TY  - JOUR
AU  - Mušović, Jasmina
AU  - Vraneš, Milan
AU  - Papović, Snežana
AU  - Gadžurić, Slobodan
AU  - Ražić, Slavica
AU  - Trtić-Petrović, Tatjana
PY  - 2023
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4382
AB  - Although sample preparation, as an unavoidable step of the analytical process should be simple, it is very often identified as a bottleneck. Simplicity of sample preparation based on cost-effective and non-hazardous materials is mandatory for any sustainable and environmental friendly approach. Aqueous biphasic systems (ABS), based on functionalized ionic liquids (FILs) are acceptable alternatives to classical extraction procedures, due to the replacement of organic solvent with diluted aqueous-soluble ionic liquids. In this work, two water soluble FILs based on 2-mercaptobenzothiazolate anion, [mbt]: 1-butyl-3-methylimidazolium [mbt] ([bmim][mbt]) and 1-ethyl-3-methylimidazolium [mbt] ([emim][mbt]), were designed and synthesized in order to selectively extract Cd(II) and Pb(II) from the river sediment. It was found that [mbt]– anion acts as the ligand and forms complexes with Cd(II) and Pb(II) which are responsible for their efficient extraction, while cation is more responsible for the formation of ABS. Partition coefficients of 408 and 180 for Cd(II) and Pb(II), respectively, were obtained using ABS based on [bmim][mbt]. Direct extraction of Cd(II) and Pb(II) from the river sediment has been investigated and obtained optimal conditions are: 60 min direct contact of the aqueous solution of [bmim][mbt] and the sediment sample at 90 °C, followed by formation of ABS upon addition of potassium citrate. Using AGRE and AGREEprep tools greenness of the proposed method for direct extraction of Cd(II) and Pb(II) from the sediment are calculated. Obtained values of 0.69 and 0.71 for Cd(II) and Pb(II) extraction, respectively, showed a high level of the greenness of the proposed method.
PB  - Elsevier B.V.
T2  - Journal of Molecular Liquids
T1  - Greener sample preparation method for direct determination of Cd(II) and Pb(II) in river sediment based on an aqueous biphasic system with functionalized ionic liquids
VL  - 369
DO  - 10.1016/j.molliq.2022.120974
ER  - 

@article{
author = "Mušović, Jasmina and Vraneš, Milan and Papović, Snežana and Gadžurić, Slobodan and Ražić, Slavica and Trtić-Petrović, Tatjana",
year = "2023",
abstract = "Although sample preparation, as an unavoidable step of the analytical process should be simple, it is very often identified as a bottleneck. Simplicity of sample preparation based on cost-effective and non-hazardous materials is mandatory for any sustainable and environmental friendly approach. Aqueous biphasic systems (ABS), based on functionalized ionic liquids (FILs) are acceptable alternatives to classical extraction procedures, due to the replacement of organic solvent with diluted aqueous-soluble ionic liquids. In this work, two water soluble FILs based on 2-mercaptobenzothiazolate anion, [mbt]: 1-butyl-3-methylimidazolium [mbt] ([bmim][mbt]) and 1-ethyl-3-methylimidazolium [mbt] ([emim][mbt]), were designed and synthesized in order to selectively extract Cd(II) and Pb(II) from the river sediment. It was found that [mbt]– anion acts as the ligand and forms complexes with Cd(II) and Pb(II) which are responsible for their efficient extraction, while cation is more responsible for the formation of ABS. Partition coefficients of 408 and 180 for Cd(II) and Pb(II), respectively, were obtained using ABS based on [bmim][mbt]. Direct extraction of Cd(II) and Pb(II) from the river sediment has been investigated and obtained optimal conditions are: 60 min direct contact of the aqueous solution of [bmim][mbt] and the sediment sample at 90 °C, followed by formation of ABS upon addition of potassium citrate. Using AGRE and AGREEprep tools greenness of the proposed method for direct extraction of Cd(II) and Pb(II) from the sediment are calculated. Obtained values of 0.69 and 0.71 for Cd(II) and Pb(II) extraction, respectively, showed a high level of the greenness of the proposed method.",
publisher = "Elsevier B.V.",
journal = "Journal of Molecular Liquids",
title = "Greener sample preparation method for direct determination of Cd(II) and Pb(II) in river sediment based on an aqueous biphasic system with functionalized ionic liquids",
volume = "369",
doi = "10.1016/j.molliq.2022.120974"
}

Mušović, J., Vraneš, M., Papović, S., Gadžurić, S., Ražić, S.,& Trtić-Petrović, T.. (2023). Greener sample preparation method for direct determination of Cd(II) and Pb(II) in river sediment based on an aqueous biphasic system with functionalized ionic liquids. in Journal of Molecular Liquids
Elsevier B.V.., 369.
https://doi.org/10.1016/j.molliq.2022.120974

Mušović J, Vraneš M, Papović S, Gadžurić S, Ražić S, Trtić-Petrović T. Greener sample preparation method for direct determination of Cd(II) and Pb(II) in river sediment based on an aqueous biphasic system with functionalized ionic liquids. in Journal of Molecular Liquids. 2023;369.
doi:10.1016/j.molliq.2022.120974 .

Mušović, Jasmina, Vraneš, Milan, Papović, Snežana, Gadžurić, Slobodan, Ražić, Slavica, Trtić-Petrović, Tatjana, "Greener sample preparation method for direct determination of Cd(II) and Pb(II) in river sediment based on an aqueous biphasic system with functionalized ionic liquids" in Journal of Molecular Liquids, 369 (2023),
https://doi.org/10.1016/j.molliq.2022.120974 . .

TY  - JOUR
AU  - Milović, Emilija
AU  - Petronijević, Jelena
AU  - Joksimović, Nenad
AU  - Beljkaš, Milan
AU  - Ružić, Dušan
AU  - Nikolić, Katarina
AU  - Vraneš, Milan
AU  - Tot, Aleksandar
AU  - Đorđić Crnogorac, Marija
AU  - Stanojković, Tatjana
AU  - Janković, Nenad
PY  - 2022
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4058
AB  - Selected tetrahydropyrimidines (THPMs) were investigated by means of cytotoxic activities on selected cancer (HeLa, A549, and LS174) and non-cancerous cell lines (MRC-5). Among evaluated compounds, two of them ( B7 and B8 ) showed good cytotoxic activity on the tested cell lines and were selected for fur- ther evaluation that included mechanism of action, DNA and BSA interactions and molecular docking study. Calculated parameters from fluorescence quenching studies indicated that B7 and B8 bind on mi- nor groove of DNA and have great ability to bind on carrier protein. Three-dimensional quantitative struc- ture anti-HeLa activity study was performed with data set of THPMs. Molecular Interaction Fields were used to derive Grid independent descriptors (GRIND), as independent variables in Pentacle software. The quality and predictive capacity of the model was proved by internal statistical parameters: R 2 = 0.992, Q 2 = 0.51, as well as external parameters such as R 2 pred = 0.804 and r m 2 , r / 2 m and r 2 m , that were higher than 0.5. The structural determinants significant for anti-HeLa activity of compounds were identified by using developed 3D-QSAR model. Interpretation of the most impactful GRIND variables on the anti-HeLa activity generated several hypotheses for design of novel and more potent anti-HeLa tetrahydropyrim- idines. Additional molecular targets for the most active synthesized derivatives ( B7 and B8 ) are predicted by use of online web-based tool-SwissTargetPrediction.
PB  - Elsevier B.V.
T2  - Journal of Molecular Structure
T1  - Anticancer evaluation of the selected tetrahydropyrimidines: 3D-QSAR, cytotoxic activities, mechanism of action, DNA, and BSA interactions
VL  - 1257
DO  - 10.1016/j.molstruc.2022.132621
ER  - 

@article{
author = "Milović, Emilija and Petronijević, Jelena and Joksimović, Nenad and Beljkaš, Milan and Ružić, Dušan and Nikolić, Katarina and Vraneš, Milan and Tot, Aleksandar and Đorđić Crnogorac, Marija and Stanojković, Tatjana and Janković, Nenad",
year = "2022",
abstract = "Selected tetrahydropyrimidines (THPMs) were investigated by means of cytotoxic activities on selected cancer (HeLa, A549, and LS174) and non-cancerous cell lines (MRC-5). Among evaluated compounds, two of them ( B7 and B8 ) showed good cytotoxic activity on the tested cell lines and were selected for fur- ther evaluation that included mechanism of action, DNA and BSA interactions and molecular docking study. Calculated parameters from fluorescence quenching studies indicated that B7 and B8 bind on mi- nor groove of DNA and have great ability to bind on carrier protein. Three-dimensional quantitative struc- ture anti-HeLa activity study was performed with data set of THPMs. Molecular Interaction Fields were used to derive Grid independent descriptors (GRIND), as independent variables in Pentacle software. The quality and predictive capacity of the model was proved by internal statistical parameters: R 2 = 0.992, Q 2 = 0.51, as well as external parameters such as R 2 pred = 0.804 and r m 2 , r / 2 m and r 2 m , that were higher than 0.5. The structural determinants significant for anti-HeLa activity of compounds were identified by using developed 3D-QSAR model. Interpretation of the most impactful GRIND variables on the anti-HeLa activity generated several hypotheses for design of novel and more potent anti-HeLa tetrahydropyrim- idines. Additional molecular targets for the most active synthesized derivatives ( B7 and B8 ) are predicted by use of online web-based tool-SwissTargetPrediction.",
publisher = "Elsevier B.V.",
journal = "Journal of Molecular Structure",
title = "Anticancer evaluation of the selected tetrahydropyrimidines: 3D-QSAR, cytotoxic activities, mechanism of action, DNA, and BSA interactions",
volume = "1257",
doi = "10.1016/j.molstruc.2022.132621"
}

Milović, E., Petronijević, J., Joksimović, N., Beljkaš, M., Ružić, D., Nikolić, K., Vraneš, M., Tot, A., Đorđić Crnogorac, M., Stanojković, T.,& Janković, N.. (2022). Anticancer evaluation of the selected tetrahydropyrimidines: 3D-QSAR, cytotoxic activities, mechanism of action, DNA, and BSA interactions. in Journal of Molecular Structure
Elsevier B.V.., 1257.
https://doi.org/10.1016/j.molstruc.2022.132621

Milović E, Petronijević J, Joksimović N, Beljkaš M, Ružić D, Nikolić K, Vraneš M, Tot A, Đorđić Crnogorac M, Stanojković T, Janković N. Anticancer evaluation of the selected tetrahydropyrimidines: 3D-QSAR, cytotoxic activities, mechanism of action, DNA, and BSA interactions. in Journal of Molecular Structure. 2022;1257.
doi:10.1016/j.molstruc.2022.132621 .

Milović, Emilija, Petronijević, Jelena, Joksimović, Nenad, Beljkaš, Milan, Ružić, Dušan, Nikolić, Katarina, Vraneš, Milan, Tot, Aleksandar, Đorđić Crnogorac, Marija, Stanojković, Tatjana, Janković, Nenad, "Anticancer evaluation of the selected tetrahydropyrimidines: 3D-QSAR, cytotoxic activities, mechanism of action, DNA, and BSA interactions" in Journal of Molecular Structure, 1257 (2022),
https://doi.org/10.1016/j.molstruc.2022.132621 . .

TY  - CONF
AU  - Dimitrijević, Aleksandra
AU  - Jocić, Ana
AU  - Marić, Slađana
AU  - Zdolšek, Nikola
AU  - Trtić-Petrović, Tatjana
AU  - Vraneš, Milan
AU  - Gadžurić, Slobodan
AU  - Arsenijević, Jelena
AU  - Ražić, Slavica
AU  - Tavares, Ana Paula M.
AU  - Freire, Mara G.
PY  - 2019
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5288
AB  - The chemotherapeutic parthenolide (PTL) has an excellent
potential in the treatment of acute lymphoblastic leukemia and
much attention has been focused to overcome its poor aqueous
solubility, which limits PTL bioavailability. The most promising
approach is using micellar structures of Pluronics (class of triblock
copolymer of poly(ethylene)-poly(propylene)-poly(ethylene)),
as a drug delivery vectors. Pluronic PE6200 (PL6200) is selected
as one of the phase formers of aqueous biphasic system (ABS)
having in mind the amphiphilic nature of Pluronics which enables
good solubilization of hydrophobic molecules, their biocompatibility,
water solubility and complex mesophase behaviour. ABSs
are formed by combination of aqueous solutions of two polymers,
two salts or polymer/salt above certain concentrations with water
as the main constituent of both phases of ABS. In the quest for
more selective, performant and “greener” extraction technique of
PTL from natural matrices, a novel ABS comprised of a hydrophilic
ionic liquid (IL) - cholinium pyruvate (ChPyr) and PL6200
was investigated. In order to design selective Pluronic-mediated
purification process, (1) the ternary phase diagram was determinated
and characterised and (2) the partition of hydrophobic
PTL in this system was evaluated. A solution composed of 20
wt% of ChPyr + 30 wt% of PL6200 + 50 wt% of water with PTL
concentration of 2 mgml-1 led to high PTL extraction efficiency in
PL6200-rich phase (above 82%) with partition coefficient of 4.96.
The partition of PTL is mainly driven by its hydrophobic interaction
with poloxamer. For lower PL6200 concentrations in ABS,
formation of micelle particles was observed, what enabled solubilization
of PTL and its migration to hydrophilic IL-rich phase.
That decreased the PTL extraction efficiency toward PL6200-
rich phase. The obtained results showed that using cholinium-IL
/ Pluronic based ABS is promising alternative to volatile organic solvents that are nowdays used for extraction of PTL. Moreover,
using the Pluronic as constituent of ABS can provide the possibility
to simultaneously deal with low aqueous solubility of PTL by
forming the drug-loaded micelle particles and selective extraction
of active compound from real matrix.
PB  - Turkish Chemical Society
C3  - XX Euroanalysis 2019 Conference, Abstracts and Proceedings
T1  - Controlling of the parthenolide partition using micelle structures of block copolymer in ionic liquid based aqueous biphasic system
SP  - 212
EP  - 214
UR  - https://hdl.handle.net/21.15107/rcub_farfar_5288
ER  - 

@conference{
author = "Dimitrijević, Aleksandra and Jocić, Ana and Marić, Slađana and Zdolšek, Nikola and Trtić-Petrović, Tatjana and Vraneš, Milan and Gadžurić, Slobodan and Arsenijević, Jelena and Ražić, Slavica and Tavares, Ana Paula M. and Freire, Mara G.",
year = "2019",
abstract = "The chemotherapeutic parthenolide (PTL) has an excellent
potential in the treatment of acute lymphoblastic leukemia and
much attention has been focused to overcome its poor aqueous
solubility, which limits PTL bioavailability. The most promising
approach is using micellar structures of Pluronics (class of triblock
copolymer of poly(ethylene)-poly(propylene)-poly(ethylene)),
as a drug delivery vectors. Pluronic PE6200 (PL6200) is selected
as one of the phase formers of aqueous biphasic system (ABS)
having in mind the amphiphilic nature of Pluronics which enables
good solubilization of hydrophobic molecules, their biocompatibility,
water solubility and complex mesophase behaviour. ABSs
are formed by combination of aqueous solutions of two polymers,
two salts or polymer/salt above certain concentrations with water
as the main constituent of both phases of ABS. In the quest for
more selective, performant and “greener” extraction technique of
PTL from natural matrices, a novel ABS comprised of a hydrophilic
ionic liquid (IL) - cholinium pyruvate (ChPyr) and PL6200
was investigated. In order to design selective Pluronic-mediated
purification process, (1) the ternary phase diagram was determinated
and characterised and (2) the partition of hydrophobic
PTL in this system was evaluated. A solution composed of 20
wt% of ChPyr + 30 wt% of PL6200 + 50 wt% of water with PTL
concentration of 2 mgml-1 led to high PTL extraction efficiency in
PL6200-rich phase (above 82%) with partition coefficient of 4.96.
The partition of PTL is mainly driven by its hydrophobic interaction
with poloxamer. For lower PL6200 concentrations in ABS,
formation of micelle particles was observed, what enabled solubilization
of PTL and its migration to hydrophilic IL-rich phase.
That decreased the PTL extraction efficiency toward PL6200-
rich phase. The obtained results showed that using cholinium-IL
/ Pluronic based ABS is promising alternative to volatile organic solvents that are nowdays used for extraction of PTL. Moreover,
using the Pluronic as constituent of ABS can provide the possibility
to simultaneously deal with low aqueous solubility of PTL by
forming the drug-loaded micelle particles and selective extraction
of active compound from real matrix.",
publisher = "Turkish Chemical Society",
journal = "XX Euroanalysis 2019 Conference, Abstracts and Proceedings",
title = "Controlling of the parthenolide partition using micelle structures of block copolymer in ionic liquid based aqueous biphasic system",
pages = "212-214",
url = "https://hdl.handle.net/21.15107/rcub_farfar_5288"
}

Dimitrijević, A., Jocić, A., Marić, S., Zdolšek, N., Trtić-Petrović, T., Vraneš, M., Gadžurić, S., Arsenijević, J., Ražić, S., Tavares, A. P. M.,& Freire, M. G.. (2019). Controlling of the parthenolide partition using micelle structures of block copolymer in ionic liquid based aqueous biphasic system. in XX Euroanalysis 2019 Conference, Abstracts and Proceedings
Turkish Chemical Society., 212-214.
https://hdl.handle.net/21.15107/rcub_farfar_5288

Dimitrijević A, Jocić A, Marić S, Zdolšek N, Trtić-Petrović T, Vraneš M, Gadžurić S, Arsenijević J, Ražić S, Tavares APM, Freire MG. Controlling of the parthenolide partition using micelle structures of block copolymer in ionic liquid based aqueous biphasic system. in XX Euroanalysis 2019 Conference, Abstracts and Proceedings. 2019;:212-214.
https://hdl.handle.net/21.15107/rcub_farfar_5288 .

Dimitrijević, Aleksandra, Jocić, Ana, Marić, Slađana, Zdolšek, Nikola, Trtić-Petrović, Tatjana, Vraneš, Milan, Gadžurić, Slobodan, Arsenijević, Jelena, Ražić, Slavica, Tavares, Ana Paula M., Freire, Mara G., "Controlling of the parthenolide partition using micelle structures of block copolymer in ionic liquid based aqueous biphasic system" in XX Euroanalysis 2019 Conference, Abstracts and Proceedings (2019):212-214,
https://hdl.handle.net/21.15107/rcub_farfar_5288 .