Stanić, Marina

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orcid::0000-0002-2779-7932
  • Stanić, Marina (6)

Author's Bibliography

Biliverdin-copper complex at physiological pH

Dimitrijević, Milena S.; Bogdanović-Pristov, Jelena; Žižić, Milan; Stanković, Dalibor M.; Bajuk-Bogdanović, Danica V.; Stanić, Marina; Spasić, Snežana D.; Hagen, Wilfred; Spasojević, Ivan

(2019)

TY  - JOUR
AU  - Dimitrijević, Milena S.
AU  - Bogdanović-Pristov, Jelena
AU  - Žižić, Milan
AU  - Stanković, Dalibor M.
AU  - Bajuk-Bogdanović, Danica V.
AU  - Stanić, Marina
AU  - Spasić, Snežana D.
AU  - Hagen, Wilfred
AU  - Spasojević, Ivan
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3066
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/8200
AB  - Biliverdin (BV), a product of heme catabolism, is known to interact with transition metals, but the details of such interactions under physiological conditions are scarce. Herein, we examined coordinate/redox interactions of BV with Cu2+ in phosphate buffer at pH 7.4, using spectrophotometry, HESI-MS, Raman spectroscopy, 1 H NMR, EPR, fluorimetry, and electrochemical methods. BV formed a stable coordination complex with copper in 1 : 1 stoichiometry. The structure of BV was more planar and energetically stable in the complex. The complex showed strong paramagnetic effects that were attributed to an unpaired delocalized e−. The delocalized electron may come from BV or Cu2+, so the complex is formally composed either of BV radical cation and Cu1+ or of BV radical anion and Cu3+. The complex underwent oxidation only in the presence of both O2 and an excess of Cu2+, or a strong oxidizing agent, and it was resistant to reducing agents. The biological effects of the stable BV metallocomplex containing a delocalized unpaired electron should be further examined, and may provide an answer to the long-standing question of high energy investment in the catabolism of BV, which represents a relatively harmless molecule per se.
T2  - Dalton Transactions
T1  - Biliverdin-copper complex at physiological pH
VL  - 48
IS  - 18
SP  - 6061
EP  - 6070
DO  - 10.1039/c8dt04724c
ER  - 
@article{
author = "Dimitrijević, Milena S. and Bogdanović-Pristov, Jelena and Žižić, Milan and Stanković, Dalibor M. and Bajuk-Bogdanović, Danica V. and Stanić, Marina and Spasić, Snežana D. and Hagen, Wilfred and Spasojević, Ivan",
year = "2019",
abstract = "Biliverdin (BV), a product of heme catabolism, is known to interact with transition metals, but the details of such interactions under physiological conditions are scarce. Herein, we examined coordinate/redox interactions of BV with Cu2+ in phosphate buffer at pH 7.4, using spectrophotometry, HESI-MS, Raman spectroscopy, 1 H NMR, EPR, fluorimetry, and electrochemical methods. BV formed a stable coordination complex with copper in 1 : 1 stoichiometry. The structure of BV was more planar and energetically stable in the complex. The complex showed strong paramagnetic effects that were attributed to an unpaired delocalized e−. The delocalized electron may come from BV or Cu2+, so the complex is formally composed either of BV radical cation and Cu1+ or of BV radical anion and Cu3+. The complex underwent oxidation only in the presence of both O2 and an excess of Cu2+, or a strong oxidizing agent, and it was resistant to reducing agents. The biological effects of the stable BV metallocomplex containing a delocalized unpaired electron should be further examined, and may provide an answer to the long-standing question of high energy investment in the catabolism of BV, which represents a relatively harmless molecule per se.",
journal = "Dalton Transactions",
title = "Biliverdin-copper complex at physiological pH",
volume = "48",
number = "18",
pages = "6061-6070",
doi = "10.1039/c8dt04724c"
}
Dimitrijević, M. S., Bogdanović-Pristov, J., Žižić, M., Stanković, D. M., Bajuk-Bogdanović, D. V., Stanić, M., Spasić, S. D., Hagen, W.,& Spasojević, I.. (2019). Biliverdin-copper complex at physiological pH. in Dalton Transactions, 48(18), 6061-6070.
https://doi.org/10.1039/c8dt04724c
Dimitrijević MS, Bogdanović-Pristov J, Žižić M, Stanković DM, Bajuk-Bogdanović DV, Stanić M, Spasić SD, Hagen W, Spasojević I. Biliverdin-copper complex at physiological pH. in Dalton Transactions. 2019;48(18):6061-6070.
doi:10.1039/c8dt04724c .
Dimitrijević, Milena S., Bogdanović-Pristov, Jelena, Žižić, Milan, Stanković, Dalibor M., Bajuk-Bogdanović, Danica V., Stanić, Marina, Spasić, Snežana D., Hagen, Wilfred, Spasojević, Ivan, "Biliverdin-copper complex at physiological pH" in Dalton Transactions, 48, no. 18 (2019):6061-6070,
https://doi.org/10.1039/c8dt04724c . .
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Biliverdin-copper complex at physiological pH

Dimitrijević, Milena S.; Bogdanović-Pristov, Jelena; Žižić, Milan; Stanković, Dalibor M.; Bajuk-Bogdanović, Danica V.; Stanić, Marina; Spasić, Snežana D.; Hagen, Wilfred; Spasojević, Ivan

(2019)

TY  - JOUR
AU  - Dimitrijević, Milena S.
AU  - Bogdanović-Pristov, Jelena
AU  - Žižić, Milan
AU  - Stanković, Dalibor M.
AU  - Bajuk-Bogdanović, Danica V.
AU  - Stanić, Marina
AU  - Spasić, Snežana D.
AU  - Hagen, Wilfred
AU  - Spasojević, Ivan
PY  - 2019
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/8258
AB  - Biliverdin (BV), a product of heme catabolism, is known to interact with transition metals, but the details of such interactions under physiological conditions are scarce. Herein, we examined coordinate/redox interactions of BV with Cu2+ in phosphate buffer at pH 7.4, using spectrophotometry, HESI-MS, Raman spectroscopy, 1 H NMR, EPR, fluorimetry, and electrochemical methods. BV formed a stable coordination complex with copper in 1 : 1 stoichiometry. The structure of BV was more planar and energetically stable in the complex. The complex showed strong paramagnetic effects that were attributed to an unpaired delocalized e−. The delocalized electron may come from BV or Cu2+, so the complex is formally composed either of BV radical cation and Cu1+ or of BV radical anion and Cu3+. The complex underwent oxidation only in the presence of both O2 and an excess of Cu2+, or a strong oxidizing agent, and it was resistant to reducing agents. The biological effects of the stable BV metallocomplex containing a delocalized unpaired electron should be further examined, and may provide an answer to the long-standing question of high energy investment in the catabolism of BV, which represents a relatively harmless molecule per se.
T2  - Dalton Transactions
T1  - Biliverdin-copper complex at physiological pH
VL  - 48
IS  - 18
SP  - 6061
EP  - 6070
DO  - 10.1039/c8dt04724c
ER  - 
@article{
author = "Dimitrijević, Milena S. and Bogdanović-Pristov, Jelena and Žižić, Milan and Stanković, Dalibor M. and Bajuk-Bogdanović, Danica V. and Stanić, Marina and Spasić, Snežana D. and Hagen, Wilfred and Spasojević, Ivan",
year = "2019",
abstract = "Biliverdin (BV), a product of heme catabolism, is known to interact with transition metals, but the details of such interactions under physiological conditions are scarce. Herein, we examined coordinate/redox interactions of BV with Cu2+ in phosphate buffer at pH 7.4, using spectrophotometry, HESI-MS, Raman spectroscopy, 1 H NMR, EPR, fluorimetry, and electrochemical methods. BV formed a stable coordination complex with copper in 1 : 1 stoichiometry. The structure of BV was more planar and energetically stable in the complex. The complex showed strong paramagnetic effects that were attributed to an unpaired delocalized e−. The delocalized electron may come from BV or Cu2+, so the complex is formally composed either of BV radical cation and Cu1+ or of BV radical anion and Cu3+. The complex underwent oxidation only in the presence of both O2 and an excess of Cu2+, or a strong oxidizing agent, and it was resistant to reducing agents. The biological effects of the stable BV metallocomplex containing a delocalized unpaired electron should be further examined, and may provide an answer to the long-standing question of high energy investment in the catabolism of BV, which represents a relatively harmless molecule per se.",
journal = "Dalton Transactions",
title = "Biliverdin-copper complex at physiological pH",
volume = "48",
number = "18",
pages = "6061-6070",
doi = "10.1039/c8dt04724c"
}
Dimitrijević, M. S., Bogdanović-Pristov, J., Žižić, M., Stanković, D. M., Bajuk-Bogdanović, D. V., Stanić, M., Spasić, S. D., Hagen, W.,& Spasojević, I.. (2019). Biliverdin-copper complex at physiological pH. in Dalton Transactions, 48(18), 6061-6070.
https://doi.org/10.1039/c8dt04724c
Dimitrijević MS, Bogdanović-Pristov J, Žižić M, Stanković DM, Bajuk-Bogdanović DV, Stanić M, Spasić SD, Hagen W, Spasojević I. Biliverdin-copper complex at physiological pH. in Dalton Transactions. 2019;48(18):6061-6070.
doi:10.1039/c8dt04724c .
Dimitrijević, Milena S., Bogdanović-Pristov, Jelena, Žižić, Milan, Stanković, Dalibor M., Bajuk-Bogdanović, Danica V., Stanić, Marina, Spasić, Snežana D., Hagen, Wilfred, Spasojević, Ivan, "Biliverdin-copper complex at physiological pH" in Dalton Transactions, 48, no. 18 (2019):6061-6070,
https://doi.org/10.1039/c8dt04724c . .
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Effects of homocysteine and its related compounds on oxygen consumption of the rat heart tissue homogenate: the role of different gasotransmitters

Jakovljević-Uzelac, Jovana; Stanić, Marina; Krstić, Danijela Z.; Čolović, Mirjana B.; Đurić, Dragan M.

(2018)

TY  - JOUR
AU  - Jakovljević-Uzelac, Jovana
AU  - Stanić, Marina
AU  - Krstić, Danijela Z.
AU  - Čolović, Mirjana B.
AU  - Đurić, Dragan M.
PY  - 2018
UR  - http://link.springer.com/10.1007/s11010-017-3238-z
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7788
AB  - The objective of this study was to investigate in vitro effects of 10 A mu M dl-homocysteine (dl-Hcy), dl-homocysteine thiolactone-hydrochloride (dl-Hcy TLHC), and l-homocysteine thiolactone-hydrochloride (l-Hcy TLHC) on the oxygen consumption of rat heart tissue homogenate, as well as the involvement of the gasotransmitters NO, H2S and CO in the effects of the most toxic homocysteine compound, dl-Hcy TLHC. The possible contribution of the gasotransmitters in these effects was estimated by using the appropriate inhibitors of their synthesis (N (omega)-nitro-l-arginine methyl ester (l-NAME), dl-propargylglycine (dl-PAG), and zinc protoporphyrin IX (ZnPPR IX), respectively). The oxygen consumption of rat heart tissue homogenate was measured by Clark/type oxygen electrode in the absence and presence of the investigated compounds. All three homocysteine-based compounds caused a similar decrease in the oxygen consumption rate compared to control: 15.19 +/- 4.01%, 12.42 +/- 1.01%, and 16.43 +/- 4.52% for dl-Hcy, dl-Hcy TLHC, or l-Hcy TLHC, respectively. All applied inhibitors of gasotransmitter synthesis also decreased the oxygen consumption rate of tissue homogenate related to control: 13.53 +/- 1.35% for l-NAME (30 A mu M), 5.32 +/- 1.23% for dl-PAG (10 A mu M), and 5.56 +/- 1.39% for ZnPPR IX (10 A mu M). Simultaneous effect of l-NAME (30 A mu M) or ZnPPR IX (10 A mu M) with dl-Hcy TLHC (10 A mu M) caused a larger decrease of oxygen consumption compared to each of the substances individually. However, when dl-PAG (10 A mu M) was applied together with dl-Hcy TLHC (10 A mu M), it attenuated the effect of dl-Hcy TLHC from 12.42 +/- 1.01 to 9.22 +/- 1.58%. In conclusion, cardiotoxicity induced by Hcy-related compounds, which was shown in our previous research, could result from the inhibition of the oxygen consumption, and might be mediated by the certain gasotransmitters.
T2  - Molecular and Cellular Biochemistry
T1  - Effects of homocysteine and its related compounds on oxygen consumption of the rat heart tissue homogenate: the role of different gasotransmitters
VL  - 444
IS  - 1-2
SP  - 143
EP  - 148
DO  - 10.1007/s11010-017-3238-z
ER  - 
@article{
author = "Jakovljević-Uzelac, Jovana and Stanić, Marina and Krstić, Danijela Z. and Čolović, Mirjana B. and Đurić, Dragan M.",
year = "2018",
abstract = "The objective of this study was to investigate in vitro effects of 10 A mu M dl-homocysteine (dl-Hcy), dl-homocysteine thiolactone-hydrochloride (dl-Hcy TLHC), and l-homocysteine thiolactone-hydrochloride (l-Hcy TLHC) on the oxygen consumption of rat heart tissue homogenate, as well as the involvement of the gasotransmitters NO, H2S and CO in the effects of the most toxic homocysteine compound, dl-Hcy TLHC. The possible contribution of the gasotransmitters in these effects was estimated by using the appropriate inhibitors of their synthesis (N (omega)-nitro-l-arginine methyl ester (l-NAME), dl-propargylglycine (dl-PAG), and zinc protoporphyrin IX (ZnPPR IX), respectively). The oxygen consumption of rat heart tissue homogenate was measured by Clark/type oxygen electrode in the absence and presence of the investigated compounds. All three homocysteine-based compounds caused a similar decrease in the oxygen consumption rate compared to control: 15.19 +/- 4.01%, 12.42 +/- 1.01%, and 16.43 +/- 4.52% for dl-Hcy, dl-Hcy TLHC, or l-Hcy TLHC, respectively. All applied inhibitors of gasotransmitter synthesis also decreased the oxygen consumption rate of tissue homogenate related to control: 13.53 +/- 1.35% for l-NAME (30 A mu M), 5.32 +/- 1.23% for dl-PAG (10 A mu M), and 5.56 +/- 1.39% for ZnPPR IX (10 A mu M). Simultaneous effect of l-NAME (30 A mu M) or ZnPPR IX (10 A mu M) with dl-Hcy TLHC (10 A mu M) caused a larger decrease of oxygen consumption compared to each of the substances individually. However, when dl-PAG (10 A mu M) was applied together with dl-Hcy TLHC (10 A mu M), it attenuated the effect of dl-Hcy TLHC from 12.42 +/- 1.01 to 9.22 +/- 1.58%. In conclusion, cardiotoxicity induced by Hcy-related compounds, which was shown in our previous research, could result from the inhibition of the oxygen consumption, and might be mediated by the certain gasotransmitters.",
journal = "Molecular and Cellular Biochemistry",
title = "Effects of homocysteine and its related compounds on oxygen consumption of the rat heart tissue homogenate: the role of different gasotransmitters",
volume = "444",
number = "1-2",
pages = "143-148",
doi = "10.1007/s11010-017-3238-z"
}
Jakovljević-Uzelac, J., Stanić, M., Krstić, D. Z., Čolović, M. B.,& Đurić, D. M.. (2018). Effects of homocysteine and its related compounds on oxygen consumption of the rat heart tissue homogenate: the role of different gasotransmitters. in Molecular and Cellular Biochemistry, 444(1-2), 143-148.
https://doi.org/10.1007/s11010-017-3238-z
Jakovljević-Uzelac J, Stanić M, Krstić DZ, Čolović MB, Đurić DM. Effects of homocysteine and its related compounds on oxygen consumption of the rat heart tissue homogenate: the role of different gasotransmitters. in Molecular and Cellular Biochemistry. 2018;444(1-2):143-148.
doi:10.1007/s11010-017-3238-z .
Jakovljević-Uzelac, Jovana, Stanić, Marina, Krstić, Danijela Z., Čolović, Mirjana B., Đurić, Dragan M., "Effects of homocysteine and its related compounds on oxygen consumption of the rat heart tissue homogenate: the role of different gasotransmitters" in Molecular and Cellular Biochemistry, 444, no. 1-2 (2018):143-148,
https://doi.org/10.1007/s11010-017-3238-z . .
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Coordinate and redox interactions of epinephrine with ferric and ferrous iron at physiological pH

Korać, Jelena; Stanković, Dalibor M.; Stanić, Marina; Bajuk-Bogdanović, Danica V.; Žižić, Milan; Bogdanović-Pristov, Jelena; Grgurić-Šipka, Sanja; Popović-Bijelić, Ana D.; Spasojević, Ivan

(2018)

TY  - JOUR
AU  - Korać, Jelena
AU  - Stanković, Dalibor M.
AU  - Stanić, Marina
AU  - Bajuk-Bogdanović, Danica V.
AU  - Žižić, Milan
AU  - Bogdanović-Pristov, Jelena
AU  - Grgurić-Šipka, Sanja
AU  - Popović-Bijelić, Ana D.
AU  - Spasojević, Ivan
PY  - 2018
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7582
AB  - Coordinate and redox interactions of epinephrine (Epi) with iron at physiological pH are essential for understanding two very different phenomena - the detrimental effects of chronic stress on the cardiovascular system and the cross-linking of catecholamine-rich biopolymers and frameworks. Here we show that Epi and Fe3+ form stable high-spin complexes in the 1:1 or 3:1 stoichiometry, depending on the Epi/Fe3+ concentration ratio (low or high). Oxygen atoms on the catechol ring represent the sites of coordinate bond formation within physiologically relevant bidentate 1:1 complex. Redox properties of Epi are slightly impacted by Fe3+. On the other hand, Epi and Fe2+ form a complex that acts as a strong reducing agent, which leads to the production of hydrogen peroxide via O-2 reduction, and to a facilitated formation of the Epi-Fe3+ complexes. Epi is not oxidized in this process, i.e. Fe2+ is not an electron shuttle, but the electron donor. Epi-catalyzed oxidation of Fe2+ represents a plausible chemical basis of stress-related damage to heart cells. In addition, our results support the previous findings on the interactions of catecholamine moieties in polymers with iron and provide a novel strategy for improving the efficiency of cross-linking.
T2  - Scientific Reports
T1  - Coordinate and redox interactions of epinephrine with ferric and ferrous iron at physiological pH
VL  - 8
SP  - 3530
DO  - 10.1038/s41598-018-21940-7
ER  - 
@article{
author = "Korać, Jelena and Stanković, Dalibor M. and Stanić, Marina and Bajuk-Bogdanović, Danica V. and Žižić, Milan and Bogdanović-Pristov, Jelena and Grgurić-Šipka, Sanja and Popović-Bijelić, Ana D. and Spasojević, Ivan",
year = "2018",
abstract = "Coordinate and redox interactions of epinephrine (Epi) with iron at physiological pH are essential for understanding two very different phenomena - the detrimental effects of chronic stress on the cardiovascular system and the cross-linking of catecholamine-rich biopolymers and frameworks. Here we show that Epi and Fe3+ form stable high-spin complexes in the 1:1 or 3:1 stoichiometry, depending on the Epi/Fe3+ concentration ratio (low or high). Oxygen atoms on the catechol ring represent the sites of coordinate bond formation within physiologically relevant bidentate 1:1 complex. Redox properties of Epi are slightly impacted by Fe3+. On the other hand, Epi and Fe2+ form a complex that acts as a strong reducing agent, which leads to the production of hydrogen peroxide via O-2 reduction, and to a facilitated formation of the Epi-Fe3+ complexes. Epi is not oxidized in this process, i.e. Fe2+ is not an electron shuttle, but the electron donor. Epi-catalyzed oxidation of Fe2+ represents a plausible chemical basis of stress-related damage to heart cells. In addition, our results support the previous findings on the interactions of catecholamine moieties in polymers with iron and provide a novel strategy for improving the efficiency of cross-linking.",
journal = "Scientific Reports",
title = "Coordinate and redox interactions of epinephrine with ferric and ferrous iron at physiological pH",
volume = "8",
pages = "3530",
doi = "10.1038/s41598-018-21940-7"
}
Korać, J., Stanković, D. M., Stanić, M., Bajuk-Bogdanović, D. V., Žižić, M., Bogdanović-Pristov, J., Grgurić-Šipka, S., Popović-Bijelić, A. D.,& Spasojević, I.. (2018). Coordinate and redox interactions of epinephrine with ferric and ferrous iron at physiological pH. in Scientific Reports, 8, 3530.
https://doi.org/10.1038/s41598-018-21940-7
Korać J, Stanković DM, Stanić M, Bajuk-Bogdanović DV, Žižić M, Bogdanović-Pristov J, Grgurić-Šipka S, Popović-Bijelić AD, Spasojević I. Coordinate and redox interactions of epinephrine with ferric and ferrous iron at physiological pH. in Scientific Reports. 2018;8:3530.
doi:10.1038/s41598-018-21940-7 .
Korać, Jelena, Stanković, Dalibor M., Stanić, Marina, Bajuk-Bogdanović, Danica V., Žižić, Milan, Bogdanović-Pristov, Jelena, Grgurić-Šipka, Sanja, Popović-Bijelić, Ana D., Spasojević, Ivan, "Coordinate and redox interactions of epinephrine with ferric and ferrous iron at physiological pH" in Scientific Reports, 8 (2018):3530,
https://doi.org/10.1038/s41598-018-21940-7 . .
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Coordination and redox interactions of β-lactam antibiotics with Cu2+ in physiological settings and the impact on antibacterial activity

Božić, Bojana; Korać, Jelena; Stanković, Dalibor M.; Stanić, Marina; Romanović, Mima Č.; Bogdanović-Pristov, Jelena; Spasić, Snežana D.; Popović-Bijelić, Ana D.; Spasojević, Ivan; Bajčetić, Milica

(2018)

TY  - JOUR
AU  - Božić, Bojana
AU  - Korać, Jelena
AU  - Stanković, Dalibor M.
AU  - Stanić, Marina
AU  - Romanović, Mima Č.
AU  - Bogdanović-Pristov, Jelena
AU  - Spasić, Snežana D.
AU  - Popović-Bijelić, Ana D.
AU  - Spasojević, Ivan
AU  - Bajčetić, Milica
PY  - 2018
UR  - https://linkinghub.elsevier.com/retrieve/pii/S0891584918311213
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7896
AB  - An increase in the copper pool in body fluids has been related to a number of pathological conditions, including infections. Copper ions may affect antibiotics via the formation of coordination bonds and/or redox reactions. Herein, we analyzed the interactions of Cu2+ with eight β-lactam antibiotics using UV–Vis spectrophotometry, EPR spectroscopy, and electrochemical methods. Penicillin G did not show any detectable interactions with Cu2+. Ampicillin, amoxicillin and cephalexin formed stable colored complexes with octahedral coordination environment of Cu2+ with tetragonal distortion, and primary amine group as the site of coordinate bond formation. These β-lactams increased the solubility of Cu2+ in the phosphate buffer. Ceftazidime and Cu2+ formed a complex with a similar geometry and gave rise to an organic radical. Ceftriaxone-Cu2+ complex appears to exhibit different geometry. All complexes showed 1:1 stoichiometry. Cefaclor reduced Cu2+ to Cu1+ that further reacted with molecular oxygen to produce hydrogen peroxide. Finally, meropenem underwent degradation in the presence of copper. The analysis of activity against Escherichia coli and Staphylococcus aureus showed that the effects of meropenem, amoxicillin, ampicillin, and ceftriaxone were significantly hindered in the presence of copper ions. The interactions with copper ions should be taken into account regarding the problem of antibiotic resistance and in the selection of the most efficient antimicrobial therapy for patients with altered copper homeostasis. © 2018 Elsevier Inc.
T2  - Free Radical Biology and Medicine
T1  - Coordination and redox interactions of β-lactam antibiotics with Cu2+ in physiological settings and the impact on antibacterial activity
VL  - 129
SP  - 279
EP  - 285
DO  - 10.1016/j.freeradbiomed.2018.09.038
ER  - 
@article{
author = "Božić, Bojana and Korać, Jelena and Stanković, Dalibor M. and Stanić, Marina and Romanović, Mima Č. and Bogdanović-Pristov, Jelena and Spasić, Snežana D. and Popović-Bijelić, Ana D. and Spasojević, Ivan and Bajčetić, Milica",
year = "2018",
abstract = "An increase in the copper pool in body fluids has been related to a number of pathological conditions, including infections. Copper ions may affect antibiotics via the formation of coordination bonds and/or redox reactions. Herein, we analyzed the interactions of Cu2+ with eight β-lactam antibiotics using UV–Vis spectrophotometry, EPR spectroscopy, and electrochemical methods. Penicillin G did not show any detectable interactions with Cu2+. Ampicillin, amoxicillin and cephalexin formed stable colored complexes with octahedral coordination environment of Cu2+ with tetragonal distortion, and primary amine group as the site of coordinate bond formation. These β-lactams increased the solubility of Cu2+ in the phosphate buffer. Ceftazidime and Cu2+ formed a complex with a similar geometry and gave rise to an organic radical. Ceftriaxone-Cu2+ complex appears to exhibit different geometry. All complexes showed 1:1 stoichiometry. Cefaclor reduced Cu2+ to Cu1+ that further reacted with molecular oxygen to produce hydrogen peroxide. Finally, meropenem underwent degradation in the presence of copper. The analysis of activity against Escherichia coli and Staphylococcus aureus showed that the effects of meropenem, amoxicillin, ampicillin, and ceftriaxone were significantly hindered in the presence of copper ions. The interactions with copper ions should be taken into account regarding the problem of antibiotic resistance and in the selection of the most efficient antimicrobial therapy for patients with altered copper homeostasis. © 2018 Elsevier Inc.",
journal = "Free Radical Biology and Medicine",
title = "Coordination and redox interactions of β-lactam antibiotics with Cu2+ in physiological settings and the impact on antibacterial activity",
volume = "129",
pages = "279-285",
doi = "10.1016/j.freeradbiomed.2018.09.038"
}
Božić, B., Korać, J., Stanković, D. M., Stanić, M., Romanović, M. Č., Bogdanović-Pristov, J., Spasić, S. D., Popović-Bijelić, A. D., Spasojević, I.,& Bajčetić, M.. (2018). Coordination and redox interactions of β-lactam antibiotics with Cu2+ in physiological settings and the impact on antibacterial activity. in Free Radical Biology and Medicine, 129, 279-285.
https://doi.org/10.1016/j.freeradbiomed.2018.09.038
Božić B, Korać J, Stanković DM, Stanić M, Romanović MČ, Bogdanović-Pristov J, Spasić SD, Popović-Bijelić AD, Spasojević I, Bajčetić M. Coordination and redox interactions of β-lactam antibiotics with Cu2+ in physiological settings and the impact on antibacterial activity. in Free Radical Biology and Medicine. 2018;129:279-285.
doi:10.1016/j.freeradbiomed.2018.09.038 .
Božić, Bojana, Korać, Jelena, Stanković, Dalibor M., Stanić, Marina, Romanović, Mima Č., Bogdanović-Pristov, Jelena, Spasić, Snežana D., Popović-Bijelić, Ana D., Spasojević, Ivan, Bajčetić, Milica, "Coordination and redox interactions of β-lactam antibiotics with Cu2+ in physiological settings and the impact on antibacterial activity" in Free Radical Biology and Medicine, 129 (2018):279-285,
https://doi.org/10.1016/j.freeradbiomed.2018.09.038 . .
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Mechanisms of redox interactions of bilirubin with copper and the effects of penicillamine

Božić, Bojana; Korać, Jelena; Stanković, Dalibor M.; Stanić, Marina; Popović-Bijelić, Ana D.; Bogdanović-Pristov, Jelena; Spasojević, Ivan; Bajčetić, Milica

(2017)

TY  - JOUR
AU  - Božić, Bojana
AU  - Korać, Jelena
AU  - Stanković, Dalibor M.
AU  - Stanić, Marina
AU  - Popović-Bijelić, Ana D.
AU  - Bogdanović-Pristov, Jelena
AU  - Spasojević, Ivan
AU  - Bajčetić, Milica
PY  - 2017
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1878
AB  - Toxic effects of unconjugated bilirubin (BR) in neonatal hyperbilirubinemia have been related to redox and/or coordinate interactions with Cu2+. However, the development and mechanisms of such interactions at physiological pH have not been resolved. This study shows that BR reduces Cu2+ to Cu1+ in 1:1 stoichiometry. Apparently, BR undergoes degradation, i.e. BR and Cu2+ do not form stable complexes. The binding of Cu2+ to inorganic phosphates, liposomal phosphate groups, or to chelating drug penicillamine, impedes redox interactions with BR. Cu1+ undergoes spontaneous oxidation by O-2 resulting in hydrogen peroxide accumulation and hydroxyl radical production. In relation to this, copper and BR induced synergistic oxidative/damaging effects on erythrocytes membrane, which were alleviated by penicillamine. The production of reactive oxygen species by BR and copper represents a plausible cause of BR toxic effects and cell damage in hyperbilirubinemia. Further examination of therapeutic potentials of copper chelators in the treatment of severe neonatal hyperbilirubinemia is needed.
T2  - Chemico-Biological Interactions
T1  - Mechanisms of redox interactions of bilirubin with copper and the effects of penicillamine
VL  - 278
SP  - 129
EP  - 134
DO  - 10.1016/j.cbi.2017.10.022
ER  - 
@article{
author = "Božić, Bojana and Korać, Jelena and Stanković, Dalibor M. and Stanić, Marina and Popović-Bijelić, Ana D. and Bogdanović-Pristov, Jelena and Spasojević, Ivan and Bajčetić, Milica",
year = "2017",
abstract = "Toxic effects of unconjugated bilirubin (BR) in neonatal hyperbilirubinemia have been related to redox and/or coordinate interactions with Cu2+. However, the development and mechanisms of such interactions at physiological pH have not been resolved. This study shows that BR reduces Cu2+ to Cu1+ in 1:1 stoichiometry. Apparently, BR undergoes degradation, i.e. BR and Cu2+ do not form stable complexes. The binding of Cu2+ to inorganic phosphates, liposomal phosphate groups, or to chelating drug penicillamine, impedes redox interactions with BR. Cu1+ undergoes spontaneous oxidation by O-2 resulting in hydrogen peroxide accumulation and hydroxyl radical production. In relation to this, copper and BR induced synergistic oxidative/damaging effects on erythrocytes membrane, which were alleviated by penicillamine. The production of reactive oxygen species by BR and copper represents a plausible cause of BR toxic effects and cell damage in hyperbilirubinemia. Further examination of therapeutic potentials of copper chelators in the treatment of severe neonatal hyperbilirubinemia is needed.",
journal = "Chemico-Biological Interactions",
title = "Mechanisms of redox interactions of bilirubin with copper and the effects of penicillamine",
volume = "278",
pages = "129-134",
doi = "10.1016/j.cbi.2017.10.022"
}
Božić, B., Korać, J., Stanković, D. M., Stanić, M., Popović-Bijelić, A. D., Bogdanović-Pristov, J., Spasojević, I.,& Bajčetić, M.. (2017). Mechanisms of redox interactions of bilirubin with copper and the effects of penicillamine. in Chemico-Biological Interactions, 278, 129-134.
https://doi.org/10.1016/j.cbi.2017.10.022
Božić B, Korać J, Stanković DM, Stanić M, Popović-Bijelić AD, Bogdanović-Pristov J, Spasojević I, Bajčetić M. Mechanisms of redox interactions of bilirubin with copper and the effects of penicillamine. in Chemico-Biological Interactions. 2017;278:129-134.
doi:10.1016/j.cbi.2017.10.022 .
Božić, Bojana, Korać, Jelena, Stanković, Dalibor M., Stanić, Marina, Popović-Bijelić, Ana D., Bogdanović-Pristov, Jelena, Spasojević, Ivan, Bajčetić, Milica, "Mechanisms of redox interactions of bilirubin with copper and the effects of penicillamine" in Chemico-Biological Interactions, 278 (2017):129-134,
https://doi.org/10.1016/j.cbi.2017.10.022 . .
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