Stoiljković, Zora

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

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

(Association of the Chemical Engineers of Serbia, 2014)

TY  - JOUR
AU  - Stoiljković, Zora
AU  - Jadranin, Milka
AU  - Đurić, Svetlana Lj.
AU  - Petrović, Slobodan D.
AU  - Avramov Ivić, Milka
AU  - Mijin, Dušan
PY  - 2014
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1462
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 and Chemical Engineering Quarterly / CICEQ
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
VL  - 20
IS  - 2
SP  - 295
EP  - 304
DO  - 10.2298/CICEQ121226011S
ER  - 
@article{
author = "Stoiljković, Zora and Jadranin, Milka and Đurić, Svetlana Lj. and Petrović, Slobodan D. 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 and Chemical Engineering Quarterly / CICEQ",
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",
volume = "20",
number = "2",
pages = "295-304",
doi = "10.2298/CICEQ121226011S"
}
Stoiljković, Z., Jadranin, M., Đurić, S. Lj., Petrović, S. D., 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 and Chemical Engineering Quarterly / CICEQ
Association of the Chemical Engineers of Serbia., 20(2), 295-304.
https://doi.org/10.2298/CICEQ121226011S
Stoiljković Z, Jadranin M, Đurić SL, Petrović SD, 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 and Chemical Engineering Quarterly / CICEQ. 2014;20(2):295-304.
doi:10.2298/CICEQ121226011S .
Stoiljković, Zora, Jadranin, Milka, Đurić, Svetlana Lj., Petrović, Slobodan D., 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 and Chemical Engineering Quarterly / CICEQ, 20, no. 2 (2014):295-304,
https://doi.org/10.2298/CICEQ121226011S . .
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7

The Electrochemical Investigation of Inclusion Complexes of Nifedipine and Amlodipine with beta-Cyclodextrin and (2-Hydroxypropyl)-beta-Cyclodextrin

Stoiljković, Zora; Jovanović, Vladislava M.; Mijin, Dušan; Nikolić, V.; Nikolic, Lj.; Petrović, Slobodan D.; Avramov Ivić, Milka

(Esg, Belgrade, 2013)

TY  - JOUR
AU  - Stoiljković, Zora
AU  - Jovanović, Vladislava M.
AU  - Mijin, Dušan
AU  - Nikolić, V.
AU  - Nikolic, Lj.
AU  - Petrović, Slobodan D.
AU  - Avramov Ivić, Milka
PY  - 2013
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1221
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  - Esg, Belgrade
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
VL  - 8
IS  - 7
SP  - 9543
EP  - 9557
UR  - https://hdl.handle.net/21.15107/rcub_cer_1221
ER  - 
@article{
author = "Stoiljković, Zora and Jovanović, Vladislava M. and Mijin, Dušan and Nikolić, V. and Nikolic, Lj. and Petrović, Slobodan D. 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 = "Esg, Belgrade",
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",
volume = "8",
number = "7",
pages = "9543-9557",
url = "https://hdl.handle.net/21.15107/rcub_cer_1221"
}
Stoiljković, Z., Jovanović, V. M., Mijin, D., Nikolić, V., Nikolic, Lj., Petrović, S. D.,& 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
Esg, Belgrade., 8(7), 9543-9557.
https://hdl.handle.net/21.15107/rcub_cer_1221
Stoiljković Z, Jovanović VM, Mijin D, Nikolić V, Nikolic L, Petrović SD, 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_cer_1221 .
Stoiljković, Zora, Jovanović, Vladislava M., Mijin, Dušan, Nikolić, V., Nikolic, Lj., Petrović, Slobodan D., 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_cer_1221 .
6

The electrochemical investigation of inclusion complexes of nifedipine and amlodipine with ß-cyclodextrin and (2-hydroxypropyl)-ß-cyclodextrin

Avramov Ivić, Milka; Stoiljković, Zora; Jovanović, Vladislava M.; Mijin, Dušan; Nikolić, V.; Nikolić, L.j.; Petrović, Slobodan D.

(Esg, Belgrade, 2013)

TY  - JOUR
AU  - Avramov Ivić, Milka
AU  - Stoiljković, Zora
AU  - Jovanović, Vladislava M.
AU  - Mijin, Dušan
AU  - Nikolić, V.
AU  - Nikolić, L.j.
AU  - Petrović, Slobodan D.
PY  - 2013
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1382
AB  - The electrochemical behavior of inclusion complexes of nifedipine (Nif) and amlodipine (Aml), a long-acting calcium channel blockers dihydropyridine (DHP) class, with ß-cyclodextrin (ßCD) and (2-hydroxypropyl)-ß-cyclodextrin (HPßCD), 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 HPßCD-Aml complex showed linear dependency of the oxidative currents on the concentration. In 0.05 M NaHCO3 as electrolyte only HPßCD-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  - Esg, Belgrade
T2  - International Journal of Electrochemical Science
T1  - The electrochemical investigation of inclusion complexes of nifedipine and amlodipine with ß-cyclodextrin and (2-hydroxypropyl)-ß-cyclodextrin
VL  - 8
IS  - 7
SP  - 9543
EP  - 9557
UR  - https://hdl.handle.net/21.15107/rcub_cer_1382
ER  - 
@article{
author = "Avramov Ivić, Milka and Stoiljković, Zora and Jovanović, Vladislava M. and Mijin, Dušan and Nikolić, V. and Nikolić, L.j. and Petrović, Slobodan D.",
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 ß-cyclodextrin (ßCD) and (2-hydroxypropyl)-ß-cyclodextrin (HPßCD), 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 HPßCD-Aml complex showed linear dependency of the oxidative currents on the concentration. In 0.05 M NaHCO3 as electrolyte only HPßCD-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 = "Esg, Belgrade",
journal = "International Journal of Electrochemical Science",
title = "The electrochemical investigation of inclusion complexes of nifedipine and amlodipine with ß-cyclodextrin and (2-hydroxypropyl)-ß-cyclodextrin",
volume = "8",
number = "7",
pages = "9543-9557",
url = "https://hdl.handle.net/21.15107/rcub_cer_1382"
}
Avramov Ivić, M., Stoiljković, Z., Jovanović, V. M., Mijin, D., Nikolić, V., Nikolić, L.j.,& Petrović, S. D.. (2013). The electrochemical investigation of inclusion complexes of nifedipine and amlodipine with ß-cyclodextrin and (2-hydroxypropyl)-ß-cyclodextrin. in International Journal of Electrochemical Science
Esg, Belgrade., 8(7), 9543-9557.
https://hdl.handle.net/21.15107/rcub_cer_1382
Avramov Ivić M, Stoiljković Z, Jovanović VM, Mijin D, Nikolić V, Nikolić L, Petrović SD. The electrochemical investigation of inclusion complexes of nifedipine and amlodipine with ß-cyclodextrin and (2-hydroxypropyl)-ß-cyclodextrin. in International Journal of Electrochemical Science. 2013;8(7):9543-9557.
https://hdl.handle.net/21.15107/rcub_cer_1382 .
Avramov Ivić, Milka, Stoiljković, Zora, Jovanović, Vladislava M., Mijin, Dušan, Nikolić, V., Nikolić, L.j., Petrović, Slobodan D., "The electrochemical investigation of inclusion complexes of nifedipine and amlodipine with ß-cyclodextrin and (2-hydroxypropyl)-ß-cyclodextrin" in International Journal of Electrochemical Science, 8, no. 7 (2013):9543-9557,
https://hdl.handle.net/21.15107/rcub_cer_1382 .
5

Voltammetric and Square-Wave Anodic Stripping Determination of Amlodipine Besylate on Gold Electrode

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

(Esg, Belgrade, 2012)

TY  - JOUR
AU  - Stoiljković, Zora
AU  - Avramov Ivić, Milka
AU  - Petrović, Slobodan D.
AU  - Mijin, Dušan
AU  - Stevanović, Sanja
AU  - Lačnjevac, Uroš
AU  - Marinković, Aleksandar D.
PY  - 2012
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1019
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  - Esg, Belgrade
T2  - International Journal of Electrochemical Science
T1  - Voltammetric and Square-Wave Anodic Stripping Determination of Amlodipine Besylate on Gold Electrode
VL  - 7
IS  - 3
SP  - 2288
EP  - 2303
UR  - https://hdl.handle.net/21.15107/rcub_cer_1019
ER  - 
@article{
author = "Stoiljković, Zora and Avramov Ivić, Milka and Petrović, Slobodan D. and Mijin, Dušan and Stevanović, Sanja and Lačnjevac, Uroš and Marinković, Aleksandar D.",
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 = "Esg, Belgrade",
journal = "International Journal of Electrochemical Science",
title = "Voltammetric and Square-Wave Anodic Stripping Determination of Amlodipine Besylate on Gold Electrode",
volume = "7",
number = "3",
pages = "2288-2303",
url = "https://hdl.handle.net/21.15107/rcub_cer_1019"
}
Stoiljković, Z., Avramov Ivić, M., Petrović, S. D., Mijin, D., Stevanović, S., Lačnjevac, U.,& Marinković, A. D.. (2012). Voltammetric and Square-Wave Anodic Stripping Determination of Amlodipine Besylate on Gold Electrode. in International Journal of Electrochemical Science
Esg, Belgrade., 7(3), 2288-2303.
https://hdl.handle.net/21.15107/rcub_cer_1019
Stoiljković Z, Avramov Ivić M, Petrović SD, Mijin D, Stevanović S, Lačnjevac U, Marinković AD. 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_cer_1019 .
Stoiljković, Zora, Avramov Ivić, Milka, Petrović, Slobodan D., Mijin, Dušan, Stevanović, Sanja, Lačnjevac, Uroš, Marinković, Aleksandar D., "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_cer_1019 .
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