Stoiljković, Zora Ž.

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Investigation of forced and total degradation products of amlodipine besylate by liquid chromatography and liquid chromatography-mass spectrometry

Stoiljković, Zora Ž.; Jadranin, Milka; Đurić, Svetlana Lj.; Petrović, Slobodan; Avramov-Ivić, Milka; Mijin, Dušan

(Association of the Chemical Engineers of Serbia, 2014)

TY  - JOUR
AU  - Stoiljković, Zora Ž.
AU  - Jadranin, Milka
AU  - Đurić, Svetlana Lj.
AU  - Petrović, Slobodan
AU  - Avramov-Ivić, Milka
AU  - Mijin, Dušan
PY  - 2014
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2634
AB  - An isocratic, reversed-phase liquid chromatographic method was applied for the investigation of the degradation products of amlodipine besylate under stressed conditions in solution. Amlodipine besylate stock solutions were subjected to acid and alkali hydrolysis, chemical oxidation and photodegradation, as well as to the electrochemical degradation by cyclic voltammetry in 0.05 mol/L NaHCO3 on gold electrode. The total degradation of amlodipine besylate was achieved in 5 mol/L NaOH at 80 °C for 6 h and the compound with molecular formula C15H16NOCl was identified as a main degradation product. Under acidic (5 mol/L HCl at 80 °C for 6 h) stress conditions 75.2% of amlodipine besylate degradation was recorded. Oxidative degradation in a solution of 3% H2O2:methanol 80:20 at 80 °C for 6 h showed that amlodipine besylate degraded to 80.1%. After 14 days of expose in photostability chamber amlodipine besylate solution showed degradation of 32.2%. In electrochemical degradation, after 9 h of cyclization the beginning of amlodipine oxidation was shifted for 200 mV to more negative potentials, with the degradation of 66.5%. Mass spectrometry analysis confirmed the presence of dehydro amlodipine derivate with molecular formula C20H23N2O5Cl in oxidative and acidic conditions, while in electrochemical degradation was detected in traces.
AB  - Primenjena je izokratska RP-HPLC metoda za ispitivanje degradacionih proizvoda amlodipin-bezilata u uslovima forsirane degradacije. Osnovni rastvori amlodipin-bezilata su podvrgnuti kiseloj i alkalnoj hidrolizi, hemijskoj i fotodegradaciji kao i elektrohemijskoj degradaciji primenom ciklične voltametrije u rastvoru 0,05 mol/L NaHCO3 na elektrodi od zlata. Potpuna degradacija amlodipin-bezilata je postignuta u 5 mol/L NaOH na 80 °C za 6 sati, a jedinjenje molekulske formule C15H16NOCl je identifikovano kao glavni degradacioni proizvod. Pod uticajem kiseline (5 mol/L HCl) na 80 °C za 6 sati postignuto je 75,2% degradacije amlodipin-bezilata. U uslovima oksidativnog stresa u rastvoru 3% H2O2-metanol 80:20 na 80 °C tokom 6 sati pokazana je degradacija od 80,1%. Nakon 14 dana izlaganja rastvora amlodipin-bezilata fotodegradaciji u komori za fotostabilnost postignuta je degradacija od 32,2%. Kod elektrohemijske degradacije posle 9 sati ciklizacije početak oksidacije amlodipina se pomerio za 200 mV ka negativnijim potencijalima, sa degradacijom od 66,5%. Masenom spektrometrijom potvrđeno je prisustvo dehidro derivata amlodipina molekulske formule C20H23N2O5Cl kao proizvoda forsirane degradacije u uslovima oksidacije i degradacije u kiseloj sredini. Pri elektrohemijskoj degradaciji amlodipina ovo jedinjenje nađeno je u tragovima.
PB  - Association of the Chemical Engineers of Serbia
T2  - Chemical Industry & Chemical Engineering Quarterly
T1  - Investigation of forced and total degradation products of amlodipine besylate by liquid chromatography and liquid chromatography-mass spectrometry
T1  - Ispitivanje degradacionih proizvoda amlodipin-bezilata primenom tečne hromatografije i tečne hromatografije-masene spektrometrije u uslovima forsirane i potpune degradacije
EP  - 304
IS  - 2
SP  - 295
VL  - 20
DO  - 10.2298/CICEQ121226011S
ER  - 
@article{
author = "Stoiljković, Zora Ž. and Jadranin, Milka and Đurić, Svetlana Lj. and Petrović, Slobodan and Avramov-Ivić, Milka and Mijin, Dušan",
year = "2014",
abstract = "An isocratic, reversed-phase liquid chromatographic method was applied for the investigation of the degradation products of amlodipine besylate under stressed conditions in solution. Amlodipine besylate stock solutions were subjected to acid and alkali hydrolysis, chemical oxidation and photodegradation, as well as to the electrochemical degradation by cyclic voltammetry in 0.05 mol/L NaHCO3 on gold electrode. The total degradation of amlodipine besylate was achieved in 5 mol/L NaOH at 80 °C for 6 h and the compound with molecular formula C15H16NOCl was identified as a main degradation product. Under acidic (5 mol/L HCl at 80 °C for 6 h) stress conditions 75.2% of amlodipine besylate degradation was recorded. Oxidative degradation in a solution of 3% H2O2:methanol 80:20 at 80 °C for 6 h showed that amlodipine besylate degraded to 80.1%. After 14 days of expose in photostability chamber amlodipine besylate solution showed degradation of 32.2%. In electrochemical degradation, after 9 h of cyclization the beginning of amlodipine oxidation was shifted for 200 mV to more negative potentials, with the degradation of 66.5%. Mass spectrometry analysis confirmed the presence of dehydro amlodipine derivate with molecular formula C20H23N2O5Cl in oxidative and acidic conditions, while in electrochemical degradation was detected in traces., Primenjena je izokratska RP-HPLC metoda za ispitivanje degradacionih proizvoda amlodipin-bezilata u uslovima forsirane degradacije. Osnovni rastvori amlodipin-bezilata su podvrgnuti kiseloj i alkalnoj hidrolizi, hemijskoj i fotodegradaciji kao i elektrohemijskoj degradaciji primenom ciklične voltametrije u rastvoru 0,05 mol/L NaHCO3 na elektrodi od zlata. Potpuna degradacija amlodipin-bezilata je postignuta u 5 mol/L NaOH na 80 °C za 6 sati, a jedinjenje molekulske formule C15H16NOCl je identifikovano kao glavni degradacioni proizvod. Pod uticajem kiseline (5 mol/L HCl) na 80 °C za 6 sati postignuto je 75,2% degradacije amlodipin-bezilata. U uslovima oksidativnog stresa u rastvoru 3% H2O2-metanol 80:20 na 80 °C tokom 6 sati pokazana je degradacija od 80,1%. Nakon 14 dana izlaganja rastvora amlodipin-bezilata fotodegradaciji u komori za fotostabilnost postignuta je degradacija od 32,2%. Kod elektrohemijske degradacije posle 9 sati ciklizacije početak oksidacije amlodipina se pomerio za 200 mV ka negativnijim potencijalima, sa degradacijom od 66,5%. Masenom spektrometrijom potvrđeno je prisustvo dehidro derivata amlodipina molekulske formule C20H23N2O5Cl kao proizvoda forsirane degradacije u uslovima oksidacije i degradacije u kiseloj sredini. Pri elektrohemijskoj degradaciji amlodipina ovo jedinjenje nađeno je u tragovima.",
publisher = "Association of the Chemical Engineers of Serbia",
journal = "Chemical Industry & Chemical Engineering Quarterly",
title = "Investigation of forced and total degradation products of amlodipine besylate by liquid chromatography and liquid chromatography-mass spectrometry, Ispitivanje degradacionih proizvoda amlodipin-bezilata primenom tečne hromatografije i tečne hromatografije-masene spektrometrije u uslovima forsirane i potpune degradacije",
pages = "304-295",
number = "2",
volume = "20",
doi = "10.2298/CICEQ121226011S"
}
Stoiljković, Z. Ž., Jadranin, M., Đurić, S. Lj., Petrović, S., Avramov-Ivić, M.,& Mijin, D.. (2014). Investigation of forced and total degradation products of amlodipine besylate by liquid chromatography and liquid chromatography-mass spectrometry. in Chemical Industry & Chemical Engineering Quarterly
Association of the Chemical Engineers of Serbia., 20(2), 295-304.
https://doi.org/10.2298/CICEQ121226011S
Stoiljković ZŽ, Jadranin M, Đurić SL, Petrović S, Avramov-Ivić M, Mijin D. Investigation of forced and total degradation products of amlodipine besylate by liquid chromatography and liquid chromatography-mass spectrometry. in Chemical Industry & Chemical Engineering Quarterly. 2014;20(2):295-304.
doi:10.2298/CICEQ121226011S .
Stoiljković, Zora Ž., Jadranin, Milka, Đurić, Svetlana Lj., Petrović, Slobodan, Avramov-Ivić, Milka, Mijin, Dušan, "Investigation of forced and total degradation products of amlodipine besylate by liquid chromatography and liquid chromatography-mass spectrometry" in Chemical Industry & Chemical Engineering Quarterly, 20, no. 2 (2014):295-304,
https://doi.org/10.2298/CICEQ121226011S . .
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The Electrochemical Investigation of Inclusion Complexes of Nifedipine and Amlodipine with beta-Cyclodextrin and (2-Hydroxypropyl)-beta-Cyclodextrin

Stoiljković, Zora Ž.; Jovanović, Vladislava M.; Mijin, Dušan; Nikolić, V.; Nikolić, Ljubiša B.; Petrović, Slobodan; Avramov-Ivić, Milka

(Electrochemical Science Group, Beograd, 2013)

TY  - JOUR
AU  - Stoiljković, Zora Ž.
AU  - Jovanović, Vladislava M.
AU  - Mijin, Dušan
AU  - Nikolić, V.
AU  - Nikolić, Ljubiša B.
AU  - Petrović, Slobodan
AU  - Avramov-Ivić, Milka
PY  - 2013
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2259
AB  - The electrochemical behavior of inclusion complexes of nifedipine (Nif) and amlodipine (Aml), a long-acting calcium channel blockers dihydropyridine (DHP) class, with beta-cyclodextrin (beta CD) and (2-hydroxypropyl)-beta-cyclodextrin (HP beta CD), is examined using cyclic and square wave voltammetry in 0.05 M NaHCO3 and phosphate buffer (pH=11) on a gold electrode. The voltammograms show a single irreversible anodic wave with the current controlled by adsorption. It was found that phosphate buffer favorites the electrochemical activity of both complexes of Nif with the linear dependency of the oxidative currents on their concentrations. In phosphate buffer, only HP beta CD-Aml complex showed linear dependency of the oxidative currents on the concentration. In 0.05 M NaHCO3 as electrolyte only HP beta CD-Nif exhibited apparent activity. The initial potential of the anodic reaction as well as the value of the potential for anodic currents maximum of all the examined complexes in both electrolytes were shifted to the positive direction compared to their standards. In addition, the value of anodic currents decreased.
PB  - Electrochemical Science Group, Beograd
T2  - International Journal of Electrochemical Science
T1  - The Electrochemical Investigation of Inclusion Complexes of Nifedipine and Amlodipine with beta-Cyclodextrin and (2-Hydroxypropyl)-beta-Cyclodextrin
EP  - 9557
IS  - 7
SP  - 9543
VL  - 8
UR  - https://hdl.handle.net/21.15107/rcub_technorep_2259
ER  - 
@article{
author = "Stoiljković, Zora Ž. and Jovanović, Vladislava M. and Mijin, Dušan and Nikolić, V. and Nikolić, Ljubiša B. and Petrović, Slobodan and Avramov-Ivić, Milka",
year = "2013",
abstract = "The electrochemical behavior of inclusion complexes of nifedipine (Nif) and amlodipine (Aml), a long-acting calcium channel blockers dihydropyridine (DHP) class, with beta-cyclodextrin (beta CD) and (2-hydroxypropyl)-beta-cyclodextrin (HP beta CD), is examined using cyclic and square wave voltammetry in 0.05 M NaHCO3 and phosphate buffer (pH=11) on a gold electrode. The voltammograms show a single irreversible anodic wave with the current controlled by adsorption. It was found that phosphate buffer favorites the electrochemical activity of both complexes of Nif with the linear dependency of the oxidative currents on their concentrations. In phosphate buffer, only HP beta CD-Aml complex showed linear dependency of the oxidative currents on the concentration. In 0.05 M NaHCO3 as electrolyte only HP beta CD-Nif exhibited apparent activity. The initial potential of the anodic reaction as well as the value of the potential for anodic currents maximum of all the examined complexes in both electrolytes were shifted to the positive direction compared to their standards. In addition, the value of anodic currents decreased.",
publisher = "Electrochemical Science Group, Beograd",
journal = "International Journal of Electrochemical Science",
title = "The Electrochemical Investigation of Inclusion Complexes of Nifedipine and Amlodipine with beta-Cyclodextrin and (2-Hydroxypropyl)-beta-Cyclodextrin",
pages = "9557-9543",
number = "7",
volume = "8",
url = "https://hdl.handle.net/21.15107/rcub_technorep_2259"
}
Stoiljković, Z. Ž., Jovanović, V. M., Mijin, D., Nikolić, V., Nikolić, L. B., Petrović, S.,& Avramov-Ivić, M.. (2013). The Electrochemical Investigation of Inclusion Complexes of Nifedipine and Amlodipine with beta-Cyclodextrin and (2-Hydroxypropyl)-beta-Cyclodextrin. in International Journal of Electrochemical Science
Electrochemical Science Group, Beograd., 8(7), 9543-9557.
https://hdl.handle.net/21.15107/rcub_technorep_2259
Stoiljković ZŽ, Jovanović VM, Mijin D, Nikolić V, Nikolić LB, Petrović S, Avramov-Ivić M. The Electrochemical Investigation of Inclusion Complexes of Nifedipine and Amlodipine with beta-Cyclodextrin and (2-Hydroxypropyl)-beta-Cyclodextrin. in International Journal of Electrochemical Science. 2013;8(7):9543-9557.
https://hdl.handle.net/21.15107/rcub_technorep_2259 .
Stoiljković, Zora Ž., Jovanović, Vladislava M., Mijin, Dušan, Nikolić, V., Nikolić, Ljubiša B., Petrović, Slobodan, Avramov-Ivić, Milka, "The Electrochemical Investigation of Inclusion Complexes of Nifedipine and Amlodipine with beta-Cyclodextrin and (2-Hydroxypropyl)-beta-Cyclodextrin" in International Journal of Electrochemical Science, 8, no. 7 (2013):9543-9557,
https://hdl.handle.net/21.15107/rcub_technorep_2259 .
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Voltammetric and Square-Wave Anodic Stripping Determination of Amlodipine Besylate on Gold Electrode

Stoiljković, Zora Ž.; Avramov-Ivić, Milka; Petrović, Slobodan; Mijin, Dušan; Stevanović, Sanja; Lačnjevac, Uroš; Marinković, Aleksandar

(Electrochemical Science Group, Beograd, 2012)

TY  - JOUR
AU  - Stoiljković, Zora Ž.
AU  - Avramov-Ivić, Milka
AU  - Petrović, Slobodan
AU  - Mijin, Dušan
AU  - Stevanović, Sanja
AU  - Lačnjevac, Uroš
AU  - Marinković, Aleksandar
PY  - 2012
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/1984
AB  - The oxidative behaviour of amlodipine besylate was studied. The gold electrode and Au/o-MWCNT (oxidized multi-wall carbon nanotubes) were used for determination of amlodipine besylate standard and as a content of Alopres tablet, in 0.05 M NaHCO3 and in phosphate buffer (pH=11) by cyclic voltammetry and square-wave anodic stripping voltammetry. Electrode surfaces were characterized by AFM in the presence of amlodipine and the concentrations of drugs in electrolytes were simultaneously followed by HPLC. The linear dependency of the anodic currents of amlodipine besylate as standard and in Alopres tablet vs. concentration was observed in both electrolytes, but in phosphate buffer for the higher concentrations. The peak currents obtained in all experiments are more than fifty-fold higher comparing to all previously published results concerning the glassy carbon electrode and the carbon paste electrode. The gold electrode is better catalyst for anodic oxidation of amlodipine besylate than glassy carbone. The results obtained with Au/o-MWCNT show lower anodic activity comparing to previously published GC/o-MWCNT. GC/o-MWCNT is better catalyst than Au/o-MWCNT under similar experimental conditions.
PB  - Electrochemical Science Group, Beograd
T2  - International Journal of Electrochemical Science
T1  - Voltammetric and Square-Wave Anodic Stripping Determination of Amlodipine Besylate on Gold Electrode
EP  - 2303
IS  - 3
SP  - 2288
VL  - 7
UR  - https://hdl.handle.net/21.15107/rcub_technorep_1984
ER  - 
@article{
author = "Stoiljković, Zora Ž. and Avramov-Ivić, Milka and Petrović, Slobodan and Mijin, Dušan and Stevanović, Sanja and Lačnjevac, Uroš and Marinković, Aleksandar",
year = "2012",
abstract = "The oxidative behaviour of amlodipine besylate was studied. The gold electrode and Au/o-MWCNT (oxidized multi-wall carbon nanotubes) were used for determination of amlodipine besylate standard and as a content of Alopres tablet, in 0.05 M NaHCO3 and in phosphate buffer (pH=11) by cyclic voltammetry and square-wave anodic stripping voltammetry. Electrode surfaces were characterized by AFM in the presence of amlodipine and the concentrations of drugs in electrolytes were simultaneously followed by HPLC. The linear dependency of the anodic currents of amlodipine besylate as standard and in Alopres tablet vs. concentration was observed in both electrolytes, but in phosphate buffer for the higher concentrations. The peak currents obtained in all experiments are more than fifty-fold higher comparing to all previously published results concerning the glassy carbon electrode and the carbon paste electrode. The gold electrode is better catalyst for anodic oxidation of amlodipine besylate than glassy carbone. The results obtained with Au/o-MWCNT show lower anodic activity comparing to previously published GC/o-MWCNT. GC/o-MWCNT is better catalyst than Au/o-MWCNT under similar experimental conditions.",
publisher = "Electrochemical Science Group, Beograd",
journal = "International Journal of Electrochemical Science",
title = "Voltammetric and Square-Wave Anodic Stripping Determination of Amlodipine Besylate on Gold Electrode",
pages = "2303-2288",
number = "3",
volume = "7",
url = "https://hdl.handle.net/21.15107/rcub_technorep_1984"
}
Stoiljković, Z. Ž., Avramov-Ivić, M., Petrović, S., Mijin, D., Stevanović, S., Lačnjevac, U.,& Marinković, A.. (2012). Voltammetric and Square-Wave Anodic Stripping Determination of Amlodipine Besylate on Gold Electrode. in International Journal of Electrochemical Science
Electrochemical Science Group, Beograd., 7(3), 2288-2303.
https://hdl.handle.net/21.15107/rcub_technorep_1984
Stoiljković ZŽ, Avramov-Ivić M, Petrović S, Mijin D, Stevanović S, Lačnjevac U, Marinković A. Voltammetric and Square-Wave Anodic Stripping Determination of Amlodipine Besylate on Gold Electrode. in International Journal of Electrochemical Science. 2012;7(3):2288-2303.
https://hdl.handle.net/21.15107/rcub_technorep_1984 .
Stoiljković, Zora Ž., Avramov-Ivić, Milka, Petrović, Slobodan, Mijin, Dušan, Stevanović, Sanja, Lačnjevac, Uroš, Marinković, Aleksandar, "Voltammetric and Square-Wave Anodic Stripping Determination of Amlodipine Besylate on Gold Electrode" in International Journal of Electrochemical Science, 7, no. 3 (2012):2288-2303,
https://hdl.handle.net/21.15107/rcub_technorep_1984 .
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Examination of localization of silymarin and fatty oil in Silybum marianum (L.) Gaertn. fruit

Stoiljković, Zora Ž.; Petrović, Slobodan; Ilić, Biljana S.

(Association of the Chemical Engineers of Serbia, 2007)

TY  - JOUR
AU  - Stoiljković, Zora Ž.
AU  - Petrović, Slobodan
AU  - Ilić, Biljana S.
PY  - 2007
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/1057
AB  - Physical characteristics and localization of flavonoids and fatty oil in Silybum marianum (L.) Gaertn. fruit of different origin were examined. Physical characteristics of the fruit were determined by its origin, and samples cultivated on plantations were, concerning their colour, shine, shape and size, very similar to those they originated from. By examination of the fruit size, we wanted to give our contribution to the choice of adequate equipment for picking, cleaning and packing of the fruit. Using a suitable mechanical procedure, the separation of the fruit into its inner part (endosperm) and outer cover (testa) was carried out. The Soxhlet extraction was carried out using petroleum ether (40-70°C) and methanol, The silymarin content (calculated as silibinin) was spectrophotometrically determined in the whole fruit (1.94-2.45%) and its respective parts: endosperm (0.19-0.33%) and testa (4.75-6.01%). By evaporation of petroleum ether extracts under the lowered pressure we determined the oil content in the whole fruit (19.38-24.08%), endosperm (27.85-34.19%) and testa (2.45-4.34%). We also established that more than 94% of silymarin was located in the testa more than 88% of fatty oil was localized in the fruit endosperm. The obtained results indicated that it was better to use testa, than whole fruit, when extracting silymarin.
PB  - Association of the Chemical Engineers of Serbia
T2  - Chemical Industry & Chemical Engineering Quarterly
T1  - Examination of localization of silymarin and fatty oil in Silybum marianum (L.) Gaertn. fruit
EP  - 59
IS  - 2
SP  - 55
VL  - 13
DO  - 10.2298/CICEQ0702055S
ER  - 
@article{
author = "Stoiljković, Zora Ž. and Petrović, Slobodan and Ilić, Biljana S.",
year = "2007",
abstract = "Physical characteristics and localization of flavonoids and fatty oil in Silybum marianum (L.) Gaertn. fruit of different origin were examined. Physical characteristics of the fruit were determined by its origin, and samples cultivated on plantations were, concerning their colour, shine, shape and size, very similar to those they originated from. By examination of the fruit size, we wanted to give our contribution to the choice of adequate equipment for picking, cleaning and packing of the fruit. Using a suitable mechanical procedure, the separation of the fruit into its inner part (endosperm) and outer cover (testa) was carried out. The Soxhlet extraction was carried out using petroleum ether (40-70°C) and methanol, The silymarin content (calculated as silibinin) was spectrophotometrically determined in the whole fruit (1.94-2.45%) and its respective parts: endosperm (0.19-0.33%) and testa (4.75-6.01%). By evaporation of petroleum ether extracts under the lowered pressure we determined the oil content in the whole fruit (19.38-24.08%), endosperm (27.85-34.19%) and testa (2.45-4.34%). We also established that more than 94% of silymarin was located in the testa more than 88% of fatty oil was localized in the fruit endosperm. The obtained results indicated that it was better to use testa, than whole fruit, when extracting silymarin.",
publisher = "Association of the Chemical Engineers of Serbia",
journal = "Chemical Industry & Chemical Engineering Quarterly",
title = "Examination of localization of silymarin and fatty oil in Silybum marianum (L.) Gaertn. fruit",
pages = "59-55",
number = "2",
volume = "13",
doi = "10.2298/CICEQ0702055S"
}
Stoiljković, Z. Ž., Petrović, S.,& Ilić, B. S.. (2007). Examination of localization of silymarin and fatty oil in Silybum marianum (L.) Gaertn. fruit. in Chemical Industry & Chemical Engineering Quarterly
Association of the Chemical Engineers of Serbia., 13(2), 55-59.
https://doi.org/10.2298/CICEQ0702055S
Stoiljković ZŽ, Petrović S, Ilić BS. Examination of localization of silymarin and fatty oil in Silybum marianum (L.) Gaertn. fruit. in Chemical Industry & Chemical Engineering Quarterly. 2007;13(2):55-59.
doi:10.2298/CICEQ0702055S .
Stoiljković, Zora Ž., Petrović, Slobodan, Ilić, Biljana S., "Examination of localization of silymarin and fatty oil in Silybum marianum (L.) Gaertn. fruit" in Chemical Industry & Chemical Engineering Quarterly, 13, no. 2 (2007):55-59,
https://doi.org/10.2298/CICEQ0702055S . .
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