Todorović, Zoran B.

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Authority KeyName Variants
orcid::0000-0001-5761-2217
  • Todorović, Zoran B. (26)
Projects
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200110 (University of Belgrade, Faculty of Medicine) Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200168 (University of Belgrade, Faculty of Chemistry)
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200178 (University of Belgrade, Faculty of Biology) Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200007 (University of Belgrade, Institute for Biological Research 'Siniša Stanković')
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200051 (Institute of General and Physical Chemistry, Belgrade) Nanostructured Functional and Composite Materials in Catalytic and Sorption Processes
Signaling molecules in diabetes: search for potential targets in intrinsic pathways for prediction and intervention in diabetes Effects of metabolic and nonmetabolic stressors on the expression and action of neuroendocrine regulators of energy homeostasis
SASA, Serbia COST Action CA19105 (Pan-European Network in Lipidomics and Epilipidomics, EpiLipidNeT)
Design, synthesis and investigations of fullerene based nanomolecular machines Bioactive natural products as potential sources of new pharmaceuticals and food supplements
Molecular and physiological biomonitoring of aerobic organisms based on the determination of biochemical biomarkers of oxidative stress Basic and Clinical Pharmacological research of mechanisms of action and drug interactions in nervous and cardiovascular system
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200017 (University of Belgrade, Institute of Nuclear Sciences 'Vinča', Belgrade-Vinča) Cellular and molecular basis of malignant and cardiovascular diseases-clinical implications
Eksperimentalna i kliničko-farmakološka istraživanja mehanizma dejstva i interakcija lekova u nervnom i kardiovaskularnom sistemu

Author's Bibliography

The Effects of a Meldonium Pre-Treatment on the Course of the LPS-Induced Sepsis in Rats

Ðurašević, Siniša; Ružičić, Aleksandra; Lakić, Iva; Tosti, Tomislav; Ðurović, Saša; Glumac, Sofija; Pejić, Snežana; Todorović, Ana; Drakulić, Dunja; Stanković, Sanja; Jasnić, Nebojša; Dević, Jelena Ð.; Todorović, Zoran B.

(MDPI, 2022)

TY  - JOUR
AU  - Ðurašević, Siniša
AU  - Ružičić, Aleksandra
AU  - Lakić, Iva
AU  - Tosti, Tomislav
AU  - Ðurović, Saša
AU  - Glumac, Sofija
AU  - Pejić, Snežana
AU  - Todorović, Ana
AU  - Drakulić, Dunja
AU  - Stanković, Sanja
AU  - Jasnić, Nebojša
AU  - Dević, Jelena Ð.
AU  - Todorović, Zoran B.
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5076
AB  - A dysregulated and overwhelming response to an infection accompanied by the exaggerated pro-inflammatory state and metabolism disturbance leads to the fatal outcome in sepsis. Previously we showed that meldonium, an anti-ischemic drug clinically used to treat myocardial and cerebral ischemia, strongly increases mortality in faecal-induced peritonitis (FIP) in rats. We postulated that the same mechanism that is responsible for the otherwise strong anti-inflammatory effects of meldonium could be the culprit of the increased mortality. In the present study, we applied the LPS-induced model of sepsis to explore the presence of any differences from and/or similarities to the FIP model. When it comes to energy production, despite some shared similarities, it is evident that LPS and FIP models of sepsis differ greatly. A different profile of sympathoadrenal activation may account for this observation, as it was lacking in the FIP model, whereas in the LPS model it was strong enough to overcome the effects of meldonium. Therefore, choosing the appropriate model of sepsis induction is of great importance, especially if energy homeostasis is the main focus of the study. Even when differences in the experimental design of the two models are acknowledged, the role of different patterns of energy production cannot be excluded. On that account, our results draw attention to the importance of uninterrupted energy production in sepsis but also call for much-needed revisions of the current recommendations for its treatment. © 2022 by the authors. Licensee MDPI, Basel, Switzerland.
PB  - MDPI
T2  - International Journal of Molecular Sciences
T1  - The Effects of a Meldonium Pre-Treatment on the Course of the
LPS-Induced Sepsis in Rats
VL  - 23
IS  - 4
DO  - 10.3390/ijms23042395
ER  - 
@article{
author = "Ðurašević, Siniša and Ružičić, Aleksandra and Lakić, Iva and Tosti, Tomislav and Ðurović, Saša and Glumac, Sofija and Pejić, Snežana and Todorović, Ana and Drakulić, Dunja and Stanković, Sanja and Jasnić, Nebojša and Dević, Jelena Ð. and Todorović, Zoran B.",
year = "2022",
abstract = "A dysregulated and overwhelming response to an infection accompanied by the exaggerated pro-inflammatory state and metabolism disturbance leads to the fatal outcome in sepsis. Previously we showed that meldonium, an anti-ischemic drug clinically used to treat myocardial and cerebral ischemia, strongly increases mortality in faecal-induced peritonitis (FIP) in rats. We postulated that the same mechanism that is responsible for the otherwise strong anti-inflammatory effects of meldonium could be the culprit of the increased mortality. In the present study, we applied the LPS-induced model of sepsis to explore the presence of any differences from and/or similarities to the FIP model. When it comes to energy production, despite some shared similarities, it is evident that LPS and FIP models of sepsis differ greatly. A different profile of sympathoadrenal activation may account for this observation, as it was lacking in the FIP model, whereas in the LPS model it was strong enough to overcome the effects of meldonium. Therefore, choosing the appropriate model of sepsis induction is of great importance, especially if energy homeostasis is the main focus of the study. Even when differences in the experimental design of the two models are acknowledged, the role of different patterns of energy production cannot be excluded. On that account, our results draw attention to the importance of uninterrupted energy production in sepsis but also call for much-needed revisions of the current recommendations for its treatment. © 2022 by the authors. Licensee MDPI, Basel, Switzerland.",
publisher = "MDPI",
journal = "International Journal of Molecular Sciences",
title = "The Effects of a Meldonium Pre-Treatment on the Course of the
LPS-Induced Sepsis in Rats",
volume = "23",
number = "4",
doi = "10.3390/ijms23042395"
}
Ðurašević, S., Ružičić, A., Lakić, I., Tosti, T., Ðurović, S., Glumac, S., Pejić, S., Todorović, A., Drakulić, D., Stanković, S., Jasnić, N., Dević, J. Ð.,& Todorović, Z. B.. (2022). The Effects of a Meldonium Pre-Treatment on the Course of the
LPS-Induced Sepsis in Rats. in International Journal of Molecular Sciences
MDPI., 23(4).
https://doi.org/10.3390/ijms23042395
Ðurašević S, Ružičić A, Lakić I, Tosti T, Ðurović S, Glumac S, Pejić S, Todorović A, Drakulić D, Stanković S, Jasnić N, Dević JÐ, Todorović ZB. The Effects of a Meldonium Pre-Treatment on the Course of the
LPS-Induced Sepsis in Rats. in International Journal of Molecular Sciences. 2022;23(4).
doi:10.3390/ijms23042395 .
Ðurašević, Siniša, Ružičić, Aleksandra, Lakić, Iva, Tosti, Tomislav, Ðurović, Saša, Glumac, Sofija, Pejić, Snežana, Todorović, Ana, Drakulić, Dunja, Stanković, Sanja, Jasnić, Nebojša, Dević, Jelena Ð., Todorović, Zoran B., "The Effects of a Meldonium Pre-Treatment on the Course of the
LPS-Induced Sepsis in Rats" in International Journal of Molecular Sciences, 23, no. 4 (2022),
https://doi.org/10.3390/ijms23042395 . .
7
7
5

The effects of meldonium on the acute ischemia/reperfusion liver injury in rats

Đurašević, Siniša; Stojković, Maja; Sopta, Jelena; Pavlović, Slađan Z.; Borković-Mitić, Slavica S.; Ivanović, Anđelija; Jasnić, Nebojša; Tosti, Tomislav; Đurović, Saša; Popović-Đorđević, Jelena; Todorović, Zoran B.

(Springer Nature, 2021)

TY  - JOUR
AU  - Đurašević, Siniša
AU  - Stojković, Maja
AU  - Sopta, Jelena
AU  - Pavlović, Slađan Z.
AU  - Borković-Mitić, Slavica S.
AU  - Ivanović, Anđelija
AU  - Jasnić, Nebojša
AU  - Tosti, Tomislav
AU  - Đurović, Saša
AU  - Popović-Đorđević, Jelena
AU  - Todorović, Zoran B.
PY  - 2021
UR  - https://www.nature.com/articles/s41598-020-80011-y
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4458
AB  - Acute ischemia/reperfusion (I/R) liver injury is a clinical condition challenging to treat. Meldonium is an anti-ischemic agent that shifts energy production from fatty acid oxidation to less oxygen-consuming glycolysis. Thus, we investigated the effects of a 4-week meldonium pre-treatment (300 mg/kg b.m./day) on the acute I/R liver injury in Wistar strain male rats. Our results showed that meldonium ameliorates I/R-induced liver inflammation and injury, as confirmed by liver histology, and by attenuation of serum alanine- and aspartate aminotransferase activity, serum and liver high mobility group box 1 protein expression, and liver expression of Bax/Bcl2, haptoglobin, and the phosphorylated nuclear factor kappa-light-chain-enhancer of activated B cells. Through the increased hepatic activation of the nuclear factor erythroid 2-related factor 2, meldonium improves the antioxidative defence in the liver of animals subjected to I/R, as proved by an increase in serum and liver ascorbic/dehydroascorbic acid ratio, hepatic haem oxygenase 1 expression, glutathione and free thiol groups content, and hepatic copper-zinc superoxide dismutase, manganese superoxide dismutase, catalase, glutathione peroxidase, and glutathione reductase activity. Based on our results, it can be concluded that meldonium represent a protective agent against I/R-induced liver injury, with a clinical significance in surgical procedures.
PB  - Springer Nature
T2  - Scientific Reports
T2  - Scientific ReportsSci Rep
T1  - The effects of meldonium on the acute ischemia/reperfusion liver injury in rats
VL  - 11
IS  - 1
SP  - 1305
DO  - 10.1038/s41598-020-80011-y
ER  - 
@article{
author = "Đurašević, Siniša and Stojković, Maja and Sopta, Jelena and Pavlović, Slađan Z. and Borković-Mitić, Slavica S. and Ivanović, Anđelija and Jasnić, Nebojša and Tosti, Tomislav and Đurović, Saša and Popović-Đorđević, Jelena and Todorović, Zoran B.",
year = "2021",
abstract = "Acute ischemia/reperfusion (I/R) liver injury is a clinical condition challenging to treat. Meldonium is an anti-ischemic agent that shifts energy production from fatty acid oxidation to less oxygen-consuming glycolysis. Thus, we investigated the effects of a 4-week meldonium pre-treatment (300 mg/kg b.m./day) on the acute I/R liver injury in Wistar strain male rats. Our results showed that meldonium ameliorates I/R-induced liver inflammation and injury, as confirmed by liver histology, and by attenuation of serum alanine- and aspartate aminotransferase activity, serum and liver high mobility group box 1 protein expression, and liver expression of Bax/Bcl2, haptoglobin, and the phosphorylated nuclear factor kappa-light-chain-enhancer of activated B cells. Through the increased hepatic activation of the nuclear factor erythroid 2-related factor 2, meldonium improves the antioxidative defence in the liver of animals subjected to I/R, as proved by an increase in serum and liver ascorbic/dehydroascorbic acid ratio, hepatic haem oxygenase 1 expression, glutathione and free thiol groups content, and hepatic copper-zinc superoxide dismutase, manganese superoxide dismutase, catalase, glutathione peroxidase, and glutathione reductase activity. Based on our results, it can be concluded that meldonium represent a protective agent against I/R-induced liver injury, with a clinical significance in surgical procedures.",
publisher = "Springer Nature",
journal = "Scientific Reports, Scientific ReportsSci Rep",
title = "The effects of meldonium on the acute ischemia/reperfusion liver injury in rats",
volume = "11",
number = "1",
pages = "1305",
doi = "10.1038/s41598-020-80011-y"
}
Đurašević, S., Stojković, M., Sopta, J., Pavlović, S. Z., Borković-Mitić, S. S., Ivanović, A., Jasnić, N., Tosti, T., Đurović, S., Popović-Đorđević, J.,& Todorović, Z. B.. (2021). The effects of meldonium on the acute ischemia/reperfusion liver injury in rats. in Scientific Reports
Springer Nature., 11(1), 1305.
https://doi.org/10.1038/s41598-020-80011-y
Đurašević S, Stojković M, Sopta J, Pavlović SZ, Borković-Mitić SS, Ivanović A, Jasnić N, Tosti T, Đurović S, Popović-Đorđević J, Todorović ZB. The effects of meldonium on the acute ischemia/reperfusion liver injury in rats. in Scientific Reports. 2021;11(1):1305.
doi:10.1038/s41598-020-80011-y .
Đurašević, Siniša, Stojković, Maja, Sopta, Jelena, Pavlović, Slađan Z., Borković-Mitić, Slavica S., Ivanović, Anđelija, Jasnić, Nebojša, Tosti, Tomislav, Đurović, Saša, Popović-Đorđević, Jelena, Todorović, Zoran B., "The effects of meldonium on the acute ischemia/reperfusion liver injury in rats" in Scientific Reports, 11, no. 1 (2021):1305,
https://doi.org/10.1038/s41598-020-80011-y . .
1
12
5
13
10

Supplementary data for the article: Đurašević, S.; Stojković, M.; Sopta, J.; Pavlović, S.; Borković-Mitić, S.; Ivanović, A.; Jasnić, N.; Tosti, T.; Đurović, S.; Đorđević, J.; Todorović, Z. The Effects of Meldonium on the Acute Ischemia/Reperfusion Liver Injury in Rats. Sci Rep 2021, 11 (1), 1305. https://doi.org/10.1038/s41598-020-80011-y.

Đurašević, Siniša; Stojković, Maja; Sopta, Jelena; Pavlović, Slađan Z.; Borković-Mitić, Slavica S.; Ivanović, Anđelija; Jasnić, Nebojša; Tosti, Tomislav; Đurović, Saša; Popović-Đorđević, Jelena; Todorović, Zoran B.

(Springer Nature, 2021)

TY  - DATA
AU  - Đurašević, Siniša
AU  - Stojković, Maja
AU  - Sopta, Jelena
AU  - Pavlović, Slađan Z.
AU  - Borković-Mitić, Slavica S.
AU  - Ivanović, Anđelija
AU  - Jasnić, Nebojša
AU  - Tosti, Tomislav
AU  - Đurović, Saša
AU  - Popović-Đorđević, Jelena
AU  - Todorović, Zoran B.
PY  - 2021
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4459
PB  - Springer Nature
T2  - Scientific Reports
T1  - Supplementary data for the article: Đurašević, S.; Stojković, M.; Sopta, J.; Pavlović, S.; Borković-Mitić, S.; Ivanović, A.; Jasnić, N.; Tosti, T.; Đurović, S.; Đorđević, J.; Todorović, Z. The Effects of Meldonium on the Acute Ischemia/Reperfusion Liver Injury in Rats. Sci Rep 2021, 11 (1), 1305. https://doi.org/10.1038/s41598-020-80011-y.
UR  - https://hdl.handle.net/21.15107/rcub_cherry_4459
ER  - 
@misc{
author = "Đurašević, Siniša and Stojković, Maja and Sopta, Jelena and Pavlović, Slađan Z. and Borković-Mitić, Slavica S. and Ivanović, Anđelija and Jasnić, Nebojša and Tosti, Tomislav and Đurović, Saša and Popović-Đorđević, Jelena and Todorović, Zoran B.",
year = "2021",
publisher = "Springer Nature",
journal = "Scientific Reports",
title = "Supplementary data for the article: Đurašević, S.; Stojković, M.; Sopta, J.; Pavlović, S.; Borković-Mitić, S.; Ivanović, A.; Jasnić, N.; Tosti, T.; Đurović, S.; Đorđević, J.; Todorović, Z. The Effects of Meldonium on the Acute Ischemia/Reperfusion Liver Injury in Rats. Sci Rep 2021, 11 (1), 1305. https://doi.org/10.1038/s41598-020-80011-y.",
url = "https://hdl.handle.net/21.15107/rcub_cherry_4459"
}
Đurašević, S., Stojković, M., Sopta, J., Pavlović, S. Z., Borković-Mitić, S. S., Ivanović, A., Jasnić, N., Tosti, T., Đurović, S., Popović-Đorđević, J.,& Todorović, Z. B.. (2021). Supplementary data for the article: Đurašević, S.; Stojković, M.; Sopta, J.; Pavlović, S.; Borković-Mitić, S.; Ivanović, A.; Jasnić, N.; Tosti, T.; Đurović, S.; Đorđević, J.; Todorović, Z. The Effects of Meldonium on the Acute Ischemia/Reperfusion Liver Injury in Rats. Sci Rep 2021, 11 (1), 1305. https://doi.org/10.1038/s41598-020-80011-y.. in Scientific Reports
Springer Nature..
https://hdl.handle.net/21.15107/rcub_cherry_4459
Đurašević S, Stojković M, Sopta J, Pavlović SZ, Borković-Mitić SS, Ivanović A, Jasnić N, Tosti T, Đurović S, Popović-Đorđević J, Todorović ZB. Supplementary data for the article: Đurašević, S.; Stojković, M.; Sopta, J.; Pavlović, S.; Borković-Mitić, S.; Ivanović, A.; Jasnić, N.; Tosti, T.; Đurović, S.; Đorđević, J.; Todorović, Z. The Effects of Meldonium on the Acute Ischemia/Reperfusion Liver Injury in Rats. Sci Rep 2021, 11 (1), 1305. https://doi.org/10.1038/s41598-020-80011-y.. in Scientific Reports. 2021;.
https://hdl.handle.net/21.15107/rcub_cherry_4459 .
Đurašević, Siniša, Stojković, Maja, Sopta, Jelena, Pavlović, Slađan Z., Borković-Mitić, Slavica S., Ivanović, Anđelija, Jasnić, Nebojša, Tosti, Tomislav, Đurović, Saša, Popović-Đorđević, Jelena, Todorović, Zoran B., "Supplementary data for the article: Đurašević, S.; Stojković, M.; Sopta, J.; Pavlović, S.; Borković-Mitić, S.; Ivanović, A.; Jasnić, N.; Tosti, T.; Đurović, S.; Đorđević, J.; Todorović, Z. The Effects of Meldonium on the Acute Ischemia/Reperfusion Liver Injury in Rats. Sci Rep 2021, 11 (1), 1305. https://doi.org/10.1038/s41598-020-80011-y." in Scientific Reports (2021),
https://hdl.handle.net/21.15107/rcub_cherry_4459 .

Lipidomics provides new insight into pathogenesis and therapeutic targets of the ischemia—reperfusion injury

Todorović, Zoran B.; Đurašević, Siniša; Stojković, Maja; Grigorov, Ilijana; Pavlović, Slađan Z.; Jasnić, Nebojša; Tosti, Tomislav; Macut Bjekić, Jelica; Thiemermann, Christoph; Popović-Đorđević, Jelena

(MDPI, 2021)

TY  - JOUR
AU  - Todorović, Zoran B.
AU  - Đurašević, Siniša
AU  - Stojković, Maja
AU  - Grigorov, Ilijana
AU  - Pavlović, Slađan Z.
AU  - Jasnić, Nebojša
AU  - Tosti, Tomislav
AU  - Macut Bjekić, Jelica
AU  - Thiemermann, Christoph
AU  - Popović-Đorđević, Jelena
PY  - 2021
UR  - https://www.mdpi.com/1422-0067/22/6/2798
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4512
AB  - Lipids play an essential role in both tissue protection and damage. Tissue ischemia creates anaerobic conditions in which enzyme inactivation occurs, and reperfusion can initiate oxidative stress that leads to harmful changes in membrane lipids, the formation of aldehydes, and chain damage until cell death. The critical event in such a series of harmful events in the cell is the unwanted accumulation of fatty acids that leads to lipotoxicity. Lipid analysis provides additional insight into the pathogenesis of ischemia/reperfusion (I/R) disorders and reveals new targets for drug action. The profile of changes in the composition of fatty acids in the cell, as well as the time course of these changes, indicate both the mechanism of damage and new therapeutic possibilities. A therapeutic approach to reperfusion lipotoxicity involves attenuation of fatty acids overload, i.e., their transport to adipose tissue and/or inhibition of the adverse effects of fatty acids on cell damage and death. The latter option involves using PPAR agonists and drugs that modulate the transport of fatty acids via carnitine into the interior of the mitochondria or the redirection of long-chain fatty acids to peroxisomes.
PB  - MDPI
T2  - International Journal of Molecular Sciences
T2  - International Journal of Molecular Sciences
T1  - Lipidomics provides new insight into pathogenesis and therapeutic targets of the ischemia—reperfusion injury
VL  - 22
IS  - 6
SP  - 2798
DO  - 10.3390/ijms22062798
ER  - 
@article{
author = "Todorović, Zoran B. and Đurašević, Siniša and Stojković, Maja and Grigorov, Ilijana and Pavlović, Slađan Z. and Jasnić, Nebojša and Tosti, Tomislav and Macut Bjekić, Jelica and Thiemermann, Christoph and Popović-Đorđević, Jelena",
year = "2021",
abstract = "Lipids play an essential role in both tissue protection and damage. Tissue ischemia creates anaerobic conditions in which enzyme inactivation occurs, and reperfusion can initiate oxidative stress that leads to harmful changes in membrane lipids, the formation of aldehydes, and chain damage until cell death. The critical event in such a series of harmful events in the cell is the unwanted accumulation of fatty acids that leads to lipotoxicity. Lipid analysis provides additional insight into the pathogenesis of ischemia/reperfusion (I/R) disorders and reveals new targets for drug action. The profile of changes in the composition of fatty acids in the cell, as well as the time course of these changes, indicate both the mechanism of damage and new therapeutic possibilities. A therapeutic approach to reperfusion lipotoxicity involves attenuation of fatty acids overload, i.e., their transport to adipose tissue and/or inhibition of the adverse effects of fatty acids on cell damage and death. The latter option involves using PPAR agonists and drugs that modulate the transport of fatty acids via carnitine into the interior of the mitochondria or the redirection of long-chain fatty acids to peroxisomes.",
publisher = "MDPI",
journal = "International Journal of Molecular Sciences, International Journal of Molecular Sciences",
title = "Lipidomics provides new insight into pathogenesis and therapeutic targets of the ischemia—reperfusion injury",
volume = "22",
number = "6",
pages = "2798",
doi = "10.3390/ijms22062798"
}
Todorović, Z. B., Đurašević, S., Stojković, M., Grigorov, I., Pavlović, S. Z., Jasnić, N., Tosti, T., Macut Bjekić, J., Thiemermann, C.,& Popović-Đorđević, J.. (2021). Lipidomics provides new insight into pathogenesis and therapeutic targets of the ischemia—reperfusion injury. in International Journal of Molecular Sciences
MDPI., 22(6), 2798.
https://doi.org/10.3390/ijms22062798
Todorović ZB, Đurašević S, Stojković M, Grigorov I, Pavlović SZ, Jasnić N, Tosti T, Macut Bjekić J, Thiemermann C, Popović-Đorđević J. Lipidomics provides new insight into pathogenesis and therapeutic targets of the ischemia—reperfusion injury. in International Journal of Molecular Sciences. 2021;22(6):2798.
doi:10.3390/ijms22062798 .
Todorović, Zoran B., Đurašević, Siniša, Stojković, Maja, Grigorov, Ilijana, Pavlović, Slađan Z., Jasnić, Nebojša, Tosti, Tomislav, Macut Bjekić, Jelica, Thiemermann, Christoph, Popović-Đorđević, Jelena, "Lipidomics provides new insight into pathogenesis and therapeutic targets of the ischemia—reperfusion injury" in International Journal of Molecular Sciences, 22, no. 6 (2021):2798,
https://doi.org/10.3390/ijms22062798 . .
12
1
10
8

The Effects of a Meldonium Pre-Treatment on the Course of the Faecal-Induced Sepsis in Rats

Đurašević, Siniša; Ružičić, Aleksandra; Lakić, Iva; Tosti, Tomislav; Đurović, Saša; Glumac, Sofija; Pavlović, Slađan Z.; Borković-Mitić, Slavica S.; Grigorov, Ilijana; Stanković, Sanja; Jasnić, Nebojša; Popović-Đorđević, Jelena; Todorović, Zoran B.

(MDPI, 2021)

TY  - JOUR
AU  - Đurašević, Siniša
AU  - Ružičić, Aleksandra
AU  - Lakić, Iva
AU  - Tosti, Tomislav
AU  - Đurović, Saša
AU  - Glumac, Sofija
AU  - Pavlović, Slađan Z.
AU  - Borković-Mitić, Slavica S.
AU  - Grigorov, Ilijana
AU  - Stanković, Sanja
AU  - Jasnić, Nebojša
AU  - Popović-Đorđević, Jelena
AU  - Todorović, Zoran B.
PY  - 2021
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4671
AB  - Sepsis is a life-threatening condition caused by the dysregulated and overwhelming response to infection, accompanied by an exaggerated pro-inflammatory state and lipid metabolism disturbance leading to sequential organ failure. Meldonium is an anti-ischemic and anti-inflammatory agent which negatively interferes with lipid metabolism by shifting energy production from fatty acid oxidation to glycolysis, as a less oxygen-demanding pathway. Thus, we investigated the effects of a four-week meldonium pre-treatment on faecal-induced sepsis in Sprague-Dawley male rats. Surprisingly, under septic conditions, meldonium increased animal mortality rate compared with the meldonium non-treated group. However, analysis of the tissue oxidative status did not provide support for the detrimental effects of meldonium, nor did the analysis of the tissue inflammatory status showing anti-inflammatory, anti-apoptotic, and anti-necrotic effects of meldonium. After performing tissue lipidomic analysis, we concluded that the potential cause of the meldonium harmful effect is to be found in the overall decreased lipid metabolism. The present study underlines the importance of uninterrupted energy production in sepsis, closely drawing attention to the possible harmful effects of lipid-mobilization impairment caused by certain therapeutics. This could lead to the much-needed revision of the existing guidelines in the clinical treatment of sepsis while paving the way for discovering new therapeutic approaches.
PB  - MDPI
T2  - International Journal of Molecular Sciences
T1  - The Effects of a Meldonium Pre-Treatment on the Course of the Faecal-Induced Sepsis in Rats
VL  - 22
IS  - 18
SP  - 9698
DO  - 10.3390/ijms22189698
ER  - 
@article{
author = "Đurašević, Siniša and Ružičić, Aleksandra and Lakić, Iva and Tosti, Tomislav and Đurović, Saša and Glumac, Sofija and Pavlović, Slađan Z. and Borković-Mitić, Slavica S. and Grigorov, Ilijana and Stanković, Sanja and Jasnić, Nebojša and Popović-Đorđević, Jelena and Todorović, Zoran B.",
year = "2021",
abstract = "Sepsis is a life-threatening condition caused by the dysregulated and overwhelming response to infection, accompanied by an exaggerated pro-inflammatory state and lipid metabolism disturbance leading to sequential organ failure. Meldonium is an anti-ischemic and anti-inflammatory agent which negatively interferes with lipid metabolism by shifting energy production from fatty acid oxidation to glycolysis, as a less oxygen-demanding pathway. Thus, we investigated the effects of a four-week meldonium pre-treatment on faecal-induced sepsis in Sprague-Dawley male rats. Surprisingly, under septic conditions, meldonium increased animal mortality rate compared with the meldonium non-treated group. However, analysis of the tissue oxidative status did not provide support for the detrimental effects of meldonium, nor did the analysis of the tissue inflammatory status showing anti-inflammatory, anti-apoptotic, and anti-necrotic effects of meldonium. After performing tissue lipidomic analysis, we concluded that the potential cause of the meldonium harmful effect is to be found in the overall decreased lipid metabolism. The present study underlines the importance of uninterrupted energy production in sepsis, closely drawing attention to the possible harmful effects of lipid-mobilization impairment caused by certain therapeutics. This could lead to the much-needed revision of the existing guidelines in the clinical treatment of sepsis while paving the way for discovering new therapeutic approaches.",
publisher = "MDPI",
journal = "International Journal of Molecular Sciences",
title = "The Effects of a Meldonium Pre-Treatment on the Course of the Faecal-Induced Sepsis in Rats",
volume = "22",
number = "18",
pages = "9698",
doi = "10.3390/ijms22189698"
}
Đurašević, S., Ružičić, A., Lakić, I., Tosti, T., Đurović, S., Glumac, S., Pavlović, S. Z., Borković-Mitić, S. S., Grigorov, I., Stanković, S., Jasnić, N., Popović-Đorđević, J.,& Todorović, Z. B.. (2021). The Effects of a Meldonium Pre-Treatment on the Course of the Faecal-Induced Sepsis in Rats. in International Journal of Molecular Sciences
MDPI., 22(18), 9698.
https://doi.org/10.3390/ijms22189698
Đurašević S, Ružičić A, Lakić I, Tosti T, Đurović S, Glumac S, Pavlović SZ, Borković-Mitić SS, Grigorov I, Stanković S, Jasnić N, Popović-Đorđević J, Todorović ZB. The Effects of a Meldonium Pre-Treatment on the Course of the Faecal-Induced Sepsis in Rats. in International Journal of Molecular Sciences. 2021;22(18):9698.
doi:10.3390/ijms22189698 .
Đurašević, Siniša, Ružičić, Aleksandra, Lakić, Iva, Tosti, Tomislav, Đurović, Saša, Glumac, Sofija, Pavlović, Slađan Z., Borković-Mitić, Slavica S., Grigorov, Ilijana, Stanković, Sanja, Jasnić, Nebojša, Popović-Đorđević, Jelena, Todorović, Zoran B., "The Effects of a Meldonium Pre-Treatment on the Course of the Faecal-Induced Sepsis in Rats" in International Journal of Molecular Sciences, 22, no. 18 (2021):9698,
https://doi.org/10.3390/ijms22189698 . .
2
3
2
3
2

Lipids and Antiplatelet Therapy: Important Considerations and Future Perspectives

Đukanović, Nina; Obradović, Slobodan; Zdravković, Marija; Đurašević, Siniša; Stojković, Maja; Jasnić, Nebojša; Popović-Đorđević, Jelena; Todorović, Zoran B.; Tosti, Tomislav

(MDPI, 2021)

TY  - JOUR
AU  - Đukanović, Nina
AU  - Obradović, Slobodan
AU  - Zdravković, Marija
AU  - Đurašević, Siniša
AU  - Stojković, Maja
AU  - Jasnić, Nebojša
AU  - Popović-Đorđević, Jelena
AU  - Todorović, Zoran B.
AU  - Tosti, Tomislav
PY  - 2021
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4361
AB  - Lipids play an essential role in platelet functions. It is known that polyunsaturated fatty acids play a role in increasing platelet reactivity and that the prothrombotic phenotype plays a crucial role in the occurrence of major adverse cardiovascular events. The ongoing increase in cardiovascular diseases’ incidence emphasizes the importance of research linking lipids and platelet function. In particular, the rebound phenomenon that accompanies discontinuation of clopidogrel in patients receiving dual antiplatelet therapy has been associated with changes in the lipid profile. Our many years of research underline the importance of reduced HDL values for the risk of such a rebound effect and the occurrence of thromboembolic events. Lipids are otherwise a heterogeneous group of molecules, and their signaling molecules are not deposited but formed “on-demand” in the cell. On the other hand, exosomes transmit lipid signals between cells, and the profile of such changes can be monitored by lipidomics. Changes in the lipid profile are organ-specific and may indicate new drug action targets.
PB  - MDPI
T2  - International Journal of Molecular Sciences
T1  - Lipids and Antiplatelet Therapy: Important Considerations and Future Perspectives
VL  - 22
IS  - 6
SP  - 3180
DO  - 10.3390/ijms22063180
ER  - 
@article{
author = "Đukanović, Nina and Obradović, Slobodan and Zdravković, Marija and Đurašević, Siniša and Stojković, Maja and Jasnić, Nebojša and Popović-Đorđević, Jelena and Todorović, Zoran B. and Tosti, Tomislav",
year = "2021",
abstract = "Lipids play an essential role in platelet functions. It is known that polyunsaturated fatty acids play a role in increasing platelet reactivity and that the prothrombotic phenotype plays a crucial role in the occurrence of major adverse cardiovascular events. The ongoing increase in cardiovascular diseases’ incidence emphasizes the importance of research linking lipids and platelet function. In particular, the rebound phenomenon that accompanies discontinuation of clopidogrel in patients receiving dual antiplatelet therapy has been associated with changes in the lipid profile. Our many years of research underline the importance of reduced HDL values for the risk of such a rebound effect and the occurrence of thromboembolic events. Lipids are otherwise a heterogeneous group of molecules, and their signaling molecules are not deposited but formed “on-demand” in the cell. On the other hand, exosomes transmit lipid signals between cells, and the profile of such changes can be monitored by lipidomics. Changes in the lipid profile are organ-specific and may indicate new drug action targets.",
publisher = "MDPI",
journal = "International Journal of Molecular Sciences",
title = "Lipids and Antiplatelet Therapy: Important Considerations and Future Perspectives",
volume = "22",
number = "6",
pages = "3180",
doi = "10.3390/ijms22063180"
}
Đukanović, N., Obradović, S., Zdravković, M., Đurašević, S., Stojković, M., Jasnić, N., Popović-Đorđević, J., Todorović, Z. B.,& Tosti, T.. (2021). Lipids and Antiplatelet Therapy: Important Considerations and Future Perspectives. in International Journal of Molecular Sciences
MDPI., 22(6), 3180.
https://doi.org/10.3390/ijms22063180
Đukanović N, Obradović S, Zdravković M, Đurašević S, Stojković M, Jasnić N, Popović-Đorđević J, Todorović ZB, Tosti T. Lipids and Antiplatelet Therapy: Important Considerations and Future Perspectives. in International Journal of Molecular Sciences. 2021;22(6):3180.
doi:10.3390/ijms22063180 .
Đukanović, Nina, Obradović, Slobodan, Zdravković, Marija, Đurašević, Siniša, Stojković, Maja, Jasnić, Nebojša, Popović-Đorđević, Jelena, Todorović, Zoran B., Tosti, Tomislav, "Lipids and Antiplatelet Therapy: Important Considerations and Future Perspectives" in International Journal of Molecular Sciences, 22, no. 6 (2021):3180,
https://doi.org/10.3390/ijms22063180 . .
4
9
2
7
7

Effects of fullerene C60 supplementation on gut microbiota and glucose and lipid homeostasis in rats

Đurašević, Siniša; Nikolić, Gorana; Todorović, Ana; Drakulić, Dunja; Pejić, Snežana; Martinović, Vesna; Mitić-Ćulafić, Dragana; Milić, Dragana; Kop, Tatjana; Jasnić, Nebojša; Popović-Đorđević, Jelena; Todorović, Zoran B.

(Elsevier, 2020)

TY  - JOUR
AU  - Đurašević, Siniša
AU  - Nikolić, Gorana
AU  - Todorović, Ana
AU  - Drakulić, Dunja
AU  - Pejić, Snežana
AU  - Martinović, Vesna
AU  - Mitić-Ćulafić, Dragana
AU  - Milić, Dragana
AU  - Kop, Tatjana
AU  - Jasnić, Nebojša
AU  - Popović-Đorđević, Jelena
AU  - Todorović, Zoran B.
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3994
AB  - The effects of twelve weeks of supplementation with fullerene C60 olive/coconut oil solution on a broad spectrum of parameters in rats were examined. The tissue bioaccumulation of C60 was shown to be tissue-specific, with the liver, heart, and adrenal glands being the organs of the greatest, and the kidney, brain, and spleen being the organs of the smallest accumulation. C60 did not change aspartate aminotransferase, alanine aminotransferase, and alkaline phosphatase serum activities level, nor the damage of liver cells DNA. There were no effects of fullerene on prooxidant-antioxidant balance in the liver, kidney, spleen, heart, and brain, nor any visible harmful effects on the liver, heart, aorta, spleen, kidney, and small intestine histology. Fullerene changed the gut microbiota structure towards the bacteria that ameliorate lipid homeostasis, causing a serum triglycerides concentration decrease. However, C60 significantly increased the insulin resistance, serum ascorbate oxidation, and brain malondialdehyde and advanced oxidation protein products level. The deteriorative effects of C60 on the brain and serum could be attributed to the specific physicochemical composition of these tissues, potentiating the C60 aggregation or biotransformation as the key element of its pro-oxidative action.
PB  - Elsevier
T2  - Food and Chemical Toxicology
T1  - Effects of fullerene C60 supplementation on gut microbiota and glucose and lipid homeostasis in rats
VL  - 140
DO  - 10.1016/j.fct.2020.111302
ER  - 
@article{
author = "Đurašević, Siniša and Nikolić, Gorana and Todorović, Ana and Drakulić, Dunja and Pejić, Snežana and Martinović, Vesna and Mitić-Ćulafić, Dragana and Milić, Dragana and Kop, Tatjana and Jasnić, Nebojša and Popović-Đorđević, Jelena and Todorović, Zoran B.",
year = "2020",
abstract = "The effects of twelve weeks of supplementation with fullerene C60 olive/coconut oil solution on a broad spectrum of parameters in rats were examined. The tissue bioaccumulation of C60 was shown to be tissue-specific, with the liver, heart, and adrenal glands being the organs of the greatest, and the kidney, brain, and spleen being the organs of the smallest accumulation. C60 did not change aspartate aminotransferase, alanine aminotransferase, and alkaline phosphatase serum activities level, nor the damage of liver cells DNA. There were no effects of fullerene on prooxidant-antioxidant balance in the liver, kidney, spleen, heart, and brain, nor any visible harmful effects on the liver, heart, aorta, spleen, kidney, and small intestine histology. Fullerene changed the gut microbiota structure towards the bacteria that ameliorate lipid homeostasis, causing a serum triglycerides concentration decrease. However, C60 significantly increased the insulin resistance, serum ascorbate oxidation, and brain malondialdehyde and advanced oxidation protein products level. The deteriorative effects of C60 on the brain and serum could be attributed to the specific physicochemical composition of these tissues, potentiating the C60 aggregation or biotransformation as the key element of its pro-oxidative action.",
publisher = "Elsevier",
journal = "Food and Chemical Toxicology",
title = "Effects of fullerene C60 supplementation on gut microbiota and glucose and lipid homeostasis in rats",
volume = "140",
doi = "10.1016/j.fct.2020.111302"
}
Đurašević, S., Nikolić, G., Todorović, A., Drakulić, D., Pejić, S., Martinović, V., Mitić-Ćulafić, D., Milić, D., Kop, T., Jasnić, N., Popović-Đorđević, J.,& Todorović, Z. B.. (2020). Effects of fullerene C60 supplementation on gut microbiota and glucose and lipid homeostasis in rats. in Food and Chemical Toxicology
Elsevier., 140.
https://doi.org/10.1016/j.fct.2020.111302
Đurašević S, Nikolić G, Todorović A, Drakulić D, Pejić S, Martinović V, Mitić-Ćulafić D, Milić D, Kop T, Jasnić N, Popović-Đorđević J, Todorović ZB. Effects of fullerene C60 supplementation on gut microbiota and glucose and lipid homeostasis in rats. in Food and Chemical Toxicology. 2020;140.
doi:10.1016/j.fct.2020.111302 .
Đurašević, Siniša, Nikolić, Gorana, Todorović, Ana, Drakulić, Dunja, Pejić, Snežana, Martinović, Vesna, Mitić-Ćulafić, Dragana, Milić, Dragana, Kop, Tatjana, Jasnić, Nebojša, Popović-Đorđević, Jelena, Todorović, Zoran B., "Effects of fullerene C60 supplementation on gut microbiota and glucose and lipid homeostasis in rats" in Food and Chemical Toxicology, 140 (2020),
https://doi.org/10.1016/j.fct.2020.111302 . .
1
12
4
11
10

The effects of meldonium on the renal acute ischemia/reperfusion injury in rats

Đurašević, Siniša; Stojković, Maja; Bogdanović, Ljiljana; Pavlović, Slađan Z.; Borković-Mitić, Slavica S.; Grigorov, Ilijana; Bogojević, Desanka; Jasnić, Nebojša; Tosti, Tomislav; Đurović, Saša; Popović-Đorđević, Jelena; Todorović, Zoran B.

(MDPI, 2019)

TY  - JOUR
AU  - Đurašević, Siniša
AU  - Stojković, Maja
AU  - Bogdanović, Ljiljana
AU  - Pavlović, Slađan Z.
AU  - Borković-Mitić, Slavica S.
AU  - Grigorov, Ilijana
AU  - Bogojević, Desanka
AU  - Jasnić, Nebojša
AU  - Tosti, Tomislav
AU  - Đurović, Saša
AU  - Popović-Đorđević, Jelena
AU  - Todorović, Zoran B.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3767
AB  - Acute renal ischemia/reperfusion (I/R) injury is a clinical condition that is challenging to treat. Meldonium is an anti-ischemic agent that shifts energy production from fatty acid oxidation to less oxygen-consuming glycolysis. Thus, in this study we investigated the effects of a four-week meldonium pre-treatment (300 mg/kg b.m./day) on acute renal I/R in male rats (Wistar strain). Our results showed that meldonium decreased animal body mass gain, food and water intake, and carnitine, glucose, and lactic acid kidney content. In kidneys of animals subjected to I/R, meldonium increased phosphorylation of mitogen-activated protein kinase p38 and protein kinase B, and increased the expression of nuclear factor erythroid 2-related factor 2 and haeme oxygenase 1, causing manganese superoxide dismutase expression and activity to increase, as well as lipid peroxidation, cooper-zinc superoxide dismutase, glutathione peroxidase, and glutathione reductase activities to decrease. By decreasing the kidney Bax/Bcl2 expression ratio and kidney and serum high mobility group box 1 protein content, meldonium reduced apoptotic and necrotic events in I/R, as confirmed by kidney histology. Meldonium increased adrenal noradrenaline content and serum, adrenal, hepatic, and renal ascorbic/dehydroascorbic acid ratio, which caused complex changes in renal lipidomics. Taken together, our results have confirmed that meldonium pretreatment protects against I/R-induced oxidative stress and apoptosis/necrosis.
PB  - MDPI
T2  - International Journal of Molecular Sciences
T1  - The effects of meldonium on the renal acute ischemia/reperfusion injury in rats
VL  - 20
IS  - 22
DO  - 10.3390/ijms20225747
ER  - 
@article{
author = "Đurašević, Siniša and Stojković, Maja and Bogdanović, Ljiljana and Pavlović, Slađan Z. and Borković-Mitić, Slavica S. and Grigorov, Ilijana and Bogojević, Desanka and Jasnić, Nebojša and Tosti, Tomislav and Đurović, Saša and Popović-Đorđević, Jelena and Todorović, Zoran B.",
year = "2019",
abstract = "Acute renal ischemia/reperfusion (I/R) injury is a clinical condition that is challenging to treat. Meldonium is an anti-ischemic agent that shifts energy production from fatty acid oxidation to less oxygen-consuming glycolysis. Thus, in this study we investigated the effects of a four-week meldonium pre-treatment (300 mg/kg b.m./day) on acute renal I/R in male rats (Wistar strain). Our results showed that meldonium decreased animal body mass gain, food and water intake, and carnitine, glucose, and lactic acid kidney content. In kidneys of animals subjected to I/R, meldonium increased phosphorylation of mitogen-activated protein kinase p38 and protein kinase B, and increased the expression of nuclear factor erythroid 2-related factor 2 and haeme oxygenase 1, causing manganese superoxide dismutase expression and activity to increase, as well as lipid peroxidation, cooper-zinc superoxide dismutase, glutathione peroxidase, and glutathione reductase activities to decrease. By decreasing the kidney Bax/Bcl2 expression ratio and kidney and serum high mobility group box 1 protein content, meldonium reduced apoptotic and necrotic events in I/R, as confirmed by kidney histology. Meldonium increased adrenal noradrenaline content and serum, adrenal, hepatic, and renal ascorbic/dehydroascorbic acid ratio, which caused complex changes in renal lipidomics. Taken together, our results have confirmed that meldonium pretreatment protects against I/R-induced oxidative stress and apoptosis/necrosis.",
publisher = "MDPI",
journal = "International Journal of Molecular Sciences",
title = "The effects of meldonium on the renal acute ischemia/reperfusion injury in rats",
volume = "20",
number = "22",
doi = "10.3390/ijms20225747"
}
Đurašević, S., Stojković, M., Bogdanović, L., Pavlović, S. Z., Borković-Mitić, S. S., Grigorov, I., Bogojević, D., Jasnić, N., Tosti, T., Đurović, S., Popović-Đorđević, J.,& Todorović, Z. B.. (2019). The effects of meldonium on the renal acute ischemia/reperfusion injury in rats. in International Journal of Molecular Sciences
MDPI., 20(22).
https://doi.org/10.3390/ijms20225747
Đurašević S, Stojković M, Bogdanović L, Pavlović SZ, Borković-Mitić SS, Grigorov I, Bogojević D, Jasnić N, Tosti T, Đurović S, Popović-Đorđević J, Todorović ZB. The effects of meldonium on the renal acute ischemia/reperfusion injury in rats. in International Journal of Molecular Sciences. 2019;20(22).
doi:10.3390/ijms20225747 .
Đurašević, Siniša, Stojković, Maja, Bogdanović, Ljiljana, Pavlović, Slađan Z., Borković-Mitić, Slavica S., Grigorov, Ilijana, Bogojević, Desanka, Jasnić, Nebojša, Tosti, Tomislav, Đurović, Saša, Popović-Đorđević, Jelena, Todorović, Zoran B., "The effects of meldonium on the renal acute ischemia/reperfusion injury in rats" in International Journal of Molecular Sciences, 20, no. 22 (2019),
https://doi.org/10.3390/ijms20225747 . .
16
6
13
13

Influence of various cosolvents on the calcium oxide-catalyzed ethanolysis of sunflower oil

Đokić-Stojanović, Dušica R.; Todorović, Zoran B.; Troter, Dragan Z.; Stamenković, Olivera S.; Veselinović, Ljiljana M.; Zdujić, Miodrag V.; Manojlović, Dragan D.; Veljković, Vlada B.

(2019)

TY  - JOUR
AU  - Đokić-Stojanović, Dušica R.
AU  - Todorović, Zoran B.
AU  - Troter, Dragan Z.
AU  - Stamenković, Olivera S.
AU  - Veselinović, Ljiljana M.
AU  - Zdujić, Miodrag V.
AU  - Manojlović, Dragan D.
AU  - Veljković, Vlada B.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3042
AB  - Ten organic solvents (triethanolamine, diethanolamine, ethylene glycol, methyl ethyl ketone, n-hexane, triethylamine, ethylene glycol dimethyl ether, glycerol, tetrahydrofuran and dioxane) were applied as cosolvents in the CaO-catalyzed ethanolysis of sunflower oil performed in a batch stirred reactor under the following reaction conditions: temperature 70 °C, ethanol-to-oil mole ratio 12:1, initial catalyst concentration 1.374 mol·L -1 and amount of cosolvent 20 % based on the oil amount. The main goals were to assess the effect of the used cosolvents on the synthesis of fatty acid ethyl esters (FAEE) and to select the most efficient one with respect to the final FAEE content, reaction duration and safety profile. In the absence of any cosolvent, the reaction was rather slow, providing a FAEE content of only 89.7±1.7 % after 4 h. Of the tested cosolvents, diethanolamine, triethanolamine and ethylene glycol significantly accelerated the ethanolysis reaction, whereby the last two provided a final FAEE content of 93.1±2.1 and 94.1±1.5 %, respectively, within 0.5 h. However, because of its safety profile, triethanolamine was selected as the best cosolvent for the ethanolysis of sunflower oil catalyzed by calcined CaO.
T2  - Journal of the Serbian Chemical Society
T1  - Influence of various cosolvents on the calcium oxide-catalyzed ethanolysis of sunflower oil
VL  - 84
IS  - 3
SP  - 253
EP  - 265
DO  - 10.2298/JSC180827007D
ER  - 
@article{
author = "Đokić-Stojanović, Dušica R. and Todorović, Zoran B. and Troter, Dragan Z. and Stamenković, Olivera S. and Veselinović, Ljiljana M. and Zdujić, Miodrag V. and Manojlović, Dragan D. and Veljković, Vlada B.",
year = "2019",
abstract = "Ten organic solvents (triethanolamine, diethanolamine, ethylene glycol, methyl ethyl ketone, n-hexane, triethylamine, ethylene glycol dimethyl ether, glycerol, tetrahydrofuran and dioxane) were applied as cosolvents in the CaO-catalyzed ethanolysis of sunflower oil performed in a batch stirred reactor under the following reaction conditions: temperature 70 °C, ethanol-to-oil mole ratio 12:1, initial catalyst concentration 1.374 mol·L -1 and amount of cosolvent 20 % based on the oil amount. The main goals were to assess the effect of the used cosolvents on the synthesis of fatty acid ethyl esters (FAEE) and to select the most efficient one with respect to the final FAEE content, reaction duration and safety profile. In the absence of any cosolvent, the reaction was rather slow, providing a FAEE content of only 89.7±1.7 % after 4 h. Of the tested cosolvents, diethanolamine, triethanolamine and ethylene glycol significantly accelerated the ethanolysis reaction, whereby the last two provided a final FAEE content of 93.1±2.1 and 94.1±1.5 %, respectively, within 0.5 h. However, because of its safety profile, triethanolamine was selected as the best cosolvent for the ethanolysis of sunflower oil catalyzed by calcined CaO.",
journal = "Journal of the Serbian Chemical Society",
title = "Influence of various cosolvents on the calcium oxide-catalyzed ethanolysis of sunflower oil",
volume = "84",
number = "3",
pages = "253-265",
doi = "10.2298/JSC180827007D"
}
Đokić-Stojanović, D. R., Todorović, Z. B., Troter, D. Z., Stamenković, O. S., Veselinović, L. M., Zdujić, M. V., Manojlović, D. D.,& Veljković, V. B.. (2019). Influence of various cosolvents on the calcium oxide-catalyzed ethanolysis of sunflower oil. in Journal of the Serbian Chemical Society, 84(3), 253-265.
https://doi.org/10.2298/JSC180827007D
Đokić-Stojanović DR, Todorović ZB, Troter DZ, Stamenković OS, Veselinović LM, Zdujić MV, Manojlović DD, Veljković VB. Influence of various cosolvents on the calcium oxide-catalyzed ethanolysis of sunflower oil. in Journal of the Serbian Chemical Society. 2019;84(3):253-265.
doi:10.2298/JSC180827007D .
Đokić-Stojanović, Dušica R., Todorović, Zoran B., Troter, Dragan Z., Stamenković, Olivera S., Veselinović, Ljiljana M., Zdujić, Miodrag V., Manojlović, Dragan D., Veljković, Vlada B., "Influence of various cosolvents on the calcium oxide-catalyzed ethanolysis of sunflower oil" in Journal of the Serbian Chemical Society, 84, no. 3 (2019):253-265,
https://doi.org/10.2298/JSC180827007D . .
3
2
4
3

Triethanolamine as an efficient cosolvent for biodiesel production by cao-catalyzed sunflower oil ethanolysis: An optimization study

Đokić-Stojanović, Dušica R.; Todorović, Zoran B.; Troter, Dragan Z.; Stamenković, Olivera S.; Veselinović, Ljiljana M.; Zdujić, Miodrag V.; Manojlović, Dragan D.; Veljković, Vlada B.

(Association of Chemists and Chemical Engineers of Serbia, 2019)

TY  - JOUR
AU  - Đokić-Stojanović, Dušica R.
AU  - Todorović, Zoran B.
AU  - Troter, Dragan Z.
AU  - Stamenković, Olivera S.
AU  - Veselinović, Ljiljana M.
AU  - Zdujić, Miodrag V.
AU  - Manojlović, Dragan D.
AU  - Veljković, Vlada B.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3797
AB  - Triethanolamine was applied as an efficient „green“ cosolvent for biodiesel production by CaO-catalyzed ethanolysis of sunflower oil. The reaction was conducted in a batch stirred reactor and optimized with respect to the reaction temperature (61.6-78.4 °C), the ethanol-to-oil molar ratio (7:1-17:1) and the cosolvent loading (3-36 % of the oil weight) by using a rotatable central composite design (RCCD) combined with the response surface methodology (RSM). The optimal reaction conditions were found to be: the ethanol-to-oil molar ratio of 9:1, the reaction temperature of 75 °C and the cosolvent loading of 30 % to oil weight, which resulted in the predicted and actual fatty acid ethyl ester (FAEE) contents of 98.8 % and 97.9±1.3 %, respectively, achieved within only 20 min of the reaction. Also, high FAEE contents were obtained with expired sunflower oil, hempseed oil and waste lard. X-ray diffraction analysis (XRD) was used to understand the changes in the CaO phase. The CaO catalyst can be used without any treatment in two consecutive cycles. Due to the calcium leaching into the product, an additional purification stage must be included in the overall process.
PB  - Association of Chemists and Chemical Engineers of Serbia
T2  - Hemijska Industrija
T1  - Triethanolamine as an efficient cosolvent for biodiesel production by cao-catalyzed sunflower oil ethanolysis: An optimization study
VL  - 73
IS  - 6
SP  - 351
EP  - 362
DO  - 10.2298/HEMIND190822033D
ER  - 
@article{
author = "Đokić-Stojanović, Dušica R. and Todorović, Zoran B. and Troter, Dragan Z. and Stamenković, Olivera S. and Veselinović, Ljiljana M. and Zdujić, Miodrag V. and Manojlović, Dragan D. and Veljković, Vlada B.",
year = "2019",
abstract = "Triethanolamine was applied as an efficient „green“ cosolvent for biodiesel production by CaO-catalyzed ethanolysis of sunflower oil. The reaction was conducted in a batch stirred reactor and optimized with respect to the reaction temperature (61.6-78.4 °C), the ethanol-to-oil molar ratio (7:1-17:1) and the cosolvent loading (3-36 % of the oil weight) by using a rotatable central composite design (RCCD) combined with the response surface methodology (RSM). The optimal reaction conditions were found to be: the ethanol-to-oil molar ratio of 9:1, the reaction temperature of 75 °C and the cosolvent loading of 30 % to oil weight, which resulted in the predicted and actual fatty acid ethyl ester (FAEE) contents of 98.8 % and 97.9±1.3 %, respectively, achieved within only 20 min of the reaction. Also, high FAEE contents were obtained with expired sunflower oil, hempseed oil and waste lard. X-ray diffraction analysis (XRD) was used to understand the changes in the CaO phase. The CaO catalyst can be used without any treatment in two consecutive cycles. Due to the calcium leaching into the product, an additional purification stage must be included in the overall process.",
publisher = "Association of Chemists and Chemical Engineers of Serbia",
journal = "Hemijska Industrija",
title = "Triethanolamine as an efficient cosolvent for biodiesel production by cao-catalyzed sunflower oil ethanolysis: An optimization study",
volume = "73",
number = "6",
pages = "351-362",
doi = "10.2298/HEMIND190822033D"
}
Đokić-Stojanović, D. R., Todorović, Z. B., Troter, D. Z., Stamenković, O. S., Veselinović, L. M., Zdujić, M. V., Manojlović, D. D.,& Veljković, V. B.. (2019). Triethanolamine as an efficient cosolvent for biodiesel production by cao-catalyzed sunflower oil ethanolysis: An optimization study. in Hemijska Industrija
Association of Chemists and Chemical Engineers of Serbia., 73(6), 351-362.
https://doi.org/10.2298/HEMIND190822033D
Đokić-Stojanović DR, Todorović ZB, Troter DZ, Stamenković OS, Veselinović LM, Zdujić MV, Manojlović DD, Veljković VB. Triethanolamine as an efficient cosolvent for biodiesel production by cao-catalyzed sunflower oil ethanolysis: An optimization study. in Hemijska Industrija. 2019;73(6):351-362.
doi:10.2298/HEMIND190822033D .
Đokić-Stojanović, Dušica R., Todorović, Zoran B., Troter, Dragan Z., Stamenković, Olivera S., Veselinović, Ljiljana M., Zdujić, Miodrag V., Manojlović, Dragan D., Veljković, Vlada B., "Triethanolamine as an efficient cosolvent for biodiesel production by cao-catalyzed sunflower oil ethanolysis: An optimization study" in Hemijska Industrija, 73, no. 6 (2019):351-362,
https://doi.org/10.2298/HEMIND190822033D . .
4
2
4
3

Supplementary data for article: Đokić-Stojanović, D. R.; Todorović, Z. B.; Troter, D. Z.; Stamenković, O. S.; Veselinović, L. M.; Zdujić, M. V.; Manojlović, D. D.; Veljković, V. B. Triethanolamine as an Efficient Cosolvent for Biodiesel Production by Cao-Catalyzed Sunflower Oil Ethanolysis: An Optimization Study. Hemijska Industrija 2019, 73 (6), 351–362. https://doi.org/10.2298/HEMIND190822033D

Đokić-Stojanović, Dušica R.; Todorović, Zoran B.; Troter, Dragan Z.; Stamenković, Olivera S.; Veselinović, Ljiljana M.; Zdujić, Miodrag V.; Manojlović, Dragan D.; Veljković, Vlada B.

(Association of Chemists and Chemical Engineers of Serbia, 2019)

TY  - DATA
AU  - Đokić-Stojanović, Dušica R.
AU  - Todorović, Zoran B.
AU  - Troter, Dragan Z.
AU  - Stamenković, Olivera S.
AU  - Veselinović, Ljiljana M.
AU  - Zdujić, Miodrag V.
AU  - Manojlović, Dragan D.
AU  - Veljković, Vlada B.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3798
PB  - Association of Chemists and Chemical Engineers of Serbia
T2  - Hemijska Industrija
T1  - Supplementary data for article: Đokić-Stojanović, D. R.; Todorović, Z. B.; Troter, D. Z.; Stamenković, O. S.; Veselinović, L. M.; Zdujić, M. V.; Manojlović, D. D.; Veljković, V. B. Triethanolamine as an Efficient Cosolvent for Biodiesel Production by Cao-Catalyzed Sunflower Oil Ethanolysis: An Optimization Study. Hemijska Industrija 2019, 73 (6), 351–362. https://doi.org/10.2298/HEMIND190822033D
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3798
ER  - 
@misc{
author = "Đokić-Stojanović, Dušica R. and Todorović, Zoran B. and Troter, Dragan Z. and Stamenković, Olivera S. and Veselinović, Ljiljana M. and Zdujić, Miodrag V. and Manojlović, Dragan D. and Veljković, Vlada B.",
year = "2019",
publisher = "Association of Chemists and Chemical Engineers of Serbia",
journal = "Hemijska Industrija",
title = "Supplementary data for article: Đokić-Stojanović, D. R.; Todorović, Z. B.; Troter, D. Z.; Stamenković, O. S.; Veselinović, L. M.; Zdujić, M. V.; Manojlović, D. D.; Veljković, V. B. Triethanolamine as an Efficient Cosolvent for Biodiesel Production by Cao-Catalyzed Sunflower Oil Ethanolysis: An Optimization Study. Hemijska Industrija 2019, 73 (6), 351–362. https://doi.org/10.2298/HEMIND190822033D",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3798"
}
Đokić-Stojanović, D. R., Todorović, Z. B., Troter, D. Z., Stamenković, O. S., Veselinović, L. M., Zdujić, M. V., Manojlović, D. D.,& Veljković, V. B.. (2019). Supplementary data for article: Đokić-Stojanović, D. R.; Todorović, Z. B.; Troter, D. Z.; Stamenković, O. S.; Veselinović, L. M.; Zdujić, M. V.; Manojlović, D. D.; Veljković, V. B. Triethanolamine as an Efficient Cosolvent for Biodiesel Production by Cao-Catalyzed Sunflower Oil Ethanolysis: An Optimization Study. Hemijska Industrija 2019, 73 (6), 351–362. https://doi.org/10.2298/HEMIND190822033D. in Hemijska Industrija
Association of Chemists and Chemical Engineers of Serbia..
https://hdl.handle.net/21.15107/rcub_cherry_3798
Đokić-Stojanović DR, Todorović ZB, Troter DZ, Stamenković OS, Veselinović LM, Zdujić MV, Manojlović DD, Veljković VB. Supplementary data for article: Đokić-Stojanović, D. R.; Todorović, Z. B.; Troter, D. Z.; Stamenković, O. S.; Veselinović, L. M.; Zdujić, M. V.; Manojlović, D. D.; Veljković, V. B. Triethanolamine as an Efficient Cosolvent for Biodiesel Production by Cao-Catalyzed Sunflower Oil Ethanolysis: An Optimization Study. Hemijska Industrija 2019, 73 (6), 351–362. https://doi.org/10.2298/HEMIND190822033D. in Hemijska Industrija. 2019;.
https://hdl.handle.net/21.15107/rcub_cherry_3798 .
Đokić-Stojanović, Dušica R., Todorović, Zoran B., Troter, Dragan Z., Stamenković, Olivera S., Veselinović, Ljiljana M., Zdujić, Miodrag V., Manojlović, Dragan D., Veljković, Vlada B., "Supplementary data for article: Đokić-Stojanović, D. R.; Todorović, Z. B.; Troter, D. Z.; Stamenković, O. S.; Veselinović, L. M.; Zdujić, M. V.; Manojlović, D. D.; Veljković, V. B. Triethanolamine as an Efficient Cosolvent for Biodiesel Production by Cao-Catalyzed Sunflower Oil Ethanolysis: An Optimization Study. Hemijska Industrija 2019, 73 (6), 351–362. https://doi.org/10.2298/HEMIND190822033D" in Hemijska Industrija (2019),
https://hdl.handle.net/21.15107/rcub_cherry_3798 .

Neurotoxicity Evaluation of Fentanyl Analogs in Rats

Sonja, Vuckovic; Katarina, Savic Vujovic; Ivanović, Milovan; Došen-Mićović, Ljiljana; Todorović, Zoran B.; Vucetic, C.; Prostran, M.

(Veterinary Faculty, Univ Beogradu, Belgrade, 2012)

TY  - JOUR
AU  - Sonja, Vuckovic
AU  - Katarina, Savic Vujovic
AU  - Ivanović, Milovan
AU  - Došen-Mićović, Ljiljana
AU  - Todorović, Zoran B.
AU  - Vucetic, C.
AU  - Prostran, M.
PY  - 2012
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1276
AB  - This study aimed at evaluating the neurotoxicity of fentanyl analogs: (+/-)-cis-3-carbomethoxy fentanyl (C) and (+/-)-trans-3-carbomethoxy fentanyl (T) in rats. C and Tare less potent (2.4-3.1 and 8.4-12.3 times, respectively) than fentanyl (F) in producing both antinociception and morphine-like neurotoxic effects: loss of pinna reflex, Straub tail, impairment of motor coordination, catalepsy, loss of corneal reflex and loss of righting reflex. All of the effects tested were dose-dependent and they were abolished by pretreatment with naloxone, nonselective antagonist of opioid receptors, indicating that they are mediated via opioid receptors. Further, F, C and T exhibited similar relative potencies in producing all tested effects, indicating that similar receptors are involved in producing antinociceptive and neurotoxic effects, most probably of mu type. By using equiantinociceptive doses, C and T produced significantly shorter duration of both antinociception and neurotoxicity than F No significant differences between therapeutic indices for F, C and T were found, indicating that these compounds are equally safe and tolerable in respect to the neurotoxic effects tested. Neurotoxicity testing presented in this paper may be useful in studying the structure-activity relationship of opioid congeners.
AB  - Cilj studije bio je da se ispita neurotoksičnost analoga fentanila: (±)-cis-3-karbometoksi fentanila (C) i (±)-trans-3-karbometoksi fentanil (T) kod pacova. C je oko 2,4-3,1, a T oko 8,4-12,3 puta manje potentan od fentanila u izazivanju antinocicepcije i morfinu-sličnih neurotoksičnih efekata u koje spadaju: refleks ušne školjke, Straub-ov rep, poremećaj motorne koordinacije, katalepsija, gubitak kornealnog refleksa i gubitak refleksa uspravljanja. Svi ispitivani efekti su dozno-zavisni i bivaju poništeni ako se u pretretmanu primeni nalokson, neselektivni antagonist opioidnih receptora, što ukazuje da se efekti odigravaju posredstvom opioidnih receptora. Dalje, F, C i T ispoljavaju sličnu relativnu jačinu u izazivanju ispitivanih efekata, što ukazuje da su slični receptori uključeni u mehanizam antinocicepcije i neurotoksičnih efekata, i to su najverovatnije μ receptori. Kad se primenjuju ekviantinociceptivne doze, C i T izazivaju značajno kraće i antinociceptivno i neurotoksično dejstvo od F. Nisu dokazane značajne razlike u terapijskim indeksima između F, C i T, što ukazuje da su ovi lekovi jednako bezbedni i podnošljivi kad su u pitanju ispitivani neurotoksični efekti. Ispitivanje neurotoksičnosti prikazano u ovom radu može biti korisno u proučavanju odnosa između strukture i aktivnosti hemijski srodnih opioida.
PB  - Veterinary Faculty, Univ Beogradu, Belgrade
T2  - Acta Veterinaria, Beograd
T1  - Neurotoxicity Evaluation of Fentanyl Analogs in Rats
T1  - Ispitivanje neurotoksičnosti analoga fentanila kod pacova
VL  - 62
IS  - 1
SP  - 3
EP  - 15
DO  - 10.2298/AVB1201003V
ER  - 
@article{
author = "Sonja, Vuckovic and Katarina, Savic Vujovic and Ivanović, Milovan and Došen-Mićović, Ljiljana and Todorović, Zoran B. and Vucetic, C. and Prostran, M.",
year = "2012",
abstract = "This study aimed at evaluating the neurotoxicity of fentanyl analogs: (+/-)-cis-3-carbomethoxy fentanyl (C) and (+/-)-trans-3-carbomethoxy fentanyl (T) in rats. C and Tare less potent (2.4-3.1 and 8.4-12.3 times, respectively) than fentanyl (F) in producing both antinociception and morphine-like neurotoxic effects: loss of pinna reflex, Straub tail, impairment of motor coordination, catalepsy, loss of corneal reflex and loss of righting reflex. All of the effects tested were dose-dependent and they were abolished by pretreatment with naloxone, nonselective antagonist of opioid receptors, indicating that they are mediated via opioid receptors. Further, F, C and T exhibited similar relative potencies in producing all tested effects, indicating that similar receptors are involved in producing antinociceptive and neurotoxic effects, most probably of mu type. By using equiantinociceptive doses, C and T produced significantly shorter duration of both antinociception and neurotoxicity than F No significant differences between therapeutic indices for F, C and T were found, indicating that these compounds are equally safe and tolerable in respect to the neurotoxic effects tested. Neurotoxicity testing presented in this paper may be useful in studying the structure-activity relationship of opioid congeners., Cilj studije bio je da se ispita neurotoksičnost analoga fentanila: (±)-cis-3-karbometoksi fentanila (C) i (±)-trans-3-karbometoksi fentanil (T) kod pacova. C je oko 2,4-3,1, a T oko 8,4-12,3 puta manje potentan od fentanila u izazivanju antinocicepcije i morfinu-sličnih neurotoksičnih efekata u koje spadaju: refleks ušne školjke, Straub-ov rep, poremećaj motorne koordinacije, katalepsija, gubitak kornealnog refleksa i gubitak refleksa uspravljanja. Svi ispitivani efekti su dozno-zavisni i bivaju poništeni ako se u pretretmanu primeni nalokson, neselektivni antagonist opioidnih receptora, što ukazuje da se efekti odigravaju posredstvom opioidnih receptora. Dalje, F, C i T ispoljavaju sličnu relativnu jačinu u izazivanju ispitivanih efekata, što ukazuje da su slični receptori uključeni u mehanizam antinocicepcije i neurotoksičnih efekata, i to su najverovatnije μ receptori. Kad se primenjuju ekviantinociceptivne doze, C i T izazivaju značajno kraće i antinociceptivno i neurotoksično dejstvo od F. Nisu dokazane značajne razlike u terapijskim indeksima između F, C i T, što ukazuje da su ovi lekovi jednako bezbedni i podnošljivi kad su u pitanju ispitivani neurotoksični efekti. Ispitivanje neurotoksičnosti prikazano u ovom radu može biti korisno u proučavanju odnosa između strukture i aktivnosti hemijski srodnih opioida.",
publisher = "Veterinary Faculty, Univ Beogradu, Belgrade",
journal = "Acta Veterinaria, Beograd",
title = "Neurotoxicity Evaluation of Fentanyl Analogs in Rats, Ispitivanje neurotoksičnosti analoga fentanila kod pacova",
volume = "62",
number = "1",
pages = "3-15",
doi = "10.2298/AVB1201003V"
}
Sonja, V., Katarina, S. V., Ivanović, M., Došen-Mićović, L., Todorović, Z. B., Vucetic, C.,& Prostran, M.. (2012). Neurotoxicity Evaluation of Fentanyl Analogs in Rats. in Acta Veterinaria, Beograd
Veterinary Faculty, Univ Beogradu, Belgrade., 62(1), 3-15.
https://doi.org/10.2298/AVB1201003V
Sonja V, Katarina SV, Ivanović M, Došen-Mićović L, Todorović ZB, Vucetic C, Prostran M. Neurotoxicity Evaluation of Fentanyl Analogs in Rats. in Acta Veterinaria, Beograd. 2012;62(1):3-15.
doi:10.2298/AVB1201003V .
Sonja, Vuckovic, Katarina, Savic Vujovic, Ivanović, Milovan, Došen-Mićović, Ljiljana, Todorović, Zoran B., Vucetic, C., Prostran, M., "Neurotoxicity Evaluation of Fentanyl Analogs in Rats" in Acta Veterinaria, Beograd, 62, no. 1 (2012):3-15,
https://doi.org/10.2298/AVB1201003V . .
3
2
3
2

Fentanyl Analogs: Structure-Activity-Relationship Study

Vuckovic, S.; Prostran, M.; Ivanović, Milovan; Došen-Mićović, Ljiljana; Todorović, Zoran B.; Nesic, Z.; Stojanović, R.; Divac, N.; Mikovic, Z.

(Bentham Science Publ Ltd, Sharjah, 2009)

TY  - JOUR
AU  - Vuckovic, S.
AU  - Prostran, M.
AU  - Ivanović, Milovan
AU  - Došen-Mićović, Ljiljana
AU  - Todorović, Zoran B.
AU  - Nesic, Z.
AU  - Stojanović, R.
AU  - Divac, N.
AU  - Mikovic, Z.
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/999
AB  - Fentanyl is the prototype of the 4-anilidopiperidine class of synthetic opioid analgesics. This study was aimed to review the structure-activity-relationship (SAR) of fentanyl analogs substituted in the position 3, or 4 of the piperidine ring. Pharmacological results show that the groups in position 3 of the piperidine ring, which are larger than methyl, severely reduce the analgesic potency compared to fentanyl. It is likely that the steric factor alone (i.e. voluminosity of the group and cis/trans isomerism), rather than the polarity and/or chemical reactivity, plays a crucial role in the analgesic potency of this series. Although the duration of action, in general, does not depend on the stereochemistry, longer action of the most potent 3-alkyl fentanyl analogs such as cis-3-methyl- and cis-3-ethyl fentanyl, is more likely influenced by pharmacodynamic, rather than pharmacokinetic variables. Also, it is possible that the introduction of a functional group such as 3-carbomethoxy reduces the duration of action by altering pharmacokinetic properties. SAR findings obtained by evaluating the neurotoxic effects of fentanyl analogs substituted in the position 3 of the piperidine ring parallel the SAR findings on analgesia in regard to potency and duration of action. This might suggest that similar receptors are involved in producing both antinociceptive and neurotoxic effects of these drugs. It appears that both the potency and the duration of action in the series of fentanyl analogs substituted in position 4 of the piperidine ring is influenced only by the steric requirement and not by the chemical nature of the substituent.
PB  - Bentham Science Publ Ltd, Sharjah
T2  - Current Medicinal Chemistry
T1  - Fentanyl Analogs: Structure-Activity-Relationship Study
VL  - 16
IS  - 19
SP  - 2468
EP  - 2474
DO  - 10.2174/092986709788682074
ER  - 
@article{
author = "Vuckovic, S. and Prostran, M. and Ivanović, Milovan and Došen-Mićović, Ljiljana and Todorović, Zoran B. and Nesic, Z. and Stojanović, R. and Divac, N. and Mikovic, Z.",
year = "2009",
abstract = "Fentanyl is the prototype of the 4-anilidopiperidine class of synthetic opioid analgesics. This study was aimed to review the structure-activity-relationship (SAR) of fentanyl analogs substituted in the position 3, or 4 of the piperidine ring. Pharmacological results show that the groups in position 3 of the piperidine ring, which are larger than methyl, severely reduce the analgesic potency compared to fentanyl. It is likely that the steric factor alone (i.e. voluminosity of the group and cis/trans isomerism), rather than the polarity and/or chemical reactivity, plays a crucial role in the analgesic potency of this series. Although the duration of action, in general, does not depend on the stereochemistry, longer action of the most potent 3-alkyl fentanyl analogs such as cis-3-methyl- and cis-3-ethyl fentanyl, is more likely influenced by pharmacodynamic, rather than pharmacokinetic variables. Also, it is possible that the introduction of a functional group such as 3-carbomethoxy reduces the duration of action by altering pharmacokinetic properties. SAR findings obtained by evaluating the neurotoxic effects of fentanyl analogs substituted in the position 3 of the piperidine ring parallel the SAR findings on analgesia in regard to potency and duration of action. This might suggest that similar receptors are involved in producing both antinociceptive and neurotoxic effects of these drugs. It appears that both the potency and the duration of action in the series of fentanyl analogs substituted in position 4 of the piperidine ring is influenced only by the steric requirement and not by the chemical nature of the substituent.",
publisher = "Bentham Science Publ Ltd, Sharjah",
journal = "Current Medicinal Chemistry",
title = "Fentanyl Analogs: Structure-Activity-Relationship Study",
volume = "16",
number = "19",
pages = "2468-2474",
doi = "10.2174/092986709788682074"
}
Vuckovic, S., Prostran, M., Ivanović, M., Došen-Mićović, L., Todorović, Z. B., Nesic, Z., Stojanović, R., Divac, N.,& Mikovic, Z.. (2009). Fentanyl Analogs: Structure-Activity-Relationship Study. in Current Medicinal Chemistry
Bentham Science Publ Ltd, Sharjah., 16(19), 2468-2474.
https://doi.org/10.2174/092986709788682074
Vuckovic S, Prostran M, Ivanović M, Došen-Mićović L, Todorović ZB, Nesic Z, Stojanović R, Divac N, Mikovic Z. Fentanyl Analogs: Structure-Activity-Relationship Study. in Current Medicinal Chemistry. 2009;16(19):2468-2474.
doi:10.2174/092986709788682074 .
Vuckovic, S., Prostran, M., Ivanović, Milovan, Došen-Mićović, Ljiljana, Todorović, Zoran B., Nesic, Z., Stojanović, R., Divac, N., Mikovic, Z., "Fentanyl Analogs: Structure-Activity-Relationship Study" in Current Medicinal Chemistry, 16, no. 19 (2009):2468-2474,
https://doi.org/10.2174/092986709788682074 . .
3
55
45
63
47

Different effects of pentobarbital and pentylenetetrazol on nitric oxide levels in rat frontal cortex

Dzoljic, E; Nesic, Z; Stojanović, R.; Todorović, Zoran B.; Vuckovic, S; Delic, D; Ivanović, Milovan; Prostran, M

(De Gruyter Open Ltd, Warsaw, 2005)

TY  - JOUR
AU  - Dzoljic, E
AU  - Nesic, Z
AU  - Stojanović, R.
AU  - Todorović, Zoran B.
AU  - Vuckovic, S
AU  - Delic, D
AU  - Ivanović, Milovan
AU  - Prostran, M
PY  - 2005
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/744
AB  - Levels of nitric oxide (NO) in the rats frontal cortex were continuously monitored before and after intraperitoneal administration of an antiepileptic drug-pentobarbital (20 and 40 mg/kg) or convulsant drug - pentylenetetrazol (50 mg/kg). Pentobarbital decreased the levels of NO in a dose dependent manner However, NO levels had a tendency to increase following the administration of pentylenetetrazol. It is suggested that central NO participates in the modulation of neuronal excitability, supporting the idea that NO is an important excitatory factor involved in the regulation of seizure susceptibility. Also, our results on anaesthetized rats suggests that endogenous NO may be involved in the mechanism of action of antiepileptic and analeptic drugs and this further suggest that NO levels in the human brain may decrease during antiepileptic therapy and increase during epileptic attacks or administration of excitatory drugs. The aim of the present study was to determine the possible role of NO levels in the brain during neuronal excitability and seizures.
AB  - Nivo azot oksida (NO) u frontalnom korteksu pacova meren je kontinuirano kako pre, tako i nakon intraperitonealne primene antiepileptika pentobarbitala (u dozi od 20 i 40 mg/kg) ili konvulzivnog agensa pentilenetetrazola (u dozi od 50 mg/kg). Rezultati ovih eksperimenta su ukazali da pentobarbital smanjuje nivo NO u frontalnom korteksu pacova, dok koncentracija NO ima tendeciju rasta nakon primene pentilenetetrazola. Osim toga, dokazano je da endogeni NO ima važnu ekscitatornu ulogu u centralnim mehanizmima nastanka epilepsije. Takođe, naši rezultati su ukazali da kod anestetisanih životinja endogeni nivo NO ima uticaja na dejstvo kako antikonvulzivnih, tako i prokonvulzivnih lekova. Nivo NO u mozgu pacova je bio snižen tokom terapije antiepilepticima, a povišen tokom epileptičkih napada ili primene lekova iz grupe centralnih stimulansa.
PB  - De Gruyter Open Ltd, Warsaw
T2  - Acta Veterinaria, Beograd
T1  - Different effects of pentobarbital and pentylenetetrazol on nitric oxide levels in rat frontal cortex
T1  - Uticaj pentobarbitala i pentilenetetrazola na nivo azot oksida u frontalnom korteksu pacova
VL  - 55
IS  - 5-6
SP  - 367
EP  - 374
DO  - 10.2298/AVB0506367D
ER  - 
@article{
author = "Dzoljic, E and Nesic, Z and Stojanović, R. and Todorović, Zoran B. and Vuckovic, S and Delic, D and Ivanović, Milovan and Prostran, M",
year = "2005",
abstract = "Levels of nitric oxide (NO) in the rats frontal cortex were continuously monitored before and after intraperitoneal administration of an antiepileptic drug-pentobarbital (20 and 40 mg/kg) or convulsant drug - pentylenetetrazol (50 mg/kg). Pentobarbital decreased the levels of NO in a dose dependent manner However, NO levels had a tendency to increase following the administration of pentylenetetrazol. It is suggested that central NO participates in the modulation of neuronal excitability, supporting the idea that NO is an important excitatory factor involved in the regulation of seizure susceptibility. Also, our results on anaesthetized rats suggests that endogenous NO may be involved in the mechanism of action of antiepileptic and analeptic drugs and this further suggest that NO levels in the human brain may decrease during antiepileptic therapy and increase during epileptic attacks or administration of excitatory drugs. The aim of the present study was to determine the possible role of NO levels in the brain during neuronal excitability and seizures., Nivo azot oksida (NO) u frontalnom korteksu pacova meren je kontinuirano kako pre, tako i nakon intraperitonealne primene antiepileptika pentobarbitala (u dozi od 20 i 40 mg/kg) ili konvulzivnog agensa pentilenetetrazola (u dozi od 50 mg/kg). Rezultati ovih eksperimenta su ukazali da pentobarbital smanjuje nivo NO u frontalnom korteksu pacova, dok koncentracija NO ima tendeciju rasta nakon primene pentilenetetrazola. Osim toga, dokazano je da endogeni NO ima važnu ekscitatornu ulogu u centralnim mehanizmima nastanka epilepsije. Takođe, naši rezultati su ukazali da kod anestetisanih životinja endogeni nivo NO ima uticaja na dejstvo kako antikonvulzivnih, tako i prokonvulzivnih lekova. Nivo NO u mozgu pacova je bio snižen tokom terapije antiepilepticima, a povišen tokom epileptičkih napada ili primene lekova iz grupe centralnih stimulansa.",
publisher = "De Gruyter Open Ltd, Warsaw",
journal = "Acta Veterinaria, Beograd",
title = "Different effects of pentobarbital and pentylenetetrazol on nitric oxide levels in rat frontal cortex, Uticaj pentobarbitala i pentilenetetrazola na nivo azot oksida u frontalnom korteksu pacova",
volume = "55",
number = "5-6",
pages = "367-374",
doi = "10.2298/AVB0506367D"
}
Dzoljic, E., Nesic, Z., Stojanović, R., Todorović, Z. B., Vuckovic, S., Delic, D., Ivanović, M.,& Prostran, M.. (2005). Different effects of pentobarbital and pentylenetetrazol on nitric oxide levels in rat frontal cortex. in Acta Veterinaria, Beograd
De Gruyter Open Ltd, Warsaw., 55(5-6), 367-374.
https://doi.org/10.2298/AVB0506367D
Dzoljic E, Nesic Z, Stojanović R, Todorović ZB, Vuckovic S, Delic D, Ivanović M, Prostran M. Different effects of pentobarbital and pentylenetetrazol on nitric oxide levels in rat frontal cortex. in Acta Veterinaria, Beograd. 2005;55(5-6):367-374.
doi:10.2298/AVB0506367D .
Dzoljic, E, Nesic, Z, Stojanović, R., Todorović, Zoran B., Vuckovic, S, Delic, D, Ivanović, Milovan, Prostran, M, "Different effects of pentobarbital and pentylenetetrazol on nitric oxide levels in rat frontal cortex" in Acta Veterinaria, Beograd, 55, no. 5-6 (2005):367-374,
https://doi.org/10.2298/AVB0506367D . .

The synthesis and preliminary pharmacological evaluation of the racemic cis and trans 3-alkylfentanyl analogues

Ivanović, Milovan; Mićović, Ivan V.; Vuckovic, S; Prostran, M; Todorović, Zoran B.; Kiricojevic, VD; Popović-Đorđević, Jelena; Došen-Mićović, Ljiljana

(Serbian Chemical Soc, Belgrade, 2004)

TY  - JOUR
AU  - Ivanović, Milovan
AU  - Mićović, Ivan V.
AU  - Vuckovic, S
AU  - Prostran, M
AU  - Todorović, Zoran B.
AU  - Kiricojevic, VD
AU  - Popović-Đorđević, Jelena
AU  - Došen-Mićović, Ljiljana
PY  - 2004
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/650
AB  - A general five step method for the synthesis of 3-alkylfentanyl analogues (i.e. cis and trans 3-alkyl-4-anilidopiperidines 6.1-6.6) has been developed, The starting N-phenethyl-4-piperidone 1 was first converted into the cyclohexylimine derivative 2. alpha-deprotonated with butyllithium and die resulting imine anion efficiently monoalkylated with primary, and secondary alkyl halides. After mild acid hydrolysis. the obtained 3-alkyl-4-piperidones 3.1-3.6 were isolated in good yields (79-85%), then condensed with aniline to form imines 4.1-4.6. Subsequent reduction of the imines (LiAlH4/THF) yielded cis/trans mixtures of 3-alkyl-4-anilinopiperidines 5.1-5.6. Quantitative separation of the diastereoisomers by column chromatography of Al2O3 gave pure cis 5.1-5.6 (29-51% yield) and trans 5.1-5.6 (19-27% yield), with the cis/trans ratio in the range 7/3-6/4 . The synthesis was concluded by N-acylation of the purified 5.1-5.6, with propionyl chloride, to afford cis and trans 3-alkyl-4-anilidopiperidines 6.1-6.6 (approximate to 95% yield, as monooxalate salts). No enatioseparation was attempted at any stage. The relative cis/trans stereochemistry was provisionally assigned from the H-1-NMR spectra. Of the twelve synthesized 3-alkylfentanyls. ten compounds (two known and eight novel derivatives, all as the monooxalate salts) were preliminarily tested as analgesics in rats, comparing the potency to fentanyl. Except for the known (+/-)-cis-3-Me fentanyl 6.1cis. (8 x fentanyl), and the novel (+/-)-cis-3-Et fentanyl 6.2cis. (1.5 x fentanyl), all of the others were less active than fentanyl or inactive. Some tentative conclusions on the structure-activity relationship (SAR) in this series of derivatives have been made.
AB  - Razvijen je opšti metod za sintezu 3-alkil analoga fentanila (tj. cis i trans 3-alkil-4-anilidopiperidina 6.1–6.6) u pet faza. Polazni N-fenetil-4-piperidon 1 prvo je preveden u cikloheksiliminski derivat 2, α-deprotonovan butillitijumom, a postali iminski anjon efikasno monoalkilovan primarnim i sekundarnim alkilhalogenidima. Posle blage kisele hidrolize, nastali 3-alkil-4-piperidoni 3.1–3.6 izolovani su u dobrim prinosima (79–85 %), zatim kondenzovani sa anilinom do imina 4.1–4.6. Redukcijom ovih imina (LiAlH4/THF) dobijene su cis/trans smese 3-alkil-4-anilinopiperidina 5.1–5.6. Kvantitativnim hromatografskim razdvajanjem dijastereoizomera na stubu Al2O3 izolovani su čisti cis 5.1–5.6 (prinos 29–51 %) i trans 5.1–5.6 (prinos 19–27 %), gde je cis/trans odnos bio u opsegu 7/3–6/4. Sinteza je završena N-acilovanjem prečišćenih intermedijera 5.1–5.6 pomoću propionil-hlorida, pri čemu su postali cis i trans 3-alkil-4-anilidopiperidini 6.1–6.6 (prinos _ 95 %, kao monooksalatne soli). Ni u jednoj fazi nije pokušano razdvajanje enantiomera. Relativna, cis/trans, stereohemija preliminarno je određena iz 1H-NMRspektra. Od dvanaest sintetisanih 3-alkil-fentanila, deset jedinjenja (dva poznata i osam novih, sva u obliku monookasalatnih soli) preliminarno su testirana kao analgetici na pacovima, poredeći aktivnost sa fentanilom.Osim poznatog (±)-cis-3-Me fentanila 6.1 cis, (8 x fentanil), i novog (±)-cis-3-Et fentanila 6.2 cis, (1,5 x fentanil), svi ostali bili su manje aktivni ili neaktivni. Izvedeni su određeni, preliminarni zaključci u vezi odnosa strukture i aktivnosti u ovoj seriji derivata.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - The synthesis and preliminary pharmacological evaluation of the racemic cis and trans 3-alkylfentanyl analogues
T1  - Sinteza i preliminarni farmakološki testovi recemskih cis i trans 3-alkilanaloga fentanila
VL  - 69
IS  - 7
SP  - 511
EP  - 526
DO  - 10.2298/JSC0407511I
ER  - 
@article{
author = "Ivanović, Milovan and Mićović, Ivan V. and Vuckovic, S and Prostran, M and Todorović, Zoran B. and Kiricojevic, VD and Popović-Đorđević, Jelena and Došen-Mićović, Ljiljana",
year = "2004",
abstract = "A general five step method for the synthesis of 3-alkylfentanyl analogues (i.e. cis and trans 3-alkyl-4-anilidopiperidines 6.1-6.6) has been developed, The starting N-phenethyl-4-piperidone 1 was first converted into the cyclohexylimine derivative 2. alpha-deprotonated with butyllithium and die resulting imine anion efficiently monoalkylated with primary, and secondary alkyl halides. After mild acid hydrolysis. the obtained 3-alkyl-4-piperidones 3.1-3.6 were isolated in good yields (79-85%), then condensed with aniline to form imines 4.1-4.6. Subsequent reduction of the imines (LiAlH4/THF) yielded cis/trans mixtures of 3-alkyl-4-anilinopiperidines 5.1-5.6. Quantitative separation of the diastereoisomers by column chromatography of Al2O3 gave pure cis 5.1-5.6 (29-51% yield) and trans 5.1-5.6 (19-27% yield), with the cis/trans ratio in the range 7/3-6/4 . The synthesis was concluded by N-acylation of the purified 5.1-5.6, with propionyl chloride, to afford cis and trans 3-alkyl-4-anilidopiperidines 6.1-6.6 (approximate to 95% yield, as monooxalate salts). No enatioseparation was attempted at any stage. The relative cis/trans stereochemistry was provisionally assigned from the H-1-NMR spectra. Of the twelve synthesized 3-alkylfentanyls. ten compounds (two known and eight novel derivatives, all as the monooxalate salts) were preliminarily tested as analgesics in rats, comparing the potency to fentanyl. Except for the known (+/-)-cis-3-Me fentanyl 6.1cis. (8 x fentanyl), and the novel (+/-)-cis-3-Et fentanyl 6.2cis. (1.5 x fentanyl), all of the others were less active than fentanyl or inactive. Some tentative conclusions on the structure-activity relationship (SAR) in this series of derivatives have been made., Razvijen je opšti metod za sintezu 3-alkil analoga fentanila (tj. cis i trans 3-alkil-4-anilidopiperidina 6.1–6.6) u pet faza. Polazni N-fenetil-4-piperidon 1 prvo je preveden u cikloheksiliminski derivat 2, α-deprotonovan butillitijumom, a postali iminski anjon efikasno monoalkilovan primarnim i sekundarnim alkilhalogenidima. Posle blage kisele hidrolize, nastali 3-alkil-4-piperidoni 3.1–3.6 izolovani su u dobrim prinosima (79–85 %), zatim kondenzovani sa anilinom do imina 4.1–4.6. Redukcijom ovih imina (LiAlH4/THF) dobijene su cis/trans smese 3-alkil-4-anilinopiperidina 5.1–5.6. Kvantitativnim hromatografskim razdvajanjem dijastereoizomera na stubu Al2O3 izolovani su čisti cis 5.1–5.6 (prinos 29–51 %) i trans 5.1–5.6 (prinos 19–27 %), gde je cis/trans odnos bio u opsegu 7/3–6/4. Sinteza je završena N-acilovanjem prečišćenih intermedijera 5.1–5.6 pomoću propionil-hlorida, pri čemu su postali cis i trans 3-alkil-4-anilidopiperidini 6.1–6.6 (prinos _ 95 %, kao monooksalatne soli). Ni u jednoj fazi nije pokušano razdvajanje enantiomera. Relativna, cis/trans, stereohemija preliminarno je određena iz 1H-NMRspektra. Od dvanaest sintetisanih 3-alkil-fentanila, deset jedinjenja (dva poznata i osam novih, sva u obliku monookasalatnih soli) preliminarno su testirana kao analgetici na pacovima, poredeći aktivnost sa fentanilom.Osim poznatog (±)-cis-3-Me fentanila 6.1 cis, (8 x fentanil), i novog (±)-cis-3-Et fentanila 6.2 cis, (1,5 x fentanil), svi ostali bili su manje aktivni ili neaktivni. Izvedeni su određeni, preliminarni zaključci u vezi odnosa strukture i aktivnosti u ovoj seriji derivata.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "The synthesis and preliminary pharmacological evaluation of the racemic cis and trans 3-alkylfentanyl analogues, Sinteza i preliminarni farmakološki testovi recemskih cis i trans 3-alkilanaloga fentanila",
volume = "69",
number = "7",
pages = "511-526",
doi = "10.2298/JSC0407511I"
}
Ivanović, M., Mićović, I. V., Vuckovic, S., Prostran, M., Todorović, Z. B., Kiricojevic, V., Popović-Đorđević, J.,& Došen-Mićović, L.. (2004). The synthesis and preliminary pharmacological evaluation of the racemic cis and trans 3-alkylfentanyl analogues. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 69(7), 511-526.
https://doi.org/10.2298/JSC0407511I
Ivanović M, Mićović IV, Vuckovic S, Prostran M, Todorović ZB, Kiricojevic V, Popović-Đorđević J, Došen-Mićović L. The synthesis and preliminary pharmacological evaluation of the racemic cis and trans 3-alkylfentanyl analogues. in Journal of the Serbian Chemical Society. 2004;69(7):511-526.
doi:10.2298/JSC0407511I .
Ivanović, Milovan, Mićović, Ivan V., Vuckovic, S, Prostran, M, Todorović, Zoran B., Kiricojevic, VD, Popović-Đorđević, Jelena, Došen-Mićović, Ljiljana, "The synthesis and preliminary pharmacological evaluation of the racemic cis and trans 3-alkylfentanyl analogues" in Journal of the Serbian Chemical Society, 69, no. 7 (2004):511-526,
https://doi.org/10.2298/JSC0407511I . .
3
10
14
13
10

The synthesis and pharmacological evaluation of (+/-)-2,3-seco-fentanyl analogues

Ivanović, Milovan; Mićović, Ivan V.; Vuckovic, S; Prostran, M; Todorović, Zoran B.; Ivanovic, ER; Kiricojevic, VD; Popović-Đorđević, Jelena; Došen-Mićović, Ljiljana

(Serbian Chemical Soc, Belgrade, 2004)

TY  - JOUR
AU  - Ivanović, Milovan
AU  - Mićović, Ivan V.
AU  - Vuckovic, S
AU  - Prostran, M
AU  - Todorović, Zoran B.
AU  - Ivanovic, ER
AU  - Kiricojevic, VD
AU  - Popović-Đorđević, Jelena
AU  - Došen-Mićović, Ljiljana
PY  - 2004
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/681
AB  - An efficient, five-step synthetic approach to various acyclic 1,3-diamines has been developed and applied to the preparation of a novel class of open-chained fentanyl analogues. The acyclic derivatives 5.1-5.5 (all new compounds) were synthesized with the aim of estimating the significance of the piperidine ring for the opioid analgesic activity of anilido-piperidines. The starting beta-keto-amide 1.1, prepared by the aminolysis of methyl acetoacetate with methyl phenethylamine, (93% yield), was successively reacted with NaH and BuLi, to form the highly reactive alpha,gamma-dienolate anion 1.1a. Regio and chemoselective gamma-alkylation of the dienolate with various primary and secondary alkyl halides furnished the beta-keto-amides 1.2-1.5 (76-91%). Reductive amination of the keto-amides 1.1-1.5 with aniline and Zn powder in acetic acid, via the enamine intermediates 2.1-2.5. afforded the beta-anilino amides 3.1-3.5 (74-85%). After reductive deoxygenation of the tertiary amide group, using in situ generated diborane, the corresponding 1,3-diamines 4.1-4.5 were obtained (87-97%). The synthesis of (+/-)-2,3-seco-fentanyls 5.1-5.5 was completed by N-acylation of the diamines 4.1-4.5 with propionyl chloride, followed by precipitation of the monooxalate salts (86-95%). The parent compound, 2,3-seco-fentanyl 5.1, was found to be a 40 times less potent narcotic analgesic than fentanyl but still 5-6 times more active than morphine in rats. while i-Pr derivative 5.3 was inactive. Apart from the pharmacological significance. the general procedure described herein may afford various functionalized, 1,3-diamines as potential complexing agents and building blocks for the synthesis of aza-crown ethers.
AB  - Razvijen je efikasan postupak za dobijanje različitih acikličnih 1,3-diamina u pet faza, i primenjen u sintezi nove klase analoga fentanila otvorenog niza. Derivati 5.1–5.5 (svi su nova jedinjenja) sintetisani su sa ciljem da se proceni uticaj piperidinskog prstena na opioidnoanalgetičku aktivnost anilido-piperidina. Polazni β-keto-amid 1.1, dobijen aminolizom metilacetoacetata metilfenetilaminom (prinos 93 %), bio je sukcesivno tretiran sa NaH i BuLi, pri čemu je postao veoma reaktivni α,γ-dienolatni anjon 1.1a. Regio- i hemoselektivnim γ-alkilovanjem ovog dienolata različitim primarnim i sekundarnim alkil-halogenidima, dobijeni su β-keto-amidi 1.2–1.5 (prinos 76–91 %). Reduktivnim aminovanjem keto-amida 1.1–1.5 pomoću Zn praha i sirćetne kiseline, preko enaminskih intermedijera 2.1–2.5, postali su -anilino-amidi 3.1–3.5 (prinos 74–85 %). Posle reduktivne deoksigenacije tercijene amidne funkcije, koristeći in situ generisani diboran, odgovarajući 1,3-diamini 4.1–4.5 izolovani su u prinosima 87–97 %. Sinteza (±)-2,3-seco-fentanila 5.1–5.5 završena je N-acilovanjem diamina 4.1–4.5 propionil-hloridom, a zatim taloženjem u obliku monooksalatnih soli (prinos 86–95 %). Nađeno je da je osnovno jedinjenje, 2,3-seco fentanil 5.1, 40 puta slabiji narkotički analgetik od fentanila, ali još uvek 5–6 puta aktivniji od morfina u pacova, dok je i-Pr derivat 5.3 bio neaktivan. Osim farmakološkog značaja, opštim postupkom prikazanim u ovom radu, mogu se sintetisati različiti 1,3-diamini, uključujući i one sa funkcionalnim grupama. Ova jedinjenja mogu biti potencijalno značajna kao kompleksirajući agensi i kao intermedijeri u sintezi aza-kraun-etara.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - The synthesis and pharmacological evaluation of (+/-)-2,3-seco-fentanyl analogues
T1  - Sinteza i farmakološko ispitivanje (±)-2,3-seco-analoga fentanila
VL  - 69
IS  - 11
SP  - 955
EP  - 968
DO  - 10.2298/JSC0411955I
ER  - 
@article{
author = "Ivanović, Milovan and Mićović, Ivan V. and Vuckovic, S and Prostran, M and Todorović, Zoran B. and Ivanovic, ER and Kiricojevic, VD and Popović-Đorđević, Jelena and Došen-Mićović, Ljiljana",
year = "2004",
abstract = "An efficient, five-step synthetic approach to various acyclic 1,3-diamines has been developed and applied to the preparation of a novel class of open-chained fentanyl analogues. The acyclic derivatives 5.1-5.5 (all new compounds) were synthesized with the aim of estimating the significance of the piperidine ring for the opioid analgesic activity of anilido-piperidines. The starting beta-keto-amide 1.1, prepared by the aminolysis of methyl acetoacetate with methyl phenethylamine, (93% yield), was successively reacted with NaH and BuLi, to form the highly reactive alpha,gamma-dienolate anion 1.1a. Regio and chemoselective gamma-alkylation of the dienolate with various primary and secondary alkyl halides furnished the beta-keto-amides 1.2-1.5 (76-91%). Reductive amination of the keto-amides 1.1-1.5 with aniline and Zn powder in acetic acid, via the enamine intermediates 2.1-2.5. afforded the beta-anilino amides 3.1-3.5 (74-85%). After reductive deoxygenation of the tertiary amide group, using in situ generated diborane, the corresponding 1,3-diamines 4.1-4.5 were obtained (87-97%). The synthesis of (+/-)-2,3-seco-fentanyls 5.1-5.5 was completed by N-acylation of the diamines 4.1-4.5 with propionyl chloride, followed by precipitation of the monooxalate salts (86-95%). The parent compound, 2,3-seco-fentanyl 5.1, was found to be a 40 times less potent narcotic analgesic than fentanyl but still 5-6 times more active than morphine in rats. while i-Pr derivative 5.3 was inactive. Apart from the pharmacological significance. the general procedure described herein may afford various functionalized, 1,3-diamines as potential complexing agents and building blocks for the synthesis of aza-crown ethers., Razvijen je efikasan postupak za dobijanje različitih acikličnih 1,3-diamina u pet faza, i primenjen u sintezi nove klase analoga fentanila otvorenog niza. Derivati 5.1–5.5 (svi su nova jedinjenja) sintetisani su sa ciljem da se proceni uticaj piperidinskog prstena na opioidnoanalgetičku aktivnost anilido-piperidina. Polazni β-keto-amid 1.1, dobijen aminolizom metilacetoacetata metilfenetilaminom (prinos 93 %), bio je sukcesivno tretiran sa NaH i BuLi, pri čemu je postao veoma reaktivni α,γ-dienolatni anjon 1.1a. Regio- i hemoselektivnim γ-alkilovanjem ovog dienolata različitim primarnim i sekundarnim alkil-halogenidima, dobijeni su β-keto-amidi 1.2–1.5 (prinos 76–91 %). Reduktivnim aminovanjem keto-amida 1.1–1.5 pomoću Zn praha i sirćetne kiseline, preko enaminskih intermedijera 2.1–2.5, postali su -anilino-amidi 3.1–3.5 (prinos 74–85 %). Posle reduktivne deoksigenacije tercijene amidne funkcije, koristeći in situ generisani diboran, odgovarajući 1,3-diamini 4.1–4.5 izolovani su u prinosima 87–97 %. Sinteza (±)-2,3-seco-fentanila 5.1–5.5 završena je N-acilovanjem diamina 4.1–4.5 propionil-hloridom, a zatim taloženjem u obliku monooksalatnih soli (prinos 86–95 %). Nađeno je da je osnovno jedinjenje, 2,3-seco fentanil 5.1, 40 puta slabiji narkotički analgetik od fentanila, ali još uvek 5–6 puta aktivniji od morfina u pacova, dok je i-Pr derivat 5.3 bio neaktivan. Osim farmakološkog značaja, opštim postupkom prikazanim u ovom radu, mogu se sintetisati različiti 1,3-diamini, uključujući i one sa funkcionalnim grupama. Ova jedinjenja mogu biti potencijalno značajna kao kompleksirajući agensi i kao intermedijeri u sintezi aza-kraun-etara.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "The synthesis and pharmacological evaluation of (+/-)-2,3-seco-fentanyl analogues, Sinteza i farmakološko ispitivanje (±)-2,3-seco-analoga fentanila",
volume = "69",
number = "11",
pages = "955-968",
doi = "10.2298/JSC0411955I"
}
Ivanović, M., Mićović, I. V., Vuckovic, S., Prostran, M., Todorović, Z. B., Ivanovic, E., Kiricojevic, V., Popović-Đorđević, J.,& Došen-Mićović, L.. (2004). The synthesis and pharmacological evaluation of (+/-)-2,3-seco-fentanyl analogues. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 69(11), 955-968.
https://doi.org/10.2298/JSC0411955I
Ivanović M, Mićović IV, Vuckovic S, Prostran M, Todorović ZB, Ivanovic E, Kiricojevic V, Popović-Đorđević J, Došen-Mićović L. The synthesis and pharmacological evaluation of (+/-)-2,3-seco-fentanyl analogues. in Journal of the Serbian Chemical Society. 2004;69(11):955-968.
doi:10.2298/JSC0411955I .
Ivanović, Milovan, Mićović, Ivan V., Vuckovic, S, Prostran, M, Todorović, Zoran B., Ivanovic, ER, Kiricojevic, VD, Popović-Đorđević, Jelena, Došen-Mićović, Ljiljana, "The synthesis and pharmacological evaluation of (+/-)-2,3-seco-fentanyl analogues" in Journal of the Serbian Chemical Society, 69, no. 11 (2004):955-968,
https://doi.org/10.2298/JSC0411955I . .
12
5
5
5
4

Higher ambient temperature, thermoregulatory behaviour, and the cataleptic effect of fentanyl in rats

Nesic, Z; Vuckovic, S; Prostran, M; Todorović, Zoran B.; Stojanović, R.; Ivanović, Milovan

(Elsevier Science Bv, Amsterdam, 2004)

TY  - CONF
AU  - Nesic, Z
AU  - Vuckovic, S
AU  - Prostran, M
AU  - Todorović, Zoran B.
AU  - Stojanović, R.
AU  - Ivanović, Milovan
PY  - 2004
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/671
PB  - Elsevier Science Bv, Amsterdam
C3  - European Neuropsychopharmacology
T1  - Higher ambient temperature, thermoregulatory behaviour, and the cataleptic effect of fentanyl in rats
VL  - 14
DO  - 10.1016/S0924-977X(04)80559-5
ER  - 
@conference{
author = "Nesic, Z and Vuckovic, S and Prostran, M and Todorović, Zoran B. and Stojanović, R. and Ivanović, Milovan",
year = "2004",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "European Neuropsychopharmacology",
title = "Higher ambient temperature, thermoregulatory behaviour, and the cataleptic effect of fentanyl in rats",
volume = "14",
doi = "10.1016/S0924-977X(04)80559-5"
}
Nesic, Z., Vuckovic, S., Prostran, M., Todorović, Z. B., Stojanović, R.,& Ivanović, M.. (2004). Higher ambient temperature, thermoregulatory behaviour, and the cataleptic effect of fentanyl in rats. in European Neuropsychopharmacology
Elsevier Science Bv, Amsterdam., 14.
https://doi.org/10.1016/S0924-977X(04)80559-5
Nesic Z, Vuckovic S, Prostran M, Todorović ZB, Stojanović R, Ivanović M. Higher ambient temperature, thermoregulatory behaviour, and the cataleptic effect of fentanyl in rats. in European Neuropsychopharmacology. 2004;14.
doi:10.1016/S0924-977X(04)80559-5 .
Nesic, Z, Vuckovic, S, Prostran, M, Todorović, Zoran B., Stojanović, R., Ivanović, Milovan, "Higher ambient temperature, thermoregulatory behaviour, and the cataleptic effect of fentanyl in rats" in European Neuropsychopharmacology, 14 (2004),
https://doi.org/10.1016/S0924-977X(04)80559-5 . .

Opioid analgesics [Opioidni analgetici.]

Vučković, Sonja M.; Prostran, Milica Š.; Ivanović, Milovan; Todorović, Zoran B.; Stojanović, Radan M.; Nešić, Zorica I.; Matić, Ivana; Milovanović, Slobodan R.

(2004)

TY  - JOUR
AU  - Vučković, Sonja M.
AU  - Prostran, Milica Š.
AU  - Ivanović, Milovan
AU  - Todorović, Zoran B.
AU  - Stojanović, Radan M.
AU  - Nešić, Zorica I.
AU  - Matić, Ivana
AU  - Milovanović, Slobodan R.
PY  - 2004
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/134
T2  - Vojnosanitetski pregled
T1  - Opioid analgesics [Opioidni analgetici.]
T1  - Opioidni analgetici
VL  - 61
IS  - 4
SP  - 413
EP  - 421
DO  - 10.2298/VSP0404413V
ER  - 
@article{
author = "Vučković, Sonja M. and Prostran, Milica Š. and Ivanović, Milovan and Todorović, Zoran B. and Stojanović, Radan M. and Nešić, Zorica I. and Matić, Ivana and Milovanović, Slobodan R.",
year = "2004",
journal = "Vojnosanitetski pregled",
title = "Opioid analgesics [Opioidni analgetici.], Opioidni analgetici",
volume = "61",
number = "4",
pages = "413-421",
doi = "10.2298/VSP0404413V"
}
Vučković, S. M., Prostran, M. Š., Ivanović, M., Todorović, Z. B., Stojanović, R. M., Nešić, Z. I., Matić, I.,& Milovanović, S. R.. (2004). Opioid analgesics [Opioidni analgetici.]. in Vojnosanitetski pregled, 61(4), 413-421.
https://doi.org/10.2298/VSP0404413V
Vučković SM, Prostran MŠ, Ivanović M, Todorović ZB, Stojanović RM, Nešić ZI, Matić I, Milovanović SR. Opioid analgesics [Opioidni analgetici.]. in Vojnosanitetski pregled. 2004;61(4):413-421.
doi:10.2298/VSP0404413V .
Vučković, Sonja M., Prostran, Milica Š., Ivanović, Milovan, Todorović, Zoran B., Stojanović, Radan M., Nešić, Zorica I., Matić, Ivana, Milovanović, Slobodan R., "Opioid analgesics [Opioidni analgetici.]" in Vojnosanitetski pregled, 61, no. 4 (2004):413-421,
https://doi.org/10.2298/VSP0404413V . .
1
1
1

Acute exposure to higher ambient temperature potentiates cataleptic and hyperthermic effects of fentanyl in female rats

Prostran, M; Nesic, Z; Vuckovic, S; Todorović, Zoran B.; Stojanović, R.; Ivanović, Milovan

(Elsevier Science Bv, Amsterdam, 2003)

TY  - CONF
AU  - Prostran, M
AU  - Nesic, Z
AU  - Vuckovic, S
AU  - Todorović, Zoran B.
AU  - Stojanović, R.
AU  - Ivanović, Milovan
PY  - 2003
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/148
PB  - Elsevier Science Bv, Amsterdam
C3  - European Neuropsychopharmacology
T1  - Acute exposure to higher ambient temperature potentiates cataleptic and hyperthermic effects of fentanyl in female rats
VL  - 13
DO  - 10.1016/S0924-977X(03)92337-6
ER  - 
@conference{
author = "Prostran, M and Nesic, Z and Vuckovic, S and Todorović, Zoran B. and Stojanović, R. and Ivanović, Milovan",
year = "2003",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "European Neuropsychopharmacology",
title = "Acute exposure to higher ambient temperature potentiates cataleptic and hyperthermic effects of fentanyl in female rats",
volume = "13",
doi = "10.1016/S0924-977X(03)92337-6"
}
Prostran, M., Nesic, Z., Vuckovic, S., Todorović, Z. B., Stojanović, R.,& Ivanović, M.. (2003). Acute exposure to higher ambient temperature potentiates cataleptic and hyperthermic effects of fentanyl in female rats. in European Neuropsychopharmacology
Elsevier Science Bv, Amsterdam., 13.
https://doi.org/10.1016/S0924-977X(03)92337-6
Prostran M, Nesic Z, Vuckovic S, Todorović ZB, Stojanović R, Ivanović M. Acute exposure to higher ambient temperature potentiates cataleptic and hyperthermic effects of fentanyl in female rats. in European Neuropsychopharmacology. 2003;13.
doi:10.1016/S0924-977X(03)92337-6 .
Prostran, M, Nesic, Z, Vuckovic, S, Todorović, Zoran B., Stojanović, R., Ivanović, Milovan, "Acute exposure to higher ambient temperature potentiates cataleptic and hyperthermic effects of fentanyl in female rats" in European Neuropsychopharmacology, 13 (2003),
https://doi.org/10.1016/S0924-977X(03)92337-6 . .

Identifikacija organske supstance u sedimentima akumulacije 'Barje' (Leskovac)

Todorović, Zoran B.; Jovančićević, Branimir; Mikašinović, Branko; Polić, Predrag S.

(2002)

TY  - JOUR
AU  - Todorović, Zoran B.
AU  - Jovančićević, Branimir
AU  - Mikašinović, Branko
AU  - Polić, Predrag S.
PY  - 2002
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/80
T2  - Zbornik radova Tehnološkog fakulteta, Leskovac
T1  - Identifikacija organske supstance u sedimentima akumulacije 'Barje' (Leskovac)
IS  - 12
SP  - 261
EP  - 267
UR  - https://hdl.handle.net/21.15107/rcub_cherry_80
ER  - 
@article{
author = "Todorović, Zoran B. and Jovančićević, Branimir and Mikašinović, Branko and Polić, Predrag S.",
year = "2002",
journal = "Zbornik radova Tehnološkog fakulteta, Leskovac",
title = "Identifikacija organske supstance u sedimentima akumulacije 'Barje' (Leskovac)",
number = "12",
pages = "261-267",
url = "https://hdl.handle.net/21.15107/rcub_cherry_80"
}
Todorović, Z. B., Jovančićević, B., Mikašinović, B.,& Polić, P. S.. (2002). Identifikacija organske supstance u sedimentima akumulacije 'Barje' (Leskovac). in Zbornik radova Tehnološkog fakulteta, Leskovac(12), 261-267.
https://hdl.handle.net/21.15107/rcub_cherry_80
Todorović ZB, Jovančićević B, Mikašinović B, Polić PS. Identifikacija organske supstance u sedimentima akumulacije 'Barje' (Leskovac). in Zbornik radova Tehnološkog fakulteta, Leskovac. 2002;(12):261-267.
https://hdl.handle.net/21.15107/rcub_cherry_80 .
Todorović, Zoran B., Jovančićević, Branimir, Mikašinović, Branko, Polić, Predrag S., "Identifikacija organske supstance u sedimentima akumulacije 'Barje' (Leskovac)" in Zbornik radova Tehnološkog fakulteta, Leskovac, no. 12 (2002):261-267,
https://hdl.handle.net/21.15107/rcub_cherry_80 .

Preconcentration method for trace metals in natural waters using 4-morpholine dithiocarbamate

Todorović, Zoran B.; Polić, Predrag S.; Sabo, Tibor; Cakić, M

(Serbian Chemical Soc, Belgrade, 2002)

TY  - JOUR
AU  - Todorović, Zoran B.
AU  - Polić, Predrag S.
AU  - Sabo, Tibor
AU  - Cakić, M
PY  - 2002
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/531
AB  - The optimum conditions were found for the preconcentration of trace metals in natural waters and model samples with standard metals concentrations by using 4-morpholine dithiocarbamate. The formed complexes were extracted with chloroform. Different methods for recovering the metals from the organic solvent were studied and compared before AAS metal analysis. The developed preconcentration method was successfully applied to the determination of trace metals concentrations in water samples from the "Barje" lake (Leskovac. Yugoslavia).
AB  - Nađeni su optimalni uslovi za pretkoncentraciju mikroelemenata iz vode koristeći 4-morfolin ditiokarbamat kao kompleksirajući agens. Nagrađeni kompleksi su ekstrahovani hloroformom. Upoređeni su različiti načini ekstrakcije metalnih jona iz organskog rastvarača pre analize atomskom apsorpcionom spektrofotometrijom. Razvijena metoda za pretkoncentraciju uspešno je primenjena za analizu uzoraka vode jezera Barje (Leskovac Jugoslavija).
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Preconcentration method for trace metals in natural waters using 4-morpholine dithiocarbamate
T1  - Pretkoncentracija mikroelemenata iz vode koristeći 4-morfolin ditiokarbamat
VL  - 67
IS  - 12
SP  - 879
EP  - 885
DO  - 10.2298/JSC0212879T
ER  - 
@article{
author = "Todorović, Zoran B. and Polić, Predrag S. and Sabo, Tibor and Cakić, M",
year = "2002",
abstract = "The optimum conditions were found for the preconcentration of trace metals in natural waters and model samples with standard metals concentrations by using 4-morpholine dithiocarbamate. The formed complexes were extracted with chloroform. Different methods for recovering the metals from the organic solvent were studied and compared before AAS metal analysis. The developed preconcentration method was successfully applied to the determination of trace metals concentrations in water samples from the "Barje" lake (Leskovac. Yugoslavia)., Nađeni su optimalni uslovi za pretkoncentraciju mikroelemenata iz vode koristeći 4-morfolin ditiokarbamat kao kompleksirajući agens. Nagrađeni kompleksi su ekstrahovani hloroformom. Upoređeni su različiti načini ekstrakcije metalnih jona iz organskog rastvarača pre analize atomskom apsorpcionom spektrofotometrijom. Razvijena metoda za pretkoncentraciju uspešno je primenjena za analizu uzoraka vode jezera Barje (Leskovac Jugoslavija).",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Preconcentration method for trace metals in natural waters using 4-morpholine dithiocarbamate, Pretkoncentracija mikroelemenata iz vode koristeći 4-morfolin ditiokarbamat",
volume = "67",
number = "12",
pages = "879-885",
doi = "10.2298/JSC0212879T"
}
Todorović, Z. B., Polić, P. S., Sabo, T.,& Cakić, M.. (2002). Preconcentration method for trace metals in natural waters using 4-morpholine dithiocarbamate. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 67(12), 879-885.
https://doi.org/10.2298/JSC0212879T
Todorović ZB, Polić PS, Sabo T, Cakić M. Preconcentration method for trace metals in natural waters using 4-morpholine dithiocarbamate. in Journal of the Serbian Chemical Society. 2002;67(12):879-885.
doi:10.2298/JSC0212879T .
Todorović, Zoran B., Polić, Predrag S., Sabo, Tibor, Cakić, M, "Preconcentration method for trace metals in natural waters using 4-morpholine dithiocarbamate" in Journal of the Serbian Chemical Society, 67, no. 12 (2002):879-885,
https://doi.org/10.2298/JSC0212879T . .
5
9
11
5

Analgesic and hyperthermic effects of 3-carbomethoxy fentanyl and 3-butyl fentanyl in rats: Structure-activity relationship

Vučković, Sonja M.; Prostran, Milica Š.; Ivanović, Milovan; Todorović, Zoran B.; Stojanović, Radan M.; Nešić, Zorica I.

(2002)

TY  - CONF
AU  - Vučković, Sonja M.
AU  - Prostran, Milica Š.
AU  - Ivanović, Milovan
AU  - Todorović, Zoran B.
AU  - Stojanović, Radan M.
AU  - Nešić, Zorica I.
PY  - 2002
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/131
C3  - Arhiv za farmaciju
T1  - Analgesic and hyperthermic effects of 3-carbomethoxy fentanyl and 3-butyl fentanyl in rats: Structure-activity relationship
T1  - Analgetički i hipertermni efekti 3-karbometoksi fentanila u pacova: odnos strukture i farmakološke aktivnosti
VL  - 52
IS  - 4
SP  - 626
EP  - 627
UR  - https://hdl.handle.net/21.15107/rcub_cherry_131
ER  - 
@conference{
author = "Vučković, Sonja M. and Prostran, Milica Š. and Ivanović, Milovan and Todorović, Zoran B. and Stojanović, Radan M. and Nešić, Zorica I.",
year = "2002",
journal = "Arhiv za farmaciju",
title = "Analgesic and hyperthermic effects of 3-carbomethoxy fentanyl and 3-butyl fentanyl in rats: Structure-activity relationship, Analgetički i hipertermni efekti 3-karbometoksi fentanila u pacova: odnos strukture i farmakološke aktivnosti",
volume = "52",
number = "4",
pages = "626-627",
url = "https://hdl.handle.net/21.15107/rcub_cherry_131"
}
Vučković, S. M., Prostran, M. Š., Ivanović, M., Todorović, Z. B., Stojanović, R. M.,& Nešić, Z. I.. (2002). Analgesic and hyperthermic effects of 3-carbomethoxy fentanyl and 3-butyl fentanyl in rats: Structure-activity relationship. in Arhiv za farmaciju, 52(4), 626-627.
https://hdl.handle.net/21.15107/rcub_cherry_131
Vučković SM, Prostran MŠ, Ivanović M, Todorović ZB, Stojanović RM, Nešić ZI. Analgesic and hyperthermic effects of 3-carbomethoxy fentanyl and 3-butyl fentanyl in rats: Structure-activity relationship. in Arhiv za farmaciju. 2002;52(4):626-627.
https://hdl.handle.net/21.15107/rcub_cherry_131 .
Vučković, Sonja M., Prostran, Milica Š., Ivanović, Milovan, Todorović, Zoran B., Stojanović, Radan M., Nešić, Zorica I., "Analgesic and hyperthermic effects of 3-carbomethoxy fentanyl and 3-butyl fentanyl in rats: Structure-activity relationship" in Arhiv za farmaciju, 52, no. 4 (2002):626-627,
https://hdl.handle.net/21.15107/rcub_cherry_131 .

Antinociceptive activity of 4-methyl fentanyl in rats

Vuckovic, S; Prostran, M; Ivanović, Milovan; Todorović, Zoran B.; Stojanović, R.; Nesic, Z

(Springer-Verlag, New York, 2001)

TY  - CONF
AU  - Vuckovic, S
AU  - Prostran, M
AU  - Ivanović, Milovan
AU  - Todorović, Zoran B.
AU  - Stojanović, R.
AU  - Nesic, Z
PY  - 2001
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/451
PB  - Springer-Verlag, New York
C3  - Naunyn-Schmiedeberg's Archives of Pharmacology
T1  - Antinociceptive activity of 4-methyl fentanyl in rats
VL  - 363
IS  - 4
UR  - https://hdl.handle.net/21.15107/rcub_cherry_451
ER  - 
@conference{
author = "Vuckovic, S and Prostran, M and Ivanović, Milovan and Todorović, Zoran B. and Stojanović, R. and Nesic, Z",
year = "2001",
publisher = "Springer-Verlag, New York",
journal = "Naunyn-Schmiedeberg's Archives of Pharmacology",
title = "Antinociceptive activity of 4-methyl fentanyl in rats",
volume = "363",
number = "4",
url = "https://hdl.handle.net/21.15107/rcub_cherry_451"
}
Vuckovic, S., Prostran, M., Ivanović, M., Todorović, Z. B., Stojanović, R.,& Nesic, Z.. (2001). Antinociceptive activity of 4-methyl fentanyl in rats. in Naunyn-Schmiedeberg's Archives of Pharmacology
Springer-Verlag, New York., 363(4).
https://hdl.handle.net/21.15107/rcub_cherry_451
Vuckovic S, Prostran M, Ivanović M, Todorović ZB, Stojanović R, Nesic Z. Antinociceptive activity of 4-methyl fentanyl in rats. in Naunyn-Schmiedeberg's Archives of Pharmacology. 2001;363(4).
https://hdl.handle.net/21.15107/rcub_cherry_451 .
Vuckovic, S, Prostran, M, Ivanović, Milovan, Todorović, Zoran B., Stojanović, R., Nesic, Z, "Antinociceptive activity of 4-methyl fentanyl in rats" in Naunyn-Schmiedeberg's Archives of Pharmacology, 363, no. 4 (2001),
https://hdl.handle.net/21.15107/rcub_cherry_451 .

Pharmacological evaluation of 3-carbomethoxy fentanyl ('iso-carfentanil') in mice

Vuckovic, S.; Prostran, M.; Nesic, Z.; Todorović, Zoran B.; Stojanović, R.; Ivanović, Milovan

(Wiley-Blackwell, Malden, 2001)

TY  - CONF
AU  - Vuckovic, S.
AU  - Prostran, M.
AU  - Nesic, Z.
AU  - Todorović, Zoran B.
AU  - Stojanović, R.
AU  - Ivanović, Milovan
PY  - 2001
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/576
PB  - Wiley-Blackwell, Malden
C3  - Fundamental and Clinical Pharmacology
T1  - Pharmacological evaluation of 3-carbomethoxy fentanyl ('iso-carfentanil') in mice
VL  - 15
SP  - 139
EP  - 139
UR  - https://hdl.handle.net/21.15107/rcub_cherry_576
ER  - 
@conference{
author = "Vuckovic, S. and Prostran, M. and Nesic, Z. and Todorović, Zoran B. and Stojanović, R. and Ivanović, Milovan",
year = "2001",
publisher = "Wiley-Blackwell, Malden",
journal = "Fundamental and Clinical Pharmacology",
title = "Pharmacological evaluation of 3-carbomethoxy fentanyl ('iso-carfentanil') in mice",
volume = "15",
pages = "139-139",
url = "https://hdl.handle.net/21.15107/rcub_cherry_576"
}
Vuckovic, S., Prostran, M., Nesic, Z., Todorović, Z. B., Stojanović, R.,& Ivanović, M.. (2001). Pharmacological evaluation of 3-carbomethoxy fentanyl ('iso-carfentanil') in mice. in Fundamental and Clinical Pharmacology
Wiley-Blackwell, Malden., 15, 139-139.
https://hdl.handle.net/21.15107/rcub_cherry_576
Vuckovic S, Prostran M, Nesic Z, Todorović ZB, Stojanović R, Ivanović M. Pharmacological evaluation of 3-carbomethoxy fentanyl ('iso-carfentanil') in mice. in Fundamental and Clinical Pharmacology. 2001;15:139-139.
https://hdl.handle.net/21.15107/rcub_cherry_576 .
Vuckovic, S., Prostran, M., Nesic, Z., Todorović, Zoran B., Stojanović, R., Ivanović, Milovan, "Pharmacological evaluation of 3-carbomethoxy fentanyl ('iso-carfentanil') in mice" in Fundamental and Clinical Pharmacology, 15 (2001):139-139,
https://hdl.handle.net/21.15107/rcub_cherry_576 .

Opioid analgesics: Structure-activity study of the fentanyl analogues

Vučković, Sonja M.; Prostran, Milica; Ivanović, Milovan; Todorović, Zoran B.; Stojanović, Radan; Nešić, Zorica; Matić, Ivana

(2001)

TY  - JOUR
AU  - Vučković, Sonja M.
AU  - Prostran, Milica
AU  - Ivanović, Milovan
AU  - Todorović, Zoran B.
AU  - Stojanović, Radan
AU  - Nešić, Zorica
AU  - Matić, Ivana
PY  - 2001
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/139
AB  - Fentanyl, the prototype of the 4-anilidopiperidine class of synthetic opioid analgesics, is widely and successfully used to supplement general anesthesia or to treat postoperative and cancer pain. However, like other m agonists, fentanyl produces serious adverse effects including respiratory depression, muscle rigidity and on prolonged use, tolerance and addiction. In order to discover an analgesic with the improved pharmacodynamic and pharmacokinetic profile, extensive efforts during last four decades have been devoted to synthesis of a large number of fentanyl analogues and establishing the structure-activity-relationship (SAR) of the 4-anilidopiperidine class of analgesics. The objective of SAR studies is to approach the ideal analgesic profile focusing mainly on potency, safety and duration of action. As a result of such efforts, several congeners of fentanyl: alfentanil, sufentanil and remifentanil were discovered and have found clinical use as anesthesia adjuncts. Several other compounds are still under extensive evaluation in animals nowadays, while some of them are proposed as a useful tools in studying the opioid receptors. An interesting SAR obtained with some newly synthesized 3-alkyl fentanyl analogues, as well as 3-carbomethoxy fentanyl (iso-carfentanil) is presented and discussed in this paper. The analgesic potency of 3-carbomethoxy fentanyl is influenced mainly by the steric factor (voluminosity of the carbomethoxy group and the cis/trans isomerism), while the chemical nature of the group is probably irrelevant. In contrast to potency, the duration of action of 3-carbomethoxy fentanyl is most likely influenced by the nature of the carbomethoxy group. Since the potency and the duration of action of this novel analgesic compound are interesting from the aspect of SAR studies, and have potential promise for clinical use, 3-carbomethoxy fentanyl deserves to be extensively evaluated.
AB  - Fentanil, predstavnik grupe sintetičkih opioidnih analgetika (4-anilidopiperidina), ima široku primenu kao dodatak opštoj anesteziji, u terapiji postoperativnog bola, kao i bola uzrokovanog karcinomima. Medjutim, kao i drugi m agonisti opioidnih receptora, fentanil prouzrokuje ozbiljne neželjene efekate kao što su depresija disanja, rigiditet skeletne muskulature, a posle duže primene dolazi do pojave tolerancije i zavisnosti. Tokom poslednje četiri decenije uloženi su značajni napori da se sintetiše veliki broj analoga fentanila, kao i da se ustanovi odnos hemijske strukture i farmakološke aktivnosti (SAR) grupe analgetika koji pripadaju 4-anilidopiperidinima, a sve to u cilju pronalaženja analgetika sa boljim farmakodinamskim i farmakokinetičkim profilom dejstva. Cilj SAR studija je da se što više približimo profilu idealnog analgetika sa akcentom uglavnom na jačini, bezbednosti i dužini dejstva. Kao rezultat svih ovih napora, otkriveno je nekoliko jedinjenja srodnih fentanilu koji su našli kliničku primenu u anesteziji: alfentanil, sufentanil i remifentanil. U toku je detaljno ispitivanje nekoliko drugih jedinjenja u eksperimen­tima na životinjama, dok su neka od njih predložena kao korisni ligandi u receptorskim studijama. Interesantni rezultati dobijeni u SAR studijama sa nekoliko novosintetisanih 3-alkil analoga fentanila, kao i 3-karbometoksi fentanila (izo-karfentanila) prikazani su i diskutovani u ovom radu. Analgetička jačina 3-karbometoksi fentanila zavisi uglavnom od sternih faktora (voluminoznost karbometoksi grupe i cis/trans izomerija), dok je uticaj hemijske prirode same karbometoksi grupe verovatno nebitan. Za razliku od jačine, dužina trajanja dejstva 3-karbometoksi fentanila najverovatnije je uslovljena prirodom karbometoksi grupe. Budući da su jačina i dužina dejstva ove nove supstance sa analgetičkim dejstvom interesantni sa aspekta SAR studija, kao i da dosadašnji rezultati obećavaju da bi mogla potencijalno biti primenjivana u klinici, 3-karbometoksi fentanil zaslužuje opsežnije ispitivanje.
T2  - Engrami
T1  - Opioid analgesics: Structure-activity study of the fentanyl analogues
T1  - Opioidni analgetici - studija odnosa strukture i farmakološke aktivnosti analoga fentanila
VL  - 23
IS  - 3-4
SP  - 31
EP  - 49
UR  - https://hdl.handle.net/21.15107/rcub_cherry_139
ER  - 
@article{
author = "Vučković, Sonja M. and Prostran, Milica and Ivanović, Milovan and Todorović, Zoran B. and Stojanović, Radan and Nešić, Zorica and Matić, Ivana",
year = "2001",
abstract = "Fentanyl, the prototype of the 4-anilidopiperidine class of synthetic opioid analgesics, is widely and successfully used to supplement general anesthesia or to treat postoperative and cancer pain. However, like other m agonists, fentanyl produces serious adverse effects including respiratory depression, muscle rigidity and on prolonged use, tolerance and addiction. In order to discover an analgesic with the improved pharmacodynamic and pharmacokinetic profile, extensive efforts during last four decades have been devoted to synthesis of a large number of fentanyl analogues and establishing the structure-activity-relationship (SAR) of the 4-anilidopiperidine class of analgesics. The objective of SAR studies is to approach the ideal analgesic profile focusing mainly on potency, safety and duration of action. As a result of such efforts, several congeners of fentanyl: alfentanil, sufentanil and remifentanil were discovered and have found clinical use as anesthesia adjuncts. Several other compounds are still under extensive evaluation in animals nowadays, while some of them are proposed as a useful tools in studying the opioid receptors. An interesting SAR obtained with some newly synthesized 3-alkyl fentanyl analogues, as well as 3-carbomethoxy fentanyl (iso-carfentanil) is presented and discussed in this paper. The analgesic potency of 3-carbomethoxy fentanyl is influenced mainly by the steric factor (voluminosity of the carbomethoxy group and the cis/trans isomerism), while the chemical nature of the group is probably irrelevant. In contrast to potency, the duration of action of 3-carbomethoxy fentanyl is most likely influenced by the nature of the carbomethoxy group. Since the potency and the duration of action of this novel analgesic compound are interesting from the aspect of SAR studies, and have potential promise for clinical use, 3-carbomethoxy fentanyl deserves to be extensively evaluated., Fentanil, predstavnik grupe sintetičkih opioidnih analgetika (4-anilidopiperidina), ima široku primenu kao dodatak opštoj anesteziji, u terapiji postoperativnog bola, kao i bola uzrokovanog karcinomima. Medjutim, kao i drugi m agonisti opioidnih receptora, fentanil prouzrokuje ozbiljne neželjene efekate kao što su depresija disanja, rigiditet skeletne muskulature, a posle duže primene dolazi do pojave tolerancije i zavisnosti. Tokom poslednje četiri decenije uloženi su značajni napori da se sintetiše veliki broj analoga fentanila, kao i da se ustanovi odnos hemijske strukture i farmakološke aktivnosti (SAR) grupe analgetika koji pripadaju 4-anilidopiperidinima, a sve to u cilju pronalaženja analgetika sa boljim farmakodinamskim i farmakokinetičkim profilom dejstva. Cilj SAR studija je da se što više približimo profilu idealnog analgetika sa akcentom uglavnom na jačini, bezbednosti i dužini dejstva. Kao rezultat svih ovih napora, otkriveno je nekoliko jedinjenja srodnih fentanilu koji su našli kliničku primenu u anesteziji: alfentanil, sufentanil i remifentanil. U toku je detaljno ispitivanje nekoliko drugih jedinjenja u eksperimen­tima na životinjama, dok su neka od njih predložena kao korisni ligandi u receptorskim studijama. Interesantni rezultati dobijeni u SAR studijama sa nekoliko novosintetisanih 3-alkil analoga fentanila, kao i 3-karbometoksi fentanila (izo-karfentanila) prikazani su i diskutovani u ovom radu. Analgetička jačina 3-karbometoksi fentanila zavisi uglavnom od sternih faktora (voluminoznost karbometoksi grupe i cis/trans izomerija), dok je uticaj hemijske prirode same karbometoksi grupe verovatno nebitan. Za razliku od jačine, dužina trajanja dejstva 3-karbometoksi fentanila najverovatnije je uslovljena prirodom karbometoksi grupe. Budući da su jačina i dužina dejstva ove nove supstance sa analgetičkim dejstvom interesantni sa aspekta SAR studija, kao i da dosadašnji rezultati obećavaju da bi mogla potencijalno biti primenjivana u klinici, 3-karbometoksi fentanil zaslužuje opsežnije ispitivanje.",
journal = "Engrami",
title = "Opioid analgesics: Structure-activity study of the fentanyl analogues, Opioidni analgetici - studija odnosa strukture i farmakološke aktivnosti analoga fentanila",
volume = "23",
number = "3-4",
pages = "31-49",
url = "https://hdl.handle.net/21.15107/rcub_cherry_139"
}
Vučković, S. M., Prostran, M., Ivanović, M., Todorović, Z. B., Stojanović, R., Nešić, Z.,& Matić, I.. (2001). Opioid analgesics: Structure-activity study of the fentanyl analogues. in Engrami, 23(3-4), 31-49.
https://hdl.handle.net/21.15107/rcub_cherry_139
Vučković SM, Prostran M, Ivanović M, Todorović ZB, Stojanović R, Nešić Z, Matić I. Opioid analgesics: Structure-activity study of the fentanyl analogues. in Engrami. 2001;23(3-4):31-49.
https://hdl.handle.net/21.15107/rcub_cherry_139 .
Vučković, Sonja M., Prostran, Milica, Ivanović, Milovan, Todorović, Zoran B., Stojanović, Radan, Nešić, Zorica, Matić, Ivana, "Opioid analgesics: Structure-activity study of the fentanyl analogues" in Engrami, 23, no. 3-4 (2001):31-49,
https://hdl.handle.net/21.15107/rcub_cherry_139 .