined against human cervix adenocarcinoma (HeLa), human myelogenous leukemia (K562), and human melanoma (Fem-x) cancer cell lines, as well as against non-cancerous human embryonic lung fibroblast cells MRC-5. The highest activity was observed against K562 cells (IC50: 5.04-6.51 mu M). Selectivity indices showed that these complexes are less toxic than cisplatin. 3 had a similar viability kinetics on HeLa cells as cisplatin. Drug accumulation studies in HeLa cells showed that the total gold uptake increased much faster than that of cisplatin pointing out that 3 more efficiently enters the cells than cisplatin. Furthermore, morphological and cell cycle analysis reveal that gold(III) complexes induced apoptosis in time- and dose-dependent manner.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands",
volume = "172",
pages = "55-66",
doi = "10.1016/j.jinorgbio.2017.04.001"
}
Pantelić, N. Đ., Zmejkovski, B. B., Kolundžija, B., Crnogorac, M. Đ., Vujić, J. M., Dojčinović, B. P., Trifunović, S. R., Stanojković, T., Sabo, T.,& Kaluđerović, G. N. (2017). In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands.
Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 172, 55-66.
https://doi.org/10.1016/j.jinorgbio.2017.04.001
Pantelić NĐ, Zmejkovski BB, Kolundžija B, Crnogorac MĐ, Vujić JM, Dojčinović BP, Trifunović SR, Stanojković T, Sabo T, Kaluđerović GN. In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands. Journal of Inorganic Biochemistry. 2017;172:55-66
Pantelić Nebojša Đ., Zmejkovski Bojana B., Kolundžija Branka, Crnogorac Marija Đorđić, Vujić Jelena M., Dojčinović Biljana P., Trifunović Srećko R., Stanojković Tatjana, Sabo Tibor, Kaluđerović Goran N., "In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands" Journal of Inorganic Biochemistry, 172 (2017):55-66,
https://doi.org/10.1016/j.jinorgbio.2017.04.001 .
1
6
5
6

In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid

Zmejkovski, Bojana B.; Pantelić, Nebojša Đ.; Filipović, Lana; Aranđelović, Sandra; Radulović, Siniša; Sabo, Tibor; Kaluđerović, Goran N.

(Bentham Science Publ Ltd, Sharjah, 2017)

TY  - JOUR
AU  - Zmejkovski, Bojana B.
AU  - Pantelić, Nebojša Đ.
AU  - Filipović, Lana
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Sabo, Tibor
AU  - Kaluđerović, Goran N.
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2501
AB  - Aims: Platinum(II) and platinum(IV) complexes [PtCln{(S,S)-(i-Am)(2)eddip}] (n = 2, 4: 1, 2, respectively; (S,S)-(i-Am)(2)eddip = O,O'-diisoamyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate) were synthesized and characterized by elemental analysis, IR, H-1 and C-13 NMR spectroscopy and mass spectrometry. Method: Quantum chemical calculations were used to predict formed isomers of 1 and 2. Furthermore, reduction of 2 with ascorbic acid was followed by time-dependant C-13 NMR spectroscopy in order to enable assignation of the formed isomers for complex 1. In vitro cytotoxic activity was determined for 1 and 2 on a panel of five human tumor cell lines derived from cervix adenocarcinoma (HeLa), alveolar basal adenocarcinoma (A549), breast adenocarcinoma (MDA-453), colorectal cancer (LS 174), erythromyeloblastoid leukemia (K562), as well as one non-malignant human lung fibroblast cell line (MRC-5), using MTT assay. Result: Both complexes exhibited high (2 against K562: IC50 = 5.4 mu M), more active than cisplatin, to moderate activity (1). Both complexes caused considerable decrease of cell number in K562 cells in G1, S and G2 phases, concordantly increasing subpopulation in sub-G1 fraction. Morphological analysis of K562 cell death induced by platinum(II/IV) complexes indicate apoptosis.
PB  - Bentham Science Publ Ltd, Sharjah
T2  - Anti-Cancer Agents in Medicinal Chemistry
T1  - In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid
VL  - 17
IS  - 8
SP  - 1136
EP  - 1143
DO  - 10.2174/1871520616666161207155634
ER  - 
@article{
author = "Zmejkovski, Bojana B. and Pantelić, Nebojša Đ. and Filipović, Lana and Aranđelović, Sandra and Radulović, Siniša and Sabo, Tibor and Kaluđerović, Goran N.",
year = "2017",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2501",
abstract = "Aims: Platinum(II) and platinum(IV) complexes [PtCln{(S,S)-(i-Am)(2)eddip}] (n = 2, 4: 1, 2, respectively; (S,S)-(i-Am)(2)eddip = O,O'-diisoamyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate) were synthesized and characterized by elemental analysis, IR, H-1 and C-13 NMR spectroscopy and mass spectrometry. Method: Quantum chemical calculations were used to predict formed isomers of 1 and 2. Furthermore, reduction of 2 with ascorbic acid was followed by time-dependant C-13 NMR spectroscopy in order to enable assignation of the formed isomers for complex 1. In vitro cytotoxic activity was determined for 1 and 2 on a panel of five human tumor cell lines derived from cervix adenocarcinoma (HeLa), alveolar basal adenocarcinoma (A549), breast adenocarcinoma (MDA-453), colorectal cancer (LS 174), erythromyeloblastoid leukemia (K562), as well as one non-malignant human lung fibroblast cell line (MRC-5), using MTT assay. Result: Both complexes exhibited high (2 against K562: IC50 = 5.4 mu M), more active than cisplatin, to moderate activity (1). Both complexes caused considerable decrease of cell number in K562 cells in G1, S and G2 phases, concordantly increasing subpopulation in sub-G1 fraction. Morphological analysis of K562 cell death induced by platinum(II/IV) complexes indicate apoptosis.",
publisher = "Bentham Science Publ Ltd, Sharjah",
journal = "Anti-Cancer Agents in Medicinal Chemistry",
title = "In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid",
volume = "17",
number = "8",
pages = "1136-1143",
doi = "10.2174/1871520616666161207155634"
}
Zmejkovski, B. B., Pantelić, N. Đ., Filipović, L., Aranđelović, S., Radulović, S., Sabo, T.,& Kaluđerović, G. N. (2017). In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid.
Anti-Cancer Agents in Medicinal Chemistry
Bentham Science Publ Ltd, Sharjah., 17(8), 1136-1143.
https://doi.org/10.2174/1871520616666161207155634
Zmejkovski BB, Pantelić NĐ, Filipović L, Aranđelović S, Radulović S, Sabo T, Kaluđerović GN. In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid. Anti-Cancer Agents in Medicinal Chemistry. 2017;17(8):1136-1143
Zmejkovski Bojana B., Pantelić Nebojša Đ., Filipović Lana, Aranđelović Sandra, Radulović Siniša, Sabo Tibor, Kaluđerović Goran N., "In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid" Anti-Cancer Agents in Medicinal Chemistry, 17, no. 8 (2017):1136-1143,
https://doi.org/10.2174/1871520616666161207155634 .

Synthesis, Characterization, and Cytotoxicity of a Novel Gold(III) Complex with O,O-Diethyl Ester of Ethylenediamine-N,N-Di-2-(4-Methyl)Pentanoic Acid

Pantelić, Nebojša Đ.; Zmejkovski, Bojana B.; Marković, Dragana D.; Vujić, Jelena M.; Stanojković, Tatjana; Sabo, Tibor; Kaluđerović, Goran N.

(Mdpi Ag, Basel, 2016)

TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Zmejkovski, Bojana B.
AU  - Marković, Dragana D.
AU  - Vujić, Jelena M.
AU  - Stanojković, Tatjana
AU  - Sabo, Tibor
AU  - Kaluđerović, Goran N.
PY  - 2016
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2334
AB  - A novel gold(III) complex, [AuCl2{(S,S)-Et(2)eddl}]PF6, ((S,S)-Et(2)eddl = O,O-diethyl ester of ethylenediamine-N,N-di-2-(4-methyl)pentanoic acid) was synthesized and characterized by IR, 1D (H-1 and C-13), and 2D (H,H-COSY and H,H-NOESY) NMR spectroscopy, mass spectrometry, and elemental analysis. Density functional theory calculations confirmed that (R,R)-N,N diastereoisomer was energetically the most stable isomer. In vitro antitumor action of ligand precursor [(S,S)-H(2)Et(2)eddl]Cl-2 and corresponding gold(III) complex was determined against tumor cell lines: human adenocarcinoma (HeLa), human colon carcinoma (LS174), human breast cancer (MCF7), non-small cell lung carcinoma cell line (A549), and non-cancerous cell line human embryonic lung fibroblast (MRC-5) using microculture tetrazolium test (MTT) assay. The results indicate that both ligand precursor and gold(III) complex have showed very good to moderate cytotoxic activity against all tested malignant cell lines. The highest activity was expressed by [AuCl2{(S,S)-Et(2)eddl}]PF6 against the LS174 cells, with IC50 value of 7.4 +/- 1.2 mu M.
PB  - Mdpi Ag, Basel
T2  - METALS
T1  - Synthesis, Characterization, and Cytotoxicity of a Novel Gold(III) Complex with O,O-Diethyl Ester of Ethylenediamine-N,N-Di-2-(4-Methyl)Pentanoic Acid
VL  - 6
IS  - 9
DO  - 10.3390/met6090226
ER  - 
@article{
author = "Pantelić, Nebojša Đ. and Zmejkovski, Bojana B. and Marković, Dragana D. and Vujić, Jelena M. and Stanojković, Tatjana and Sabo, Tibor and Kaluđerović, Goran N.",
year = "2016",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2334",
abstract = "A novel gold(III) complex, [AuCl2{(S,S)-Et(2)eddl}]PF6, ((S,S)-Et(2)eddl = O,O-diethyl ester of ethylenediamine-N,N-di-2-(4-methyl)pentanoic acid) was synthesized and characterized by IR, 1D (H-1 and C-13), and 2D (H,H-COSY and H,H-NOESY) NMR spectroscopy, mass spectrometry, and elemental analysis. Density functional theory calculations confirmed that (R,R)-N,N diastereoisomer was energetically the most stable isomer. In vitro antitumor action of ligand precursor [(S,S)-H(2)Et(2)eddl]Cl-2 and corresponding gold(III) complex was determined against tumor cell lines: human adenocarcinoma (HeLa), human colon carcinoma (LS174), human breast cancer (MCF7), non-small cell lung carcinoma cell line (A549), and non-cancerous cell line human embryonic lung fibroblast (MRC-5) using microculture tetrazolium test (MTT) assay. The results indicate that both ligand precursor and gold(III) complex have showed very good to moderate cytotoxic activity against all tested malignant cell lines. The highest activity was expressed by [AuCl2{(S,S)-Et(2)eddl}]PF6 against the LS174 cells, with IC50 value of 7.4 +/- 1.2 mu M.",
publisher = "Mdpi Ag, Basel",
journal = "METALS",
title = "Synthesis, Characterization, and Cytotoxicity of a Novel Gold(III) Complex with O,O-Diethyl Ester of Ethylenediamine-N,N-Di-2-(4-Methyl)Pentanoic Acid",
volume = "6",
number = "9",
doi = "10.3390/met6090226"
}
Pantelić, N. Đ., Zmejkovski, B. B., Marković, D. D., Vujić, J. M., Stanojković, T., Sabo, T.,& Kaluđerović, G. N. (2016). Synthesis, Characterization, and Cytotoxicity of a Novel Gold(III) Complex with O,O-Diethyl Ester of Ethylenediamine-N,N-Di-2-(4-Methyl)Pentanoic Acid.
METALS
Mdpi Ag, Basel., 6(9).
https://doi.org/10.3390/met6090226
Pantelić NĐ, Zmejkovski BB, Marković DD, Vujić JM, Stanojković T, Sabo T, Kaluđerović GN. Synthesis, Characterization, and Cytotoxicity of a Novel Gold(III) Complex with O,O-Diethyl Ester of Ethylenediamine-N,N-Di-2-(4-Methyl)Pentanoic Acid. METALS. 2016;6(9)
Pantelić Nebojša Đ., Zmejkovski Bojana B., Marković Dragana D., Vujić Jelena M., Stanojković Tatjana, Sabo Tibor, Kaluđerović Goran N., "Synthesis, Characterization, and Cytotoxicity of a Novel Gold(III) Complex with O,O-Diethyl Ester of Ethylenediamine-N,N-Di-2-(4-Methyl)Pentanoic Acid" METALS, 6, no. 9 (2016),
https://doi.org/10.3390/met6090226 .
4
5
5

Electrochemical properties of some gold(III) complexes with (S,S)-R(2)edda-type ligands

Pantelić, Nebojša Đ.; Stanković, Dalibor; Zmejkovski, Bojana B.; Kaluđerović, Goran N.; Sabo, Tibor

(Esg, Belgrade, 2016)

TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Stanković, Dalibor
AU  - Zmejkovski, Bojana B.
AU  - Kaluđerović, Goran N.
AU  - Sabo, Tibor
PY  - 2016
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2060
AB  - Oxidation-reduction properties of eleven gold(III) complexes with (S,S)-R(2)edda-type ligands was studied by cyclic and differential pulse voltammetry in DMSO. Series I: [AuCl2{(S,S)-R(2)eddip}]PF6, (S,S)-eddip = (S,S)-ethylenediamine-N,N'-di-2-propanoate, R = n-butyl, n-pentyl, isobutyl, isoamyl, cyclopentyl, 1-5; II: [AuCl2{(S,S)-R(2)eddch}]PF6, (S,S)-eddch = (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate, R = methyl, ethyl, n-propyl, n-butyl, isobutyl, isoamyl, 6-11. Voltammograms in DMSO showed two successive irreversible reduction steps, where Au-I species were the final reduction product. Reduction potential values are in range from 116 to 156 mV (Ep(1)) and -520 to -572 mV (Ep(2)) for Series I and from 148 to 228 mV (Ep(1)) and -569 to -638 mV (Ep(2)) for Series II. In general, slightly easier reduction of complexes belonging to Series I (higher cytotoxicity) could be due to less steric hindrance around the gold center. Reduction potentials and anticancer activity are not in correlation.
PB  - Esg, Belgrade
T2  - International Journal of Electrochemical Science
T1  - Electrochemical properties of some gold(III) complexes with (S,S)-R(2)edda-type ligands
VL  - 11
IS  - 2
SP  - 1162
EP  - 1171
ER  - 
@article{
author = "Pantelić, Nebojša Đ. and Stanković, Dalibor and Zmejkovski, Bojana B. and Kaluđerović, Goran N. and Sabo, Tibor",
year = "2016",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2060",
abstract = "Oxidation-reduction properties of eleven gold(III) complexes with (S,S)-R(2)edda-type ligands was studied by cyclic and differential pulse voltammetry in DMSO. Series I: [AuCl2{(S,S)-R(2)eddip}]PF6, (S,S)-eddip = (S,S)-ethylenediamine-N,N'-di-2-propanoate, R = n-butyl, n-pentyl, isobutyl, isoamyl, cyclopentyl, 1-5; II: [AuCl2{(S,S)-R(2)eddch}]PF6, (S,S)-eddch = (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate, R = methyl, ethyl, n-propyl, n-butyl, isobutyl, isoamyl, 6-11. Voltammograms in DMSO showed two successive irreversible reduction steps, where Au-I species were the final reduction product. Reduction potential values are in range from 116 to 156 mV (Ep(1)) and -520 to -572 mV (Ep(2)) for Series I and from 148 to 228 mV (Ep(1)) and -569 to -638 mV (Ep(2)) for Series II. In general, slightly easier reduction of complexes belonging to Series I (higher cytotoxicity) could be due to less steric hindrance around the gold center. Reduction potentials and anticancer activity are not in correlation.",
publisher = "Esg, Belgrade",
journal = "International Journal of Electrochemical Science",
title = "Electrochemical properties of some gold(III) complexes with (S,S)-R(2)edda-type ligands",
volume = "11",
number = "2",
pages = "1162-1171"
}
Pantelić, N. Đ., Stanković, D., Zmejkovski, B. B., Kaluđerović, G. N.,& Sabo, T. (2016). Electrochemical properties of some gold(III) complexes with (S,S)-R(2)edda-type ligands.
International Journal of Electrochemical Science
Esg, Belgrade., 11(2), 1162-1171.
Pantelić NĐ, Stanković D, Zmejkovski BB, Kaluđerović GN, Sabo T. Electrochemical properties of some gold(III) complexes with (S,S)-R(2)edda-type ligands. International Journal of Electrochemical Science. 2016;11(2):1162-1171
Pantelić Nebojša Đ., Stanković Dalibor, Zmejkovski Bojana B., Kaluđerović Goran N., Sabo Tibor, "Electrochemical properties of some gold(III) complexes with (S,S)-R(2)edda-type ligands" International Journal of Electrochemical Science, 11, no. 2 (2016):1162-1171
2
3

Sinteza, karakterizacija i citotoksičnost kompleksa zlata (III) sa estrima R2edda-tipa

Pantelić, Nebojša Đ.

(Универзитет у Београду, Хемијски факултет, 2015)

TY  - BOOK
AU  - Pantelić, Nebojša Đ.
PY  - 2015
UR  - http://eteze.bg.ac.rs/application/showtheses?thesesId=3141
UR  - https://fedorabg.bg.ac.rs/fedora/get/o:11455/bdef:Content/download
UR  - http://vbs.rs/scripts/cobiss?command=DISPLAY&base=70036&RID=47611151
UR  - http://nardus.mpn.gov.rs/123456789/5731
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2672
AB  - U ovom radu opisane su sinteze, karakterizacija i antiproliferativna aktivnost kompleksa zlata(III) sa dialkil estrima (S,S)-etilendiamin-N,N’-di-2-propanske kiseline, (S,S)-H2eddip, (S,S)-etilendiamin-N,N’-di-2-(4-metil)-pentanske kiseline, (S,S)-H2eddl, (S,S)-etilendiamin-N,N’-di-2-(3-cikloheksil)-propanske kiseline, (S,S)-H2eddch.Sintetisan je novi diizoamil estar sa (S,S)-H2eddip. Ovaj ligand prekursor je dobijen refluktovanjem suspenzije kiseline i apsolutnog izoamil alkohola, kome je prethodno ukapan tionil-hlorid. Estar je dobijen u obliku dihidrohlorida, [(S,S)-H2iAm2eddip]Cl2. Okarakterisan je elementalnom analizom, infracrvenom i NMR spektroskopijom, masenom spektrometrijom i polarimetrijskom analizom.Kompleksi zlata(III) dobijeni su u reakciji natrijum-tetrahloridoaurata(III) dihidrata, Na[AuCl4]∙2H2O, sa O,O’-dialkil-(S,S)-etilendiamin-N,N’-di-2-propanoatom, (R = nBu, nPe, iBu, iAm, cPe) ili O,O’-dialkil-(S,S)-etilendiamin-N,N’-di-2-(4-metil)-pentanoatom, (R = nPr, nBu, nPe, iBu) ili O,O’-dialkil-(S,S)-etilendiamin-N,N’-di-2-(3-cikloheksil)-propanoatom, (R = Me, Et, nPr, nBu, iBu, iAm) u metanolu i litijum-hidroksida u molskom odnosu 1:1:2, a kompleksi su dobijeni nakon dodavanja čvrstog amonijum-heksafluorofosfata. Kompleksi su opšte formule [AuCl2{(S,S)-R2eddip}]PF6 (R = nBu, nPe, iBu, iAm, cPe) i [AuCl2{(S,S)-R2eddl}]PF6 (R = nPr, nBu, nPe, iBu), [AuCl2{(S,S)-R2eddch}]PF6 (R = Me, Et, nPr, nBu, iBu, iAm). Okarakterisani su elementalnom analizom, UV/Vis, infracrvenom i NMR spektroskopijom i masenom spektrometrijom. Za sve sintetisane komplekse urađeni su DFT proračuni.Da bi se bolje razumeo mehanizam delovanja kompleksa zlata(III) kao antitumorskih agenasa, urađeno je elektrohemijsko ispitivanje svih kompleksa iz serije [AuCl2{(S,S)-R2eddip}]PF6 i [AuCl2{(S,S)-R2eddch}]PF6. Cikličnom i diferencijalnom pulsnom voltametrijom utvrđeno je da se redukcija zlato(III) kompleksa vrši do zlato(I) vrste, u vidu dva ireverzibilna elektronska koraka, praćena gubitkom hlorido liganda. Pojava redukcionog koraka AuIII/Au0 se isključuje zbog izostanka elementalnog zlata na platinskoj elektrodi što je potvrđeno nakon redukcije pri konstantnom potencijalu od −0,8 V (vs. Ag/AgCl) u trajanju od 15 minuta.Antiproliferativna aktivnost sintetisanih kompleksa određena je prema tumorskim ćelijama: humanog adenokarcinoma materice (HeLa), humanog malignog melanoma (Fem-x), humane mijeloidne leukemije (K562), kao i na zdravim humanim mononuklearnim ćelijama, izolovanim iz periferne krvi (PBMC), kao i na stimulisanim na proliferaciju PBMC ćelijama (PBMC + PHA) ili ćelijama fetalnog plućnog fibroblasta (MRC-5). Svi kompleksi iz serije [AuCl2{(S,S)-R2eddip}]PF6 pokazuju visoku citotoksičnu aktivnost prema svim ćelijskim linijama, a najveću prema Fem-x ćelijama. Najnižu IC50 vrednost prema Fem-x ćelijama pokazuje kompleks [AuCl2{(S,S)-iAm2eddip}]PF6, ali istovremeno i najvišu prema HeLa i K562 ćelijskim linijama. Indeks selektivnosti ovih kompleksa pokazuje da su manje toksični i znatno selektivniji od cisplatine. Posebno treba istaći da je kompleks [AuCl2{(S,S)-iAm2eddip}]PF6 4 puta aktivniji u 28 puta selektivniji od cisplatine. Kompleksi iz serije [AuCl2{(S,S)-R2eddl}]PF6 pokazuju najveću aktivnost prema K562 ćelijama koja je uporediva sa referentnom supstancom, cisplatinom. Iz serije [AuCl2{(S,S)-R2eddch}]PF6, najaktivniji je kompleks kada je R = iAm prema K562 ćelijama koji je aktivniji i od cisplatine, ali je umereno aktivan prema HeLa ćelijskoj liniji. Ovaj kompleks je ujedno i najselektivniji. Svi ispitivani kompleksi indukuju apoptozu.Ispitivanje stabilnosti kompleksa [AuCl2{(S,S)-iBu2eddip}]PF6 u DMSO-u i fiziološkom medijumu (PBS, pH 7,4) praćeno je pomoću UV/Vis i 13C NMR spektroskopije. Ispitivani kompleks je stabilan u DMSO-u tokom 24-časovnog praćenja UV/Vis spektroskopijom. Snimljeni 13C NMR spektri kompleksa u PBS-u tokom vremena (0, 2, 24 i 48 h) pokazuju koordinacione promene u kompleksu tako da verovatno dolazi do supstitucije hlorido liganada molekulima vode pri čemu nastaju [AuCl(H[AuCl(H[AuCl(H[AuCl(H[AuCl(H[AuCl(H[AuCl(H2O){(O){(O){(O){(S,S )-iBu 2eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]2+ ili [Au(H[Au(H[Au(H[Au(H[Au(H2O) 2{( S,SS,SS,S)-iBu 2eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]3+ .U cilju ispitivanja mogućnosti da se kompleksi zlata(III) redukuju u ćeliji sa biološki relevantnim reducentom, praćena je reakcija kompleksa [AuCl2{(S,S)-iBu2eddip}]PF6 sa askorbinskom kiselinom, snimanjem 13C NMR spektara. Ispitivanja su pokazala da askorbinska kiselina trenutno redukuje kompleks, što ukazuje na visoku mogućnost istog ishoda u živim ćelijama.Takođe, praćena je interakcija kompleksa [AuCl2{(S,S)-iBu2eddip}]PF6 sa goveđim serum albuminom (BSA) pomoću UV/Vis spektroskopije. Pretpostavlja se da se kompleks zlata(III), redukuje cisteinom iz albumina do zlato(I) vrste, što se može videti na spektrima nakon 2 sata reakcije. Nakon 24 i 48 h, UV/Vis spektri ukazuju da dolazi do disproporcionisanja zlata(I) do odgovarajućih zlato(III) jedinjenja i elementalnog zlata.
AB  - This thesis describes synthesis, characterization and antiproliferative activity of gold(III) complexes with dialkyl esters of (S,S)-ethylenediamine-N,N’-di-2-propanoic acid, (S,S)-H2eddip, (S,S)-ethylenediamine-N,N’-di-2-(4-methyl)-pentanoic acid, (S,S)-H2eddl and (S,S)-ethylenediamine-N,N’-di-2-(3-cyclohexyl)-propanoic acid, (S,S)-H2eddch.A novel diisoamyl ester of (S,S)-H2eddip is synthesized. Thionyl chloride was introduced into a flask containing absolute isoamyl alcohol. (S,S)-H2eddip∙HCl was added forming a suspension which was reflucted. The ester was obtained as a dihydrochloride, [(S,S)-H2iAm2eddip]Cl2. This compound was characterized by elemental analysis, IR and NMR spectroscopy, mass spectrometry and polarimeter analysis.Gold(III) complexes are synthesized in a reaction of sodium-tetrachloroaurate(III) dihydrate, Na[AuCl4]∙2H2O, with O,O’-dialkyl-(S,S)-ethylenediamine-N,N’-di-2-propanoate, (R = nBu, nPe, iBu, iAm, cPe) or O,O’-dialkyl-(S,S)-ethylenediamine-N,N’-di-2-(4-methyl)-pentanoate, (R = nPr, nBu, nPe, iBu) or O,O’-dialkyl-(S,S)-ethylenediamine-N,N’-di-2-(3-cyclohexyl)-propanoate, (R = Me, Et, nPr, nBu, iBu, iAm) in methanol and lithium hydroxide in molar ratio 1:1:2. Desired complexes were obtained after addition of amonium hexafluorphosphate to the reaction mixture. Complexes general formulae are: [AuCl2{(S,S)-R2eddip}]PF6 (R = nBu, nPe, iBu, iAm, cPe), [AuCl2{(S,S)-R2eddl}]PF6 (R = nPr, nBu, nPe, iBu) and [AuCl2{(S,S)-R2eddch}]PF6 (R = Me, Et, nPr, nBu, iBu, iAm). These compounds are characterized by elemental analysis, UV/Vis, IR andNMR spectroscopy and mass spectrometry. DFT calculations were done for all synthesized complexes.In order to explain the mechanism of action of gold(III) complexes as antitumor agents, redox chemistry was studied by cyclic and differential pulse voltammetry of [AuCl2{(S,S)-R2eddip}]PF6 and [AuCl2{(S,S)-R2eddch}]PF6 complexes. The investigation confirmed two successive irreversible reduction steps followed by loss of chlorido ligands where AuI species were the final reduction product. The occurrence of the AuIII/Au0 reduction is rejected due to the lack of metalic gold at platinum electrode. This observation was also confirmed by potentiostatic reduction at –0.8 V (vs. Ag/AgCl) electrode for 15 min.In vitro antiproliferative activity of gold(III) complexes was determined against several tumor cell lines: human adenocarcinoma (HeLa), human myelogenous leukemia (K562), human malignant melanoma (Fem-x) as well as against normal and stimulated for proliferation human peripheral blood mononuclear cells (PBMC, PBMC + PHA) or human embryonic lung fibroblast (MRC-5). All complexes from series [AuCl2{(S,S)-R2eddip}]PF6 exhibit high activity against all three cancer lines, the highest against Fem-x cells. The lowest IC50 value is observed against Fem-x cells by complex [AuCl2{(S,S)-iAm2eddip}]PF6 and at the same time the highest against HeLa and K562. This complex is 4 times more active i 28 times more selective than cisplatin. Generally, selectivities of these complexes are significantly greater than cisplatin. Complexes from series [AuCl2{(S,S)-R2eddl}]PF6 show the highest activity against K562 cells comparable to the reference compound cisplatin. Complex [AuCl2{(S,S)-iAm2eddch}]PF6 was found to be the most effective against K562 cell line as well as to have higher activity in relation to cisplatin, but it was found moderately active against HeLa cell line. This complex also expressed the highest selectivity. All tested complexes induce apoptosis.The stability of [AuCl2{(S,S)-iBu2eddip}]PF6 was investigated in DMSO and physiological medium (PBS, pH 7,4) and experiments have been monitored by UV/Vis and 13C spectroscopy. Complex [AuCl2{(S,S)-iBu2eddip}]PF6 is stable in DMSO during 24 h monitoring by UV/Vis spectra. Stability study of [AuCl2{(S,S)-iBu2eddip}]PF6 in PBS, examined by 13C NMR spectroscopy at different time intervals (0, 2, 24 and 48 h), immediately showed coordination changes in the complex which presumably indicates instant coordination of water by displacement of the chlorido ligands to provide [AuCl(H[AuCl(H[AuCl(H[AuCl(H[AuCl(H[AuCl(H[AuCl(H2O){(O){(O){(O){(S,SS,SS,S)-iBu 2eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]2+ or [Au(H[Au(H[Au(H[Au(H[Au(H2O) 2{( S,SS,SS,S)-iBu 2eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]3+ species.species.species.species.species.species.species.species.In order to investigate the possibility of [AuCl[AuCl[AuCl[AuCl[AuCl2{( S,SS,SS,S)-iBu 2eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]PF6 being reduced in cells with a biologically relevant reductant, time-depending 13C NMR spectroscopy was performed for the reaction of [AuCl[AuCl[AuCl[AuCl[AuCl2{( S,SS,SS,S)-iBu 2eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]PF6 with ascorbic acid. It was found that ascorbic acid reduces the complex readily and instantly, indicating a high possibility of the same outcome in living cells.Also, interaction of [AuCl[AuCl[AuCl[AuCl[AuCl2{( S,SS,SS,S)-iBu 2eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]PF6 with bovine serum albumin (BSA) was examined by UV/Vis spectrometry. It is assumed that [AuCl[AuCl[AuCl[AuCl[AuCl2{( S,SS,SS,S)-iBu 2eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]+ might be reduced with cysteine leading to gold(I) species which can be seen in spectra after 2 h of reaction. After 24 and 48 h, UV/Vis spectra indicate that gold(I) species disproportionate to corresponding gold(III) species and elemental gold.
PB  - Универзитет у Београду, Хемијски факултет
T2  - Универзитет у Београду
T1  - Sinteza, karakterizacija i citotoksičnost kompleksa zlata (III) sa estrima R2edda-tipa
T1  - Synthesis, characterization and cytotoxicty of gold(III) complexes with R2edda-type esters
ER  - 
@phdthesis{
author = "Pantelić, Nebojša Đ.",
year = "2015",
url = "http://eteze.bg.ac.rs/application/showtheses?thesesId=3141, https://fedorabg.bg.ac.rs/fedora/get/o:11455/bdef:Content/download, http://vbs.rs/scripts/cobiss?command=DISPLAY&base=70036&RID=47611151, http://nardus.mpn.gov.rs/123456789/5731, http://cherry.chem.bg.ac.rs/handle/123456789/2672",
abstract = "U ovom radu opisane su sinteze, karakterizacija i antiproliferativna aktivnost kompleksa zlata(III) sa dialkil estrima (S,S)-etilendiamin-N,N’-di-2-propanske kiseline, (S,S)-H2eddip, (S,S)-etilendiamin-N,N’-di-2-(4-metil)-pentanske kiseline, (S,S)-H2eddl, (S,S)-etilendiamin-N,N’-di-2-(3-cikloheksil)-propanske kiseline, (S,S)-H2eddch.Sintetisan je novi diizoamil estar sa (S,S)-H2eddip. Ovaj ligand prekursor je dobijen refluktovanjem suspenzije kiseline i apsolutnog izoamil alkohola, kome je prethodno ukapan tionil-hlorid. Estar je dobijen u obliku dihidrohlorida, [(S,S)-H2iAm2eddip]Cl2. Okarakterisan je elementalnom analizom, infracrvenom i NMR spektroskopijom, masenom spektrometrijom i polarimetrijskom analizom.Kompleksi zlata(III) dobijeni su u reakciji natrijum-tetrahloridoaurata(III) dihidrata, Na[AuCl4]∙2H2O, sa O,O’-dialkil-(S,S)-etilendiamin-N,N’-di-2-propanoatom, (R = nBu, nPe, iBu, iAm, cPe) ili O,O’-dialkil-(S,S)-etilendiamin-N,N’-di-2-(4-metil)-pentanoatom, (R = nPr, nBu, nPe, iBu) ili O,O’-dialkil-(S,S)-etilendiamin-N,N’-di-2-(3-cikloheksil)-propanoatom, (R = Me, Et, nPr, nBu, iBu, iAm) u metanolu i litijum-hidroksida u molskom odnosu 1:1:2, a kompleksi su dobijeni nakon dodavanja čvrstog amonijum-heksafluorofosfata. Kompleksi su opšte formule [AuCl2{(S,S)-R2eddip}]PF6 (R = nBu, nPe, iBu, iAm, cPe) i [AuCl2{(S,S)-R2eddl}]PF6 (R = nPr, nBu, nPe, iBu), [AuCl2{(S,S)-R2eddch}]PF6 (R = Me, Et, nPr, nBu, iBu, iAm). Okarakterisani su elementalnom analizom, UV/Vis, infracrvenom i NMR spektroskopijom i masenom spektrometrijom. Za sve sintetisane komplekse urađeni su DFT proračuni.Da bi se bolje razumeo mehanizam delovanja kompleksa zlata(III) kao antitumorskih agenasa, urađeno je elektrohemijsko ispitivanje svih kompleksa iz serije [AuCl2{(S,S)-R2eddip}]PF6 i [AuCl2{(S,S)-R2eddch}]PF6. Cikličnom i diferencijalnom pulsnom voltametrijom utvrđeno je da se redukcija zlato(III) kompleksa vrši do zlato(I) vrste, u vidu dva ireverzibilna elektronska koraka, praćena gubitkom hlorido liganda. Pojava redukcionog koraka AuIII/Au0 se isključuje zbog izostanka elementalnog zlata na platinskoj elektrodi što je potvrđeno nakon redukcije pri konstantnom potencijalu od −0,8 V (vs. Ag/AgCl) u trajanju od 15 minuta.Antiproliferativna aktivnost sintetisanih kompleksa određena je prema tumorskim ćelijama: humanog adenokarcinoma materice (HeLa), humanog malignog melanoma (Fem-x), humane mijeloidne leukemije (K562), kao i na zdravim humanim mononuklearnim ćelijama, izolovanim iz periferne krvi (PBMC), kao i na stimulisanim na proliferaciju PBMC ćelijama (PBMC + PHA) ili ćelijama fetalnog plućnog fibroblasta (MRC-5). Svi kompleksi iz serije [AuCl2{(S,S)-R2eddip}]PF6 pokazuju visoku citotoksičnu aktivnost prema svim ćelijskim linijama, a najveću prema Fem-x ćelijama. Najnižu IC50 vrednost prema Fem-x ćelijama pokazuje kompleks [AuCl2{(S,S)-iAm2eddip}]PF6, ali istovremeno i najvišu prema HeLa i K562 ćelijskim linijama. Indeks selektivnosti ovih kompleksa pokazuje da su manje toksični i znatno selektivniji od cisplatine. Posebno treba istaći da je kompleks [AuCl2{(S,S)-iAm2eddip}]PF6 4 puta aktivniji u 28 puta selektivniji od cisplatine. Kompleksi iz serije [AuCl2{(S,S)-R2eddl}]PF6 pokazuju najveću aktivnost prema K562 ćelijama koja je uporediva sa referentnom supstancom, cisplatinom. Iz serije [AuCl2{(S,S)-R2eddch}]PF6, najaktivniji je kompleks kada je R = iAm prema K562 ćelijama koji je aktivniji i od cisplatine, ali je umereno aktivan prema HeLa ćelijskoj liniji. Ovaj kompleks je ujedno i najselektivniji. Svi ispitivani kompleksi indukuju apoptozu.Ispitivanje stabilnosti kompleksa [AuCl2{(S,S)-iBu2eddip}]PF6 u DMSO-u i fiziološkom medijumu (PBS, pH 7,4) praćeno je pomoću UV/Vis i 13C NMR spektroskopije. Ispitivani kompleks je stabilan u DMSO-u tokom 24-časovnog praćenja UV/Vis spektroskopijom. Snimljeni 13C NMR spektri kompleksa u PBS-u tokom vremena (0, 2, 24 i 48 h) pokazuju koordinacione promene u kompleksu tako da verovatno dolazi do supstitucije hlorido liganada molekulima vode pri čemu nastaju [AuCl(H[AuCl(H[AuCl(H[AuCl(H[AuCl(H[AuCl(H[AuCl(H2O){(O){(O){(O){(S,S )-iBu 2eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]2+ ili [Au(H[Au(H[Au(H[Au(H[Au(H2O) 2{( S,SS,SS,S)-iBu 2eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]3+ .U cilju ispitivanja mogućnosti da se kompleksi zlata(III) redukuju u ćeliji sa biološki relevantnim reducentom, praćena je reakcija kompleksa [AuCl2{(S,S)-iBu2eddip}]PF6 sa askorbinskom kiselinom, snimanjem 13C NMR spektara. Ispitivanja su pokazala da askorbinska kiselina trenutno redukuje kompleks, što ukazuje na visoku mogućnost istog ishoda u živim ćelijama.Takođe, praćena je interakcija kompleksa [AuCl2{(S,S)-iBu2eddip}]PF6 sa goveđim serum albuminom (BSA) pomoću UV/Vis spektroskopije. Pretpostavlja se da se kompleks zlata(III), redukuje cisteinom iz albumina do zlato(I) vrste, što se može videti na spektrima nakon 2 sata reakcije. Nakon 24 i 48 h, UV/Vis spektri ukazuju da dolazi do disproporcionisanja zlata(I) do odgovarajućih zlato(III) jedinjenja i elementalnog zlata., This thesis describes synthesis, characterization and antiproliferative activity of gold(III) complexes with dialkyl esters of (S,S)-ethylenediamine-N,N’-di-2-propanoic acid, (S,S)-H2eddip, (S,S)-ethylenediamine-N,N’-di-2-(4-methyl)-pentanoic acid, (S,S)-H2eddl and (S,S)-ethylenediamine-N,N’-di-2-(3-cyclohexyl)-propanoic acid, (S,S)-H2eddch.A novel diisoamyl ester of (S,S)-H2eddip is synthesized. Thionyl chloride was introduced into a flask containing absolute isoamyl alcohol. (S,S)-H2eddip∙HCl was added forming a suspension which was reflucted. The ester was obtained as a dihydrochloride, [(S,S)-H2iAm2eddip]Cl2. This compound was characterized by elemental analysis, IR and NMR spectroscopy, mass spectrometry and polarimeter analysis.Gold(III) complexes are synthesized in a reaction of sodium-tetrachloroaurate(III) dihydrate, Na[AuCl4]∙2H2O, with O,O’-dialkyl-(S,S)-ethylenediamine-N,N’-di-2-propanoate, (R = nBu, nPe, iBu, iAm, cPe) or O,O’-dialkyl-(S,S)-ethylenediamine-N,N’-di-2-(4-methyl)-pentanoate, (R = nPr, nBu, nPe, iBu) or O,O’-dialkyl-(S,S)-ethylenediamine-N,N’-di-2-(3-cyclohexyl)-propanoate, (R = Me, Et, nPr, nBu, iBu, iAm) in methanol and lithium hydroxide in molar ratio 1:1:2. Desired complexes were obtained after addition of amonium hexafluorphosphate to the reaction mixture. Complexes general formulae are: [AuCl2{(S,S)-R2eddip}]PF6 (R = nBu, nPe, iBu, iAm, cPe), [AuCl2{(S,S)-R2eddl}]PF6 (R = nPr, nBu, nPe, iBu) and [AuCl2{(S,S)-R2eddch}]PF6 (R = Me, Et, nPr, nBu, iBu, iAm). These compounds are characterized by elemental analysis, UV/Vis, IR andNMR spectroscopy and mass spectrometry. DFT calculations were done for all synthesized complexes.In order to explain the mechanism of action of gold(III) complexes as antitumor agents, redox chemistry was studied by cyclic and differential pulse voltammetry of [AuCl2{(S,S)-R2eddip}]PF6 and [AuCl2{(S,S)-R2eddch}]PF6 complexes. The investigation confirmed two successive irreversible reduction steps followed by loss of chlorido ligands where AuI species were the final reduction product. The occurrence of the AuIII/Au0 reduction is rejected due to the lack of metalic gold at platinum electrode. This observation was also confirmed by potentiostatic reduction at –0.8 V (vs. Ag/AgCl) electrode for 15 min.In vitro antiproliferative activity of gold(III) complexes was determined against several tumor cell lines: human adenocarcinoma (HeLa), human myelogenous leukemia (K562), human malignant melanoma (Fem-x) as well as against normal and stimulated for proliferation human peripheral blood mononuclear cells (PBMC, PBMC + PHA) or human embryonic lung fibroblast (MRC-5). All complexes from series [AuCl2{(S,S)-R2eddip}]PF6 exhibit high activity against all three cancer lines, the highest against Fem-x cells. The lowest IC50 value is observed against Fem-x cells by complex [AuCl2{(S,S)-iAm2eddip}]PF6 and at the same time the highest against HeLa and K562. This complex is 4 times more active i 28 times more selective than cisplatin. Generally, selectivities of these complexes are significantly greater than cisplatin. Complexes from series [AuCl2{(S,S)-R2eddl}]PF6 show the highest activity against K562 cells comparable to the reference compound cisplatin. Complex [AuCl2{(S,S)-iAm2eddch}]PF6 was found to be the most effective against K562 cell line as well as to have higher activity in relation to cisplatin, but it was found moderately active against HeLa cell line. This complex also expressed the highest selectivity. All tested complexes induce apoptosis.The stability of [AuCl2{(S,S)-iBu2eddip}]PF6 was investigated in DMSO and physiological medium (PBS, pH 7,4) and experiments have been monitored by UV/Vis and 13C spectroscopy. Complex [AuCl2{(S,S)-iBu2eddip}]PF6 is stable in DMSO during 24 h monitoring by UV/Vis spectra. Stability study of [AuCl2{(S,S)-iBu2eddip}]PF6 in PBS, examined by 13C NMR spectroscopy at different time intervals (0, 2, 24 and 48 h), immediately showed coordination changes in the complex which presumably indicates instant coordination of water by displacement of the chlorido ligands to provide [AuCl(H[AuCl(H[AuCl(H[AuCl(H[AuCl(H[AuCl(H[AuCl(H2O){(O){(O){(O){(S,SS,SS,S)-iBu 2eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]2+ or [Au(H[Au(H[Au(H[Au(H[Au(H2O) 2{( S,SS,SS,S)-iBu 2eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]3+ species.species.species.species.species.species.species.species.In order to investigate the possibility of [AuCl[AuCl[AuCl[AuCl[AuCl2{( S,SS,SS,S)-iBu 2eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]PF6 being reduced in cells with a biologically relevant reductant, time-depending 13C NMR spectroscopy was performed for the reaction of [AuCl[AuCl[AuCl[AuCl[AuCl2{( S,SS,SS,S)-iBu 2eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]PF6 with ascorbic acid. It was found that ascorbic acid reduces the complex readily and instantly, indicating a high possibility of the same outcome in living cells.Also, interaction of [AuCl[AuCl[AuCl[AuCl[AuCl2{( S,SS,SS,S)-iBu 2eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]PF6 with bovine serum albumin (BSA) was examined by UV/Vis spectrometry. It is assumed that [AuCl[AuCl[AuCl[AuCl[AuCl2{( S,SS,SS,S)-iBu 2eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]eddip}]+ might be reduced with cysteine leading to gold(I) species which can be seen in spectra after 2 h of reaction. After 24 and 48 h, UV/Vis spectra indicate that gold(I) species disproportionate to corresponding gold(III) species and elemental gold.",
publisher = "Универзитет у Београду, Хемијски факултет",
journal = "Универзитет у Београду",
title = "Sinteza, karakterizacija i citotoksičnost kompleksa zlata (III) sa estrima R2edda-tipa, Synthesis, characterization and cytotoxicty of gold(III) complexes with R2edda-type esters"
}
Pantelić, N. Đ. (2015). Synthesis, characterization and cytotoxicty of gold(III) complexes with R2edda-type esters.
Универзитет у Београду
Универзитет у Београду, Хемијски факултет..
Pantelić NĐ. Synthesis, characterization and cytotoxicty of gold(III) complexes with R2edda-type esters. Универзитет у Београду. 2015;
Pantelić Nebojša Đ., "Synthesis, characterization and cytotoxicty of gold(III) complexes with R2edda-type esters" Универзитет у Београду (2015)

Supplementary data for article: Pantelic, N.; Stanojkovic, T. P.; Zmejkovski, B. B.; Sabo, T. J.; Kaluerovic, G. N. In Vitro Anticancer Activity of Gold(III) Complexes with Some Esters of (S, S)-Ethylenediamine-N, N G2-Di-2-Propanoic Acid. European Journal of Medicinal Chemistry 2015, 90, 766–774. https://doi.org/10.1016/j.ejmech.2014.12.019

Pantelić, Nebojša Đ.; Stanojković, Tatjana; Zmejkovski, Bojana B.; Sabo, Tibor; Kaluđerović, Goran N.

(Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux, 2015)

TY  - BOOK
AU  - Pantelić, Nebojša Đ.
AU  - Stanojković, Tatjana
AU  - Zmejkovski, Bojana B.
AU  - Sabo, Tibor
AU  - Kaluđerović, Goran N.
PY  - 2015
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3378
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
T2  - European Journal of Medicinal Chemistry
T1  - Supplementary data for article: Pantelic, N.; Stanojkovic, T. P.; Zmejkovski, B. B.; Sabo, T. J.; Kaluerovic, G. N. In Vitro Anticancer Activity of Gold(III) Complexes with Some Esters of (S, S)-Ethylenediamine-N, N G2-Di-2-Propanoic Acid. European Journal of Medicinal Chemistry 2015, 90, 766–774. https://doi.org/10.1016/j.ejmech.2014.12.019
ER  - 
@book{
author = "Pantelić, Nebojša Đ. and Stanojković, Tatjana and Zmejkovski, Bojana B. and Sabo, Tibor and Kaluđerović, Goran N.",
year = "2015",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3378",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux",
journal = "European Journal of Medicinal Chemistry",
title = "Supplementary data for article: Pantelic, N.; Stanojkovic, T. P.; Zmejkovski, B. B.; Sabo, T. J.; Kaluerovic, G. N. In Vitro Anticancer Activity of Gold(III) Complexes with Some Esters of (S, S)-Ethylenediamine-N, N G2-Di-2-Propanoic Acid. European Journal of Medicinal Chemistry 2015, 90, 766–774. https://doi.org/10.1016/j.ejmech.2014.12.019"
}
Pantelić, N. Đ., Stanojković, T., Zmejkovski, B. B., Sabo, T.,& Kaluđerović, G. N. (2015). Supplementary data for article: Pantelic, N.; Stanojkovic, T. P.; Zmejkovski, B. B.; Sabo, T. J.; Kaluerovic, G. N. In Vitro Anticancer Activity of Gold(III) Complexes with Some Esters of (S, S)-Ethylenediamine-N, N G2-Di-2-Propanoic Acid. European Journal of Medicinal Chemistry 2015, 90, 766–774. https://doi.org/10.1016/j.ejmech.2014.12.019.
European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux..
Pantelić NĐ, Stanojković T, Zmejkovski BB, Sabo T, Kaluđerović GN. Supplementary data for article: Pantelic, N.; Stanojkovic, T. P.; Zmejkovski, B. B.; Sabo, T. J.; Kaluerovic, G. N. In Vitro Anticancer Activity of Gold(III) Complexes with Some Esters of (S, S)-Ethylenediamine-N, N G2-Di-2-Propanoic Acid. European Journal of Medicinal Chemistry 2015, 90, 766–774. https://doi.org/10.1016/j.ejmech.2014.12.019. European Journal of Medicinal Chemistry. 2015;
Pantelić Nebojša Đ., Stanojković Tatjana, Zmejkovski Bojana B., Sabo Tibor, Kaluđerović Goran N., "Supplementary data for article: Pantelic, N.; Stanojkovic, T. P.; Zmejkovski, B. B.; Sabo, T. J.; Kaluerovic, G. N. In Vitro Anticancer Activity of Gold(III) Complexes with Some Esters of (S, S)-Ethylenediamine-N, N G2-Di-2-Propanoic Acid. European Journal of Medicinal Chemistry 2015, 90, 766–774. https://doi.org/10.1016/j.ejmech.2014.12.019" European Journal of Medicinal Chemistry (2015)

In vitro anticancer activity of gold(III) complexes with some esters of (S,S)-ethylenediamine-N,N '-di-2-propanoic acid

Pantelić, Nebojša Đ.; Stanojković, Tatjana; Zmejkovski, Bojana B.; Sabo, Tibor; Kaluđerović, Goran N.

(Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux, 2015)

TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Stanojković, Tatjana
AU  - Zmejkovski, Bojana B.
AU  - Sabo, Tibor
AU  - Kaluđerović, Goran N.
PY  - 2015
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1651
AB  - Five novel gold(III) complexes of general formulas [AuCl2{(S,S)-R(2)eddip}]PF6, ((S,S)-eddip = (S,S)-ethylenediamine-N,N'-di-2-propanoate, R = n-Bu, n-Pe, i-Bu, i-Am, cPe; 1-5, respectively) were synthesized and characterized by UV/Vis, IR and NMR spectroscopy and mass spectrometry. DFT calculations indicated that (R,R)-N,N'-configuration diastereoisomers were the most stable for 1-5. 3 is stable in DMSO for at least 24 h, but immediate hydrolysis in PBS occurs. 3 is readily reduced with ascorbic acid and forms adducts with bovine serum albumin (BSA). In vitro anticancer activity of the gold(III) complexes against human cervix adenocarcinoma HeLa, human myelogenous leukemia K562, human melanoma Fem-x tumor cell lines, as well as against non-cancerous human embryonic lung fibroblast cell line MRC5 was determined using MIT assay. Complex 4 showed highest activity and selectivity (IC50(Femx) = 1.3 +/- 0.2; IC50(MRC-5)/IC50(Fem-x) = 72.5 +/- 12.4), 4 times more active and 28 times more selective than cisplatin. Complexes induced apoptotic mode of death in a time-dependent manner in HeLa cells.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
T2  - European Journal of Medicinal Chemistry
T1  - In vitro anticancer activity of gold(III) complexes with some esters of (S,S)-ethylenediamine-N,N '-di-2-propanoic acid
VL  - 90
SP  - 766
EP  - 774
DO  - 10.1016/j.ejmech.2014.12.019
ER  - 
@article{
author = "Pantelić, Nebojša Đ. and Stanojković, Tatjana and Zmejkovski, Bojana B. and Sabo, Tibor and Kaluđerović, Goran N.",
year = "2015",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/1651",
abstract = "Five novel gold(III) complexes of general formulas [AuCl2{(S,S)-R(2)eddip}]PF6, ((S,S)-eddip = (S,S)-ethylenediamine-N,N'-di-2-propanoate, R = n-Bu, n-Pe, i-Bu, i-Am, cPe; 1-5, respectively) were synthesized and characterized by UV/Vis, IR and NMR spectroscopy and mass spectrometry. DFT calculations indicated that (R,R)-N,N'-configuration diastereoisomers were the most stable for 1-5. 3 is stable in DMSO for at least 24 h, but immediate hydrolysis in PBS occurs. 3 is readily reduced with ascorbic acid and forms adducts with bovine serum albumin (BSA). In vitro anticancer activity of the gold(III) complexes against human cervix adenocarcinoma HeLa, human myelogenous leukemia K562, human melanoma Fem-x tumor cell lines, as well as against non-cancerous human embryonic lung fibroblast cell line MRC5 was determined using MIT assay. Complex 4 showed highest activity and selectivity (IC50(Femx) = 1.3 +/- 0.2; IC50(MRC-5)/IC50(Fem-x) = 72.5 +/- 12.4), 4 times more active and 28 times more selective than cisplatin. Complexes induced apoptotic mode of death in a time-dependent manner in HeLa cells.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux",
journal = "European Journal of Medicinal Chemistry",
title = "In vitro anticancer activity of gold(III) complexes with some esters of (S,S)-ethylenediamine-N,N '-di-2-propanoic acid",
volume = "90",
pages = "766-774",
doi = "10.1016/j.ejmech.2014.12.019"
}
Pantelić, N. Đ., Stanojković, T., Zmejkovski, B. B., Sabo, T.,& Kaluđerović, G. N. (2015). In vitro anticancer activity of gold(III) complexes with some esters of (S,S)-ethylenediamine-N,N '-di-2-propanoic acid.
European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux., 90, 766-774.
https://doi.org/10.1016/j.ejmech.2014.12.019
Pantelić NĐ, Stanojković T, Zmejkovski BB, Sabo T, Kaluđerović GN. In vitro anticancer activity of gold(III) complexes with some esters of (S,S)-ethylenediamine-N,N '-di-2-propanoic acid. European Journal of Medicinal Chemistry. 2015;90:766-774
Pantelić Nebojša Đ., Stanojković Tatjana, Zmejkovski Bojana B., Sabo Tibor, Kaluđerović Goran N., "In vitro anticancer activity of gold(III) complexes with some esters of (S,S)-ethylenediamine-N,N '-di-2-propanoic acid" European Journal of Medicinal Chemistry, 90 (2015):766-774,
https://doi.org/10.1016/j.ejmech.2014.12.019 .
25
23
28

Synthesis, characterization and in vitro antitumor activity of new palladium(II) complexes with (S,S)-R(2)edda-type esters

Zmejkovski, Bojana B.; Savić, Aleksandar; Poljarević, Jelena; Pantelić, Nebojša Đ.; Aranđelović, Sandra; Radulović, Siniša; Grgurić-Šipka, Sanja; Kaluđerović, Goran N.; Sabo, Tibor

(Pergamon-Elsevier Science Ltd, Oxford, 2014)

TY  - JOUR
AU  - Zmejkovski, Bojana B.
AU  - Savić, Aleksandar
AU  - Poljarević, Jelena
AU  - Pantelić, Nebojša Đ.
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Grgurić-Šipka, Sanja
AU  - Kaluđerović, Goran N.
AU  - Sabo, Tibor
PY  - 2014
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1840
AB  - Six palladium(II) complexes with (S,S)-R(2)edda-type esters ((S,S)-R2edda-type; (S,S)-eddch = (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate, R = Me, Et, n-Pr, 1-3; (S,S)-pddch = (S,S)-propylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate, R = Et, n-Pr, 4, 5; and (S,S)-eddip = (S,S)-ethylenediamne-N,N'-di-2-propanoate, R = i-Am, 6) were synthesized, characterized by IR, NMR spectroscopy, ESI-MS and elemental analysis. DFT calculations indicate that in case of 1-4, the most stable isomers are with (S,S)- and (R,S)-configuration of nitrogen atoms, but for complex 6 (R,R)- and (R,S)-N,N'-configured isomers. Furthermore, complex 5 was obtained as (S,S)-N,N' configured isomer. Cytotoxicity study was performed against human cervical adenocarcinoma (HeLa), human alveolar basal adenocarcinoma (A549) and non-cancerous human fetal lung fibroblast (MRC-5) cell lines using colorimetric MTT assay. From the investigated palladium(II) complexes 2, 3 and 5 exhibited highest cytotoxic potential against HeLa (IC50: 28.5 +/- 3.9, 29.5 +/- 1.3 and 34.3 +/- 3.2, respectively). (C) 2014 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Polyhedron
T1  - Synthesis, characterization and in vitro antitumor activity of new palladium(II) complexes with (S,S)-R(2)edda-type esters
VL  - 80
SP  - 106
EP  - 111
DO  - 10.1016/j.poly.2014.02.026
ER  - 
@article{
author = "Zmejkovski, Bojana B. and Savić, Aleksandar and Poljarević, Jelena and Pantelić, Nebojša Đ. and Aranđelović, Sandra and Radulović, Siniša and Grgurić-Šipka, Sanja and Kaluđerović, Goran N. and Sabo, Tibor",
year = "2014",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/1840",
abstract = "Six palladium(II) complexes with (S,S)-R(2)edda-type esters ((S,S)-R2edda-type; (S,S)-eddch = (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate, R = Me, Et, n-Pr, 1-3; (S,S)-pddch = (S,S)-propylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate, R = Et, n-Pr, 4, 5; and (S,S)-eddip = (S,S)-ethylenediamne-N,N'-di-2-propanoate, R = i-Am, 6) were synthesized, characterized by IR, NMR spectroscopy, ESI-MS and elemental analysis. DFT calculations indicate that in case of 1-4, the most stable isomers are with (S,S)- and (R,S)-configuration of nitrogen atoms, but for complex 6 (R,R)- and (R,S)-N,N'-configured isomers. Furthermore, complex 5 was obtained as (S,S)-N,N' configured isomer. Cytotoxicity study was performed against human cervical adenocarcinoma (HeLa), human alveolar basal adenocarcinoma (A549) and non-cancerous human fetal lung fibroblast (MRC-5) cell lines using colorimetric MTT assay. From the investigated palladium(II) complexes 2, 3 and 5 exhibited highest cytotoxic potential against HeLa (IC50: 28.5 +/- 3.9, 29.5 +/- 1.3 and 34.3 +/- 3.2, respectively). (C) 2014 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Polyhedron",
title = "Synthesis, characterization and in vitro antitumor activity of new palladium(II) complexes with (S,S)-R(2)edda-type esters",
volume = "80",
pages = "106-111",
doi = "10.1016/j.poly.2014.02.026"
}
Zmejkovski, B. B., Savić, A., Poljarević, J., Pantelić, N. Đ., Aranđelović, S., Radulović, S., Grgurić-Šipka, S., Kaluđerović, G. N.,& Sabo, T. (2014). Synthesis, characterization and in vitro antitumor activity of new palladium(II) complexes with (S,S)-R(2)edda-type esters.
Polyhedron
Pergamon-Elsevier Science Ltd, Oxford., 80, 106-111.
https://doi.org/10.1016/j.poly.2014.02.026
Zmejkovski BB, Savić A, Poljarević J, Pantelić NĐ, Aranđelović S, Radulović S, Grgurić-Šipka S, Kaluđerović GN, Sabo T. Synthesis, characterization and in vitro antitumor activity of new palladium(II) complexes with (S,S)-R(2)edda-type esters. Polyhedron. 2014;80:106-111
Zmejkovski Bojana B., Savić Aleksandar, Poljarević Jelena, Pantelić Nebojša Đ., Aranđelović Sandra, Radulović Siniša, Grgurić-Šipka Sanja, Kaluđerović Goran N., Sabo Tibor, "Synthesis, characterization and in vitro antitumor activity of new palladium(II) complexes with (S,S)-R(2)edda-type esters" Polyhedron, 80 (2014):106-111,
https://doi.org/10.1016/j.poly.2014.02.026 .
10
10
10

Synthesis and high in vitro cytotoxicity of some (S,S)-ethylenediamine-N,N '-di-2-propanoate dihydrochloride esters

Pantelić, Nebojša Đ.; Zmejkovski, Bojana B.; Stanojković, Tatjana; Jevtic, Verica V.; Radic, Gordana P.; Trifunović, Srećko R.; Kaluđerović, Goran N.; Sabo, Tibor

(Serbian Chemical Soc, Belgrade, 2014)

TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Zmejkovski, Bojana B.
AU  - Stanojković, Tatjana
AU  - Jevtic, Verica V.
AU  - Radic, Gordana P.
AU  - Trifunović, Srećko R.
AU  - Kaluđerović, Goran N.
AU  - Sabo, Tibor
PY  - 2014
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1800
AB  - A novel (S,S)-R(2)eddip ester, O,O'-diisopentyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate dihydrochloride (1) was synthesized and characterized by IR, H-1- and C-13-NMR spectroscopy, mass spectroscopy and elemental analysis. In vitro antitumor action of 1, and two more R(2)eddip esters, dialkyl (S,S)-ethylenediamine-N,N'-di-2-propanoate dihydrochlorides, obtained before (alkyl = n-Bu or n-Pe, 2 and 3, respectively), was determined against cervix adenocarcinoma (HeLa), human melanoma (Fem-x), human chronic myelogenous leukemia (K562) cells, and a non-cancerous cell line human embryonic lung fibroblast (MRC-5), using the microculture tetrazolium test MTT assay. Esters 1-3 showed higher cytotoxicity and better selectivity in comparison to cisplatin, used as reference compound. The highest activity was expressed by 1, with IC50(Fem-x) value of 1.51 +/- 0.09 mu M.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis and high in vitro cytotoxicity of some (S,S)-ethylenediamine-N,N '-di-2-propanoate dihydrochloride esters
VL  - 79
IS  - 6
SP  - 649
EP  - 658
DO  - 10.2298/JSC130512022P
ER  - 
@article{
author = "Pantelić, Nebojša Đ. and Zmejkovski, Bojana B. and Stanojković, Tatjana and Jevtic, Verica V. and Radic, Gordana P. and Trifunović, Srećko R. and Kaluđerović, Goran N. and Sabo, Tibor",
year = "2014",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/1800",
abstract = "A novel (S,S)-R(2)eddip ester, O,O'-diisopentyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate dihydrochloride (1) was synthesized and characterized by IR, H-1- and C-13-NMR spectroscopy, mass spectroscopy and elemental analysis. In vitro antitumor action of 1, and two more R(2)eddip esters, dialkyl (S,S)-ethylenediamine-N,N'-di-2-propanoate dihydrochlorides, obtained before (alkyl = n-Bu or n-Pe, 2 and 3, respectively), was determined against cervix adenocarcinoma (HeLa), human melanoma (Fem-x), human chronic myelogenous leukemia (K562) cells, and a non-cancerous cell line human embryonic lung fibroblast (MRC-5), using the microculture tetrazolium test MTT assay. Esters 1-3 showed higher cytotoxicity and better selectivity in comparison to cisplatin, used as reference compound. The highest activity was expressed by 1, with IC50(Fem-x) value of 1.51 +/- 0.09 mu M.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis and high in vitro cytotoxicity of some (S,S)-ethylenediamine-N,N '-di-2-propanoate dihydrochloride esters",
volume = "79",
number = "6",
pages = "649-658",
doi = "10.2298/JSC130512022P"
}
Pantelić, N. Đ., Zmejkovski, B. B., Stanojković, T., Jevtic, V. V., Radic, G. P., Trifunović, S. R., Kaluđerović, G. N.,& Sabo, T. (2014). Synthesis and high in vitro cytotoxicity of some (S,S)-ethylenediamine-N,N '-di-2-propanoate dihydrochloride esters.
Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 79(6), 649-658.
https://doi.org/10.2298/JSC130512022P
Pantelić NĐ, Zmejkovski BB, Stanojković T, Jevtic VV, Radic GP, Trifunović SR, Kaluđerović GN, Sabo T. Synthesis and high in vitro cytotoxicity of some (S,S)-ethylenediamine-N,N '-di-2-propanoate dihydrochloride esters. Journal of the Serbian Chemical Society. 2014;79(6):649-658
Pantelić Nebojša Đ., Zmejkovski Bojana B., Stanojković Tatjana, Jevtic Verica V., Radic Gordana P., Trifunović Srećko R., Kaluđerović Goran N., Sabo Tibor, "Synthesis and high in vitro cytotoxicity of some (S,S)-ethylenediamine-N,N '-di-2-propanoate dihydrochloride esters" Journal of the Serbian Chemical Society, 79, no. 6 (2014):649-658,
https://doi.org/10.2298/JSC130512022P .
4
6
6

Supplementary data for article: Pantelić, N. Đ.; Zmejkovski, B. B.; Trifunović-Macedoljan, J.; Savić, A.; Stanković, D.; Damjanović, A.; Juranic, Z.; Kaluđerović, G. N.; Sabo, T. Gold(III) Complexes with Esters of Cyclohexyl-Functionalized Ethylenediamine-N,N ’-Diacetate. Journal of Inorganic Biochemistry 2013, 128, 146–153. https://doi.org/10.1016/j.jinorgbio.2013.08.002

Pantelić, Nebojša Đ.; Zmejkovski, Bojana B.; Trifunović-Macedoljan, Jelena; Savić, Aleksandar; Stanković, Dalibor; Damjanović, Ana; Juranić, Zorica D.; Kaluđerović, Goran N.; Sabo, Tibor

(Elsevier Science Inc, New York, 2013)

TY  - BOOK
AU  - Pantelić, Nebojša Đ.
AU  - Zmejkovski, Bojana B.
AU  - Trifunović-Macedoljan, Jelena
AU  - Savić, Aleksandar
AU  - Stanković, Dalibor
AU  - Damjanović, Ana
AU  - Juranić, Zorica D.
AU  - Kaluđerović, Goran N.
AU  - Sabo, Tibor
PY  - 2013
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3497
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Supplementary data for article: Pantelić, N. Đ.; Zmejkovski, B. B.; Trifunović-Macedoljan, J.; Savić, A.; Stanković, D.; Damjanović, A.; Juranic, Z.; Kaluđerović, G. N.; Sabo, T. Gold(III) Complexes with Esters of Cyclohexyl-Functionalized Ethylenediamine-N,N ’-Diacetate. Journal of Inorganic Biochemistry 2013, 128, 146–153. https://doi.org/10.1016/j.jinorgbio.2013.08.002
ER  - 
@book{
author = "Pantelić, Nebojša Đ. and Zmejkovski, Bojana B. and Trifunović-Macedoljan, Jelena and Savić, Aleksandar and Stanković, Dalibor and Damjanović, Ana and Juranić, Zorica D. and Kaluđerović, Goran N. and Sabo, Tibor",
year = "2013",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3497",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Supplementary data for article: Pantelić, N. Đ.; Zmejkovski, B. B.; Trifunović-Macedoljan, J.; Savić, A.; Stanković, D.; Damjanović, A.; Juranic, Z.; Kaluđerović, G. N.; Sabo, T. Gold(III) Complexes with Esters of Cyclohexyl-Functionalized Ethylenediamine-N,N ’-Diacetate. Journal of Inorganic Biochemistry 2013, 128, 146–153. https://doi.org/10.1016/j.jinorgbio.2013.08.002"
}
Pantelić, N. Đ., Zmejkovski, B. B., Trifunović-Macedoljan, J., Savić, A., Stanković, D., Damjanović, A., Juranić, Z. D., Kaluđerović, G. N.,& Sabo, T. (2013). Supplementary data for article: Pantelić, N. Đ.; Zmejkovski, B. B.; Trifunović-Macedoljan, J.; Savić, A.; Stanković, D.; Damjanović, A.; Juranic, Z.; Kaluđerović, G. N.; Sabo, T. Gold(III) Complexes with Esters of Cyclohexyl-Functionalized Ethylenediamine-N,N ’-Diacetate. Journal of Inorganic Biochemistry 2013, 128, 146–153. https://doi.org/10.1016/j.jinorgbio.2013.08.002.
Journal of Inorganic Biochemistry
Elsevier Science Inc, New York..
Pantelić NĐ, Zmejkovski BB, Trifunović-Macedoljan J, Savić A, Stanković D, Damjanović A, Juranić ZD, Kaluđerović GN, Sabo T. Supplementary data for article: Pantelić, N. Đ.; Zmejkovski, B. B.; Trifunović-Macedoljan, J.; Savić, A.; Stanković, D.; Damjanović, A.; Juranic, Z.; Kaluđerović, G. N.; Sabo, T. Gold(III) Complexes with Esters of Cyclohexyl-Functionalized Ethylenediamine-N,N ’-Diacetate. Journal of Inorganic Biochemistry 2013, 128, 146–153. https://doi.org/10.1016/j.jinorgbio.2013.08.002. Journal of Inorganic Biochemistry. 2013;
Pantelić Nebojša Đ., Zmejkovski Bojana B., Trifunović-Macedoljan Jelena, Savić Aleksandar, Stanković Dalibor, Damjanović Ana, Juranić Zorica D., Kaluđerović Goran N., Sabo Tibor, "Supplementary data for article: Pantelić, N. Đ.; Zmejkovski, B. B.; Trifunović-Macedoljan, J.; Savić, A.; Stanković, D.; Damjanović, A.; Juranic, Z.; Kaluđerović, G. N.; Sabo, T. Gold(III) Complexes with Esters of Cyclohexyl-Functionalized Ethylenediamine-N,N ’-Diacetate. Journal of Inorganic Biochemistry 2013, 128, 146–153. https://doi.org/10.1016/j.jinorgbio.2013.08.002" Journal of Inorganic Biochemistry (2013)

Gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N '-diacetate

Pantelić, Nebojša Đ.; Zmejkovski, Bojana B.; Trifunović-Macedoljan, Jelena; Savić, Aleksandar; Stanković, Dalibor; Damjanović, Ana; Juranić, Zorica D.; Kaluđerović, Goran N.; Sabo, Tibor

(Elsevier Science Inc, New York, 2013)

TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Zmejkovski, Bojana B.
AU  - Trifunović-Macedoljan, Jelena
AU  - Savić, Aleksandar
AU  - Stanković, Dalibor
AU  - Damjanović, Ana
AU  - Juranić, Zorica D.
AU  - Kaluđerović, Goran N.
AU  - Sabo, Tibor
PY  - 2013
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1422
AB  - Six novel gold(III) complexes containing O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate ([AuCl2{(S,S)-R(2)eddch}]PF6, R = Me, Et, n-Pr, n-Bu, i-Bu, i-Am; 1-6, respectively) were synthesized and characterized by elemental analysis, UV/Visible, IR and NMR spectroscopy, mass spectrometry and differential pulse voltammetry. Density functional theory (DFT) calculations confirmed that diastereoisomer with the N,N' atoms configured (S,S) was the most stable. In vitro antiproliferative activity was determined against human cervix adenocarcinoma HeLa and human myelogenous leukemia K562 tumor cell lines, as well as against rested and stimulated normal immunocompetent human peripheral blood mononuclear cells (PBMC) using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Complex 6 expressed the highest activity against K562 cells (IC50 = 3.8 +/- 0.5 mu M). Apoptosis, seen as condensation of HeLa cell nuclei was the mode of cell death induced by complexes 2-6. Complexes 3-6 induced death of K562 cells inhibiting cell entry in mitosis.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N '-diacetate
VL  - 128
SP  - 146
EP  - 153
DO  - 10.1016/j.jinorgbio.2013.08.002
ER  - 
@article{
author = "Pantelić, Nebojša Đ. and Zmejkovski, Bojana B. and Trifunović-Macedoljan, Jelena and Savić, Aleksandar and Stanković, Dalibor and Damjanović, Ana and Juranić, Zorica D. and Kaluđerović, Goran N. and Sabo, Tibor",
year = "2013",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/1422",
abstract = "Six novel gold(III) complexes containing O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoate ([AuCl2{(S,S)-R(2)eddch}]PF6, R = Me, Et, n-Pr, n-Bu, i-Bu, i-Am; 1-6, respectively) were synthesized and characterized by elemental analysis, UV/Visible, IR and NMR spectroscopy, mass spectrometry and differential pulse voltammetry. Density functional theory (DFT) calculations confirmed that diastereoisomer with the N,N' atoms configured (S,S) was the most stable. In vitro antiproliferative activity was determined against human cervix adenocarcinoma HeLa and human myelogenous leukemia K562 tumor cell lines, as well as against rested and stimulated normal immunocompetent human peripheral blood mononuclear cells (PBMC) using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Complex 6 expressed the highest activity against K562 cells (IC50 = 3.8 +/- 0.5 mu M). Apoptosis, seen as condensation of HeLa cell nuclei was the mode of cell death induced by complexes 2-6. Complexes 3-6 induced death of K562 cells inhibiting cell entry in mitosis.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N '-diacetate",
volume = "128",
pages = "146-153",
doi = "10.1016/j.jinorgbio.2013.08.002"
}
Pantelić, N. Đ., Zmejkovski, B. B., Trifunović-Macedoljan, J., Savić, A., Stanković, D., Damjanović, A., Juranić, Z. D., Kaluđerović, G. N.,& Sabo, T. (2013). Gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N '-diacetate.
Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 128, 146-153.
https://doi.org/10.1016/j.jinorgbio.2013.08.002
Pantelić NĐ, Zmejkovski BB, Trifunović-Macedoljan J, Savić A, Stanković D, Damjanović A, Juranić ZD, Kaluđerović GN, Sabo T. Gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N '-diacetate. Journal of Inorganic Biochemistry. 2013;128:146-153
Pantelić Nebojša Đ., Zmejkovski Bojana B., Trifunović-Macedoljan Jelena, Savić Aleksandar, Stanković Dalibor, Damjanović Ana, Juranić Zorica D., Kaluđerović Goran N., Sabo Tibor, "Gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N '-diacetate" Journal of Inorganic Biochemistry, 128 (2013):146-153,
https://doi.org/10.1016/j.jinorgbio.2013.08.002 .
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