Stability of Epidoxorubicin Hydrochloride in Aqueous Solutions: Experimental and Theoretical Studies
The first-order degradation kinetics of epidoxorubicin were investigated as a function of pH, temperature, and buffers concentrations. The degradation was followed by HPLC. Buffer catalysis was observed in acetate and phosphate buffers. The pH-rate profiles were obtained at 333, 343, 353, and 363 K....
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| Language: | English |
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Wiley
2017-01-01
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| Series: | Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2017/8107140 |
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| author | Agnieszka Sobczak Monika A. Lesniewska-Kowiel Izabela Muszalska Artur Firlej Judyta Cielecka-Piontek Szymon Tomczak Bolesław Barszcz Irena Oszczapowicz Anna Jelińska |
| author_facet | Agnieszka Sobczak Monika A. Lesniewska-Kowiel Izabela Muszalska Artur Firlej Judyta Cielecka-Piontek Szymon Tomczak Bolesław Barszcz Irena Oszczapowicz Anna Jelińska |
| author_sort | Agnieszka Sobczak |
| collection | DOAJ |
| description | The first-order degradation kinetics of epidoxorubicin were investigated as a function of pH, temperature, and buffers concentrations. The degradation was followed by HPLC. Buffer catalysis was observed in acetate and phosphate buffers. The pH-rate profiles were obtained at 333, 343, 353, and 363 K. The pH-rate expression was kpH=k1×aH+×f1+k2×f1+k3×f2+(k4×f2+k5×f3)×aOH-, where k1, k4, and k5 are the second-order rate constants (mol−1 L s−1) for hydrogen ion activity and for hydroxyl ion activity, respectively, and k2 and k3 are the first-order constants (s−1) for spontaneous reaction under the influence of water. Epidoxorubicin demonstrates the greatest stability in the pH range 3–5. The electrostatic molecular potential orbitals HOMO-LUMO were also defined in order to determine the cause of the reactivity of particular epidoxorubicin molecule domains in solutions with various pH values. |
| format | Article |
| id | doaj-art-b5274e4a3057440ba3bdc515aba480fa |
| institution | OA Journals |
| issn | 2090-9063 2090-9071 |
| language | English |
| publishDate | 2017-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Journal of Chemistry |
| spelling | doaj-art-b5274e4a3057440ba3bdc515aba480fa2025-08-20T02:23:30ZengWileyJournal of Chemistry2090-90632090-90712017-01-01201710.1155/2017/81071408107140Stability of Epidoxorubicin Hydrochloride in Aqueous Solutions: Experimental and Theoretical StudiesAgnieszka Sobczak0Monika A. Lesniewska-Kowiel1Izabela Muszalska2Artur Firlej3Judyta Cielecka-Piontek4Szymon Tomczak5Bolesław Barszcz6Irena Oszczapowicz7Anna Jelińska8Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznań, PolandDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznań, PolandDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznań, PolandDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznań, PolandDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznań, PolandDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznań, PolandInstitute of Molecular Physics Polish Academy of Sciences, Smoluchowskiego 17, 60-179 Poznań, PolandDepartment of Modified Antibiotics, Institute of Biotechnology and Antibiotics, Starościńska 5, 02-515 Warszawa, PolandDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznań, PolandThe first-order degradation kinetics of epidoxorubicin were investigated as a function of pH, temperature, and buffers concentrations. The degradation was followed by HPLC. Buffer catalysis was observed in acetate and phosphate buffers. The pH-rate profiles were obtained at 333, 343, 353, and 363 K. The pH-rate expression was kpH=k1×aH+×f1+k2×f1+k3×f2+(k4×f2+k5×f3)×aOH-, where k1, k4, and k5 are the second-order rate constants (mol−1 L s−1) for hydrogen ion activity and for hydroxyl ion activity, respectively, and k2 and k3 are the first-order constants (s−1) for spontaneous reaction under the influence of water. Epidoxorubicin demonstrates the greatest stability in the pH range 3–5. The electrostatic molecular potential orbitals HOMO-LUMO were also defined in order to determine the cause of the reactivity of particular epidoxorubicin molecule domains in solutions with various pH values.http://dx.doi.org/10.1155/2017/8107140 |
| spellingShingle | Agnieszka Sobczak Monika A. Lesniewska-Kowiel Izabela Muszalska Artur Firlej Judyta Cielecka-Piontek Szymon Tomczak Bolesław Barszcz Irena Oszczapowicz Anna Jelińska Stability of Epidoxorubicin Hydrochloride in Aqueous Solutions: Experimental and Theoretical Studies Journal of Chemistry |
| title | Stability of Epidoxorubicin Hydrochloride in Aqueous Solutions: Experimental and Theoretical Studies |
| title_full | Stability of Epidoxorubicin Hydrochloride in Aqueous Solutions: Experimental and Theoretical Studies |
| title_fullStr | Stability of Epidoxorubicin Hydrochloride in Aqueous Solutions: Experimental and Theoretical Studies |
| title_full_unstemmed | Stability of Epidoxorubicin Hydrochloride in Aqueous Solutions: Experimental and Theoretical Studies |
| title_short | Stability of Epidoxorubicin Hydrochloride in Aqueous Solutions: Experimental and Theoretical Studies |
| title_sort | stability of epidoxorubicin hydrochloride in aqueous solutions experimental and theoretical studies |
| url | http://dx.doi.org/10.1155/2017/8107140 |
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