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Degradation studies and thermodynamic parameters in aqueous solution of chemotherapeutic agents: Daunorubicin, doxorubicin and vincristine

Yıl 2019, Cilt: 23 Sayı: 5, 822 - 831, 27.06.2025

Öz

The degradation of daunorubicin (DNR), doxorubicin (DXR) and vincristine (VCR) as chemotherapeutic agents was investigated under stress conditions such as acidic and alkaline media, oxidation, photolytic and heating. The degradation pathway determined by high-performance liquid chromatography (HPLC). Daunorubicin, doxorubicin and vincristine completely disintegrated in the basic medium. It has been determined that these drugs are resistant to heat. Daunorubicin and doxorubicin are resistant to UV light. However, vincristine is not very stable such as the other two compounds against UV light. The kinetic and thermodynamic parameters of daunorubicin, doxorubicin and vincristine were investigated in neutral media with different temperatures by electrochemical technique. Enthalpy, entropy and Gibbs free energy parameters were investigated in pH 7.4 phosphate buffer (PB) solution due to stability of these drugs at this pH. The studied chemotherapeutic agents showed endothermic process on glassy carbon-based electrode surface. Daunorubicin, doxorubicin and vincristine showed strongly adsorption process in room temperature. However, it showed diffusion property from electrode to solution with increasing the temperature values.

Kaynakça

  • [1] Rawat T, Pandey IP. Forced degradation studies for drug substances and drug products - scientific and regulatory considerations. J Pharm Sci Res. 2015; 7(5): 238-241.
  • [2] British Pharmacopoeia, Her Majesty’s Stationery Office, London, UK, 2013.
  • [3] United States Pharmacopeia 29, United States Pharmacopeial Convention, Rockville, Md, USA, 2012.
  • [4] Ahmad I, Ahmed S, Anwar Z, Sheraz MA, Sikorski M. Photostability and photostabilization of drugs and drug products. Int J Photoenergy. 2016; 1: 1-9. [CrossRef]
  • [5] Henderson ES. Acute lymphoblastic leukemia. In: Gunz FW, Henderson ES. (Eds). William Domashek and Frederick Gunz’s Leukemia. New York, Grune & Stratton. 1983, pp. 575–625.
  • [6] Preisler HD. Acute myelocytic leukemia. In: Gunz FW, Henderson ES. (Eds). William Domashek and Frederick Gunz’s Leukemia. New York, Grune & Stratton. 1983, pp. 627–661.
  • [7] Sethi VS, Thimmaiah KN. Structural studies on the degradation products of vincristine dihydrogen sulfate. Cancer Res. 1985; 45: 5386-5389.
  • [8] Jelinska A, Zajac M, Cielelecka-Piontek J, Glab K, Tomaszewicz B, Krause A, Osczapowicz I, Wasowska M. Validation of a stability indicating LC-UV method for [(N-Morpholine)methylene]daunorubicin hydrochloride. Chromatographia. 2008; 67: 107-111.
  • [9] Mitscher LA, Dutta A. Antitumor natural products. In: Abraham DJ. (Ed.). Berger’s Medicinal Chemistry and Drug Discovery, 6th ed., vol. 5. John Wiley & Sons, New Jersey, 2003, pp. 110–128.
  • [10] Zogotto G, Gatto B, Moro S, Sissi C, Palumbo M. Anthracyclines: recent developments in their separation and quantitation. J Chromatogr B Biomed Sci Appl. 2001; 764(1-2): 161–171. [CrossRef]
  • [11] Kaushik D, Bansal G. Four new degradation products of doxorubicin: an application of forced degradation study and hyphenated chromatographic techniques. J Pharm Anal. 2015; 5(5): 285–295. [CrossRef]
  • [12] Vasiliu S, Bunia I, Racovita S, Neagu V. Adsorption of cefotaxime sodium salt on polymer coated ion exchange resin microparticles: kinetics, equilibrium and thermodynamic studies. Carbohydr Polym. 2011; 85: 376–387. [CrossRef]
  • [13] Tapia C, Buckton G, Newton JM. Factors influencing the mechanism of release from sustained release matrix pellets, produced by extrusion/spheronisation. Int J Pharm. 1993; 92: 211–218. [CrossRef]
  • [14] Ferrero C, Massuelle D, Doelker E. Towards elucidation of the drug release mechanism from compressed hydrophilic matrices made of cellulose ethers. II. Evaluation of a possible swelling-controlled drug release mechanism using dimensionless analysis. J Control Release. 2010; 141(2): 223-233. [CrossRef]
  • [15] Gite S, Patravale V. Validation of RP-HPLC method and stress degradation for the combination of Metformin HCl, Atorvastatin Calcium and Glimepiride: application to nanoparticles. J Chromatogr Sci. 2015; 53(10): 1654–1662. [CrossRef]
  • [16] Aksoy B, Küçükgüzel İ, Rollas S. Development and validation of a stability-indicating HPLC method for determination of Ciprofloxacin Hydrochloride and its related compounds in film-coated tablets. Chromatographia. 2007; 66(1): 57-63.
  • [17] Blessy M, Ruchi DP, Prajesh NP, Agrawal YK. Development of forced degradation and stability indicating studies of drugs—A review. J Pharm Anal. 2014; 4(3): 159-165.
Yıl 2019, Cilt: 23 Sayı: 5, 822 - 831, 27.06.2025

Öz

Kaynakça

  • [1] Rawat T, Pandey IP. Forced degradation studies for drug substances and drug products - scientific and regulatory considerations. J Pharm Sci Res. 2015; 7(5): 238-241.
  • [2] British Pharmacopoeia, Her Majesty’s Stationery Office, London, UK, 2013.
  • [3] United States Pharmacopeia 29, United States Pharmacopeial Convention, Rockville, Md, USA, 2012.
  • [4] Ahmad I, Ahmed S, Anwar Z, Sheraz MA, Sikorski M. Photostability and photostabilization of drugs and drug products. Int J Photoenergy. 2016; 1: 1-9. [CrossRef]
  • [5] Henderson ES. Acute lymphoblastic leukemia. In: Gunz FW, Henderson ES. (Eds). William Domashek and Frederick Gunz’s Leukemia. New York, Grune & Stratton. 1983, pp. 575–625.
  • [6] Preisler HD. Acute myelocytic leukemia. In: Gunz FW, Henderson ES. (Eds). William Domashek and Frederick Gunz’s Leukemia. New York, Grune & Stratton. 1983, pp. 627–661.
  • [7] Sethi VS, Thimmaiah KN. Structural studies on the degradation products of vincristine dihydrogen sulfate. Cancer Res. 1985; 45: 5386-5389.
  • [8] Jelinska A, Zajac M, Cielelecka-Piontek J, Glab K, Tomaszewicz B, Krause A, Osczapowicz I, Wasowska M. Validation of a stability indicating LC-UV method for [(N-Morpholine)methylene]daunorubicin hydrochloride. Chromatographia. 2008; 67: 107-111.
  • [9] Mitscher LA, Dutta A. Antitumor natural products. In: Abraham DJ. (Ed.). Berger’s Medicinal Chemistry and Drug Discovery, 6th ed., vol. 5. John Wiley & Sons, New Jersey, 2003, pp. 110–128.
  • [10] Zogotto G, Gatto B, Moro S, Sissi C, Palumbo M. Anthracyclines: recent developments in their separation and quantitation. J Chromatogr B Biomed Sci Appl. 2001; 764(1-2): 161–171. [CrossRef]
  • [11] Kaushik D, Bansal G. Four new degradation products of doxorubicin: an application of forced degradation study and hyphenated chromatographic techniques. J Pharm Anal. 2015; 5(5): 285–295. [CrossRef]
  • [12] Vasiliu S, Bunia I, Racovita S, Neagu V. Adsorption of cefotaxime sodium salt on polymer coated ion exchange resin microparticles: kinetics, equilibrium and thermodynamic studies. Carbohydr Polym. 2011; 85: 376–387. [CrossRef]
  • [13] Tapia C, Buckton G, Newton JM. Factors influencing the mechanism of release from sustained release matrix pellets, produced by extrusion/spheronisation. Int J Pharm. 1993; 92: 211–218. [CrossRef]
  • [14] Ferrero C, Massuelle D, Doelker E. Towards elucidation of the drug release mechanism from compressed hydrophilic matrices made of cellulose ethers. II. Evaluation of a possible swelling-controlled drug release mechanism using dimensionless analysis. J Control Release. 2010; 141(2): 223-233. [CrossRef]
  • [15] Gite S, Patravale V. Validation of RP-HPLC method and stress degradation for the combination of Metformin HCl, Atorvastatin Calcium and Glimepiride: application to nanoparticles. J Chromatogr Sci. 2015; 53(10): 1654–1662. [CrossRef]
  • [16] Aksoy B, Küçükgüzel İ, Rollas S. Development and validation of a stability-indicating HPLC method for determination of Ciprofloxacin Hydrochloride and its related compounds in film-coated tablets. Chromatographia. 2007; 66(1): 57-63.
  • [17] Blessy M, Ruchi DP, Prajesh NP, Agrawal YK. Development of forced degradation and stability indicating studies of drugs—A review. J Pharm Anal. 2014; 4(3): 159-165.
Toplam 17 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Konular Farmasotik Kimya, Klinik Farmakoloji ve Terapötikler
Bölüm Articles
Yazarlar

Nurgul Karadas Bakirhan

Bediha Akmeşe

Tuğçe Göver

Hamideh Imanzadeh

Sibel A. Özkan

Yayımlanma Tarihi 27 Haziran 2025
Yayımlandığı Sayı Yıl 2019 Cilt: 23 Sayı: 5

Kaynak Göster

APA Karadas Bakirhan, N., Akmeşe, B., Göver, T., Imanzadeh, H., vd. (2025). Degradation studies and thermodynamic parameters in aqueous solution of chemotherapeutic agents: Daunorubicin, doxorubicin and vincristine. Journal of Research in Pharmacy, 23(5), 822-831.
AMA Karadas Bakirhan N, Akmeşe B, Göver T, Imanzadeh H, Özkan SA. Degradation studies and thermodynamic parameters in aqueous solution of chemotherapeutic agents: Daunorubicin, doxorubicin and vincristine. J. Res. Pharm. Temmuz 2025;23(5):822-831.
Chicago Karadas Bakirhan, Nurgul, Bediha Akmeşe, Tuğçe Göver, Hamideh Imanzadeh, ve Sibel A. Özkan. “Degradation Studies and Thermodynamic Parameters in Aqueous Solution of Chemotherapeutic Agents: Daunorubicin, Doxorubicin and Vincristine”. Journal of Research in Pharmacy 23, sy. 5 (Temmuz 2025): 822-31.
EndNote Karadas Bakirhan N, Akmeşe B, Göver T, Imanzadeh H, Özkan SA (01 Temmuz 2025) Degradation studies and thermodynamic parameters in aqueous solution of chemotherapeutic agents: Daunorubicin, doxorubicin and vincristine. Journal of Research in Pharmacy 23 5 822–831.
IEEE N. Karadas Bakirhan, B. Akmeşe, T. Göver, H. Imanzadeh, ve S. A. Özkan, “Degradation studies and thermodynamic parameters in aqueous solution of chemotherapeutic agents: Daunorubicin, doxorubicin and vincristine”, J. Res. Pharm., c. 23, sy. 5, ss. 822–831, 2025.
ISNAD Karadas Bakirhan, Nurgul vd. “Degradation Studies and Thermodynamic Parameters in Aqueous Solution of Chemotherapeutic Agents: Daunorubicin, Doxorubicin and Vincristine”. Journal of Research in Pharmacy 23/5 (Temmuz 2025), 822-831.
JAMA Karadas Bakirhan N, Akmeşe B, Göver T, Imanzadeh H, Özkan SA. Degradation studies and thermodynamic parameters in aqueous solution of chemotherapeutic agents: Daunorubicin, doxorubicin and vincristine. J. Res. Pharm. 2025;23:822–831.
MLA Karadas Bakirhan, Nurgul vd. “Degradation Studies and Thermodynamic Parameters in Aqueous Solution of Chemotherapeutic Agents: Daunorubicin, Doxorubicin and Vincristine”. Journal of Research in Pharmacy, c. 23, sy. 5, 2025, ss. 822-31.
Vancouver Karadas Bakirhan N, Akmeşe B, Göver T, Imanzadeh H, Özkan SA. Degradation studies and thermodynamic parameters in aqueous solution of chemotherapeutic agents: Daunorubicin, doxorubicin and vincristine. J. Res. Pharm. 2025;23(5):822-31.