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Development and Validation of Different Chromatographic Methods for Analysis of Cabergoline in the Presence of Its Degradation Products: Studying Degradation Profile

  • Nehal Fayek Farid
  • Nada Sayed AbdelwahabEmail author
Original
  • 34 Downloads

Abstract

Cabergoline is widely used as a prolactin secretion inhibitor and as a treatment for Parkinson’s disease. Studying the structure of cabergoline, it contains a urea moiety and an amide group which are sensitive to degradation by hydrolysis as well as an alkene bond that is susceptible to oxidation. Degradation was performed regarding ICH recommendations including hydrolysis (pH from 1.3 to 12.7 using HCl or NaOH with different molarities), oxidation, photo, and thermal degradations. The drug was highly sensitive to all studied conditions except thermal degradation with the production of three major degradation products which were isolated and identified using IR and MS analyses. Two stability indicating chromatographic methods were developed for quantification of the drug in the presence of its degradation products. The first method was HPTLC which depended on using a developing system of butanol:methanol:triethyl amine (95:5:10, by volume) and UV scanning at 280 nm. The second method was HPLC at which the drug and degradation products were separated within 5 min using acetonitrile: 0.05% aqueous triethylamine (TEA) (pH adjusted to 6.5 using 1% aqueous H3PO4) [70:30, v/v] and UV scanning was performed at 225 nm. Validation parameters were calculated according to ICH recommendations and all parameters were within the acceptable limits. Comparison was made between the developed methods and the previously published ones; the developed methods were found to be superior regarding analysis time, studying different degradation pathways, and identifying the degradation products.

Keywords

HPTLC HPLC IR MS Cabergoline Degradation pathway 

Notes

Acknowledgements

The authors express their appreciation and would like to thank Dr. Asmaa Mohamed Aboul Magd, Pharmaceutical Chemistry Department, Nahda University (NUB), Beni-Suef, Egypt, for his effort in elucidation of the chemical structure of the degradation products.

Author contributions

Both Dr. NFF and Dr. NSA did the practical work and wrote the manuscript.

Funding

This work is not funded.

Compliance with Ethical Standards

Conflict of interest

Nehal Fayek Farid declares that she has no conflict of interest. Nada Sayed Abdelwahab declares that she has no conflict of interest.

Research involving human participants and/or animals

No human volunteers or animals were used in this work.

Ethics approval and consent to participate

Not applicable.

Consent for publication

Not applicable.

References

  1. 1.
    British Pharmacopoeia (2012) Her Majesty’s stationary office. Electronic Version, LondonGoogle Scholar
  2. 2.
    The United States Pharmacopeia (2012) National formulary 35, 30th edn. United States Pharmacopeia Convention Inc., New YorkGoogle Scholar
  3. 3.
    Budavari S (2006) The Merck index, 14th edn. Merck and Co Inc., Whitehouse StationGoogle Scholar
  4. 4.
    Martindale-Extra Pharmacopoeia (2005) The complete drug references, 34th edn. The pharmaceutical Press, LondonGoogle Scholar
  5. 5.
    Salman D, Dogan A, Basci NE (2011) Spectrophotometric analysis of cabergoline in pharmaceutical preparations. Latin Am J Pharm 30:304–310Google Scholar
  6. 6.
    Onal A, Cağlar S (2007) Spectrophotometric determination of dopaminergic drugs used for Parkinson’s disease, cabergoline and ropinirole in pharmaceutical preparations. Chem Pharm Bull 55(4):629–631CrossRefGoogle Scholar
  7. 7.
    Rambabu C, Jyothirmayee CA, Raju KN (2012) Spectrophotometric determination of cabergoline in tablet dosage forms. Int J Pharm Chem Biolog Sci (IJPCBS) 2(1):72–77Google Scholar
  8. 8.
    Rambabu C, Jyothirmayee CA, Raju KN (2012) Spectrophotometric determination of cabergoline in tablet dosage forms. Asian J Res Chem 5(2):279–281Google Scholar
  9. 9.
    Rambabu C, Jyothirmayee CA, Raju KN (2012) Spectrophotometric determination of cabergoline in tablet dosage form. Int J Pharm Chem Biol Sci 2(1):72–77Google Scholar
  10. 10.
    Jyothirmayee CA, Raju KN (2014) RP-HPLC method for the estimation of cabergoline in pharmaceutical formulations. Int J Res Pharm Chem 4(4):977–981Google Scholar
  11. 11.
    Magnes C, Suppan M, Thomas R (2008) Validated comprehensive analytical method for quantification of cabergoline by LC/MS/MS. Anal Chem 80(15):5736–5742CrossRefGoogle Scholar
  12. 12.
    Kimball BA, DeLiberto TJ, Johnston JJ (2001) Determination of cabergoline by electrospray ionization tandem mass spectrometry: picogram detection via column focusing sample introduction. Anal Chem 73:4972–4976CrossRefGoogle Scholar
  13. 13.
    Lasan VM, Indrekar TD (2016) Development and validation of stability indicating analytical method for the determination of cabergoline. Int J Pharm Res Sch (IJPRS) 5(1–2):141–150Google Scholar
  14. 14.
    Ӧnal A, Sagırlı O, Sensory D (2007) Selective LC determination of cabergoline in the bulk drug and in tablets: in vitro dissolution studies. Chromatographia 65:561–567CrossRefGoogle Scholar
  15. 15.
    Athak AP, Rajput SJ (2009) Development of a stability indicating HPLC method for simultaneous determination of olanzapine and fluoxetine in combined dosage forms. J Chromatogr Sci 47:605–611CrossRefGoogle Scholar
  16. 16.
    Darwish IA, Askal HF, Khedr AS, Mahmoud RM (2008) Stability indicating TLC method for quantitative determination of rebaverine. J Chromatogr Sci 46:5–11CrossRefGoogle Scholar
  17. 17.
    Abiramasundair A, Joshi RP, Jalani HB, Sharma JA, Pandya DH, Pandya AN, Sudarsanam V, Vasu KK (2014) Stability-indicating assay method for determination of actarit, its process related impurities and degradation products: insight into stability profile and degradation pathways. J Pharm Anal 4:374–383CrossRefGoogle Scholar
  18. 18.
    Abdelwahab NS, Farid NF (2014) Validated HPLC-DAD method for stability study of sulbutiamine HCl. RSC Adv 4:30523–30529CrossRefGoogle Scholar
  19. 19.
    Sreenivasa PR, Uttam KR, Hiriyanna SG, Sumathi VR, Mukkanti K (2011) Identification of oxidative degradation impurities of olanzapine drug substance as well as drug product. J Pharm Biomed Anal 56:413–418CrossRefGoogle Scholar
  20. 20.
    Sabry SM, Belal TS, Barary MH, Ibrahim MEA (2013) A validated HPLC method for the simultaneous determination of naftidrofuryl oxalate and its degradation product (metabolite), naftidrofuryl acid: applications to pharmaceutical tablets and biological samples. Drug Test Anal 5:500–508CrossRefGoogle Scholar
  21. 21.
    Jafari-Nodoushan M, Barzin J, Mobedi H (2016) A stability-indicating HPLC method for simultaneous determination of morphine and naltrexone. J Chromatogr B 1011:163–170CrossRefGoogle Scholar
  22. 22.
    Emam AA (2018) Canagliflozin stability study and ecofriendly chromatographic determination of its degradation product: a comparative study. J Sep Sci 41:822–830CrossRefGoogle Scholar
  23. 23.
    ICH, Harmonized Tripartite Guidelines (2003) Stability testing of new drug substances and products. Q1A (R2): International conference on harmonization, IFPMA, Geneva, pp 1–18Google Scholar
  24. 24.
    Through website: http://www.toxipedia.org/display/toxipedia/Chloroform. Accessed 29 Dec 2018
  25. 25.
  26. 26.
    Sarmah AK, Sabadie J (2002) Hydrolysis of sulfonylurea herbicides in soils and aqueous solutions: a review. J Agric Food Chem 50:6253–6265CrossRefGoogle Scholar
  27. 27.
    Bansal G, Singh M, Jindal KC, Singh S (2008) LC and LC-MS study on establishment of degradation pathway of glipizide under forced decomposition conditions. J Chromatogr Sci 46:510–517CrossRefGoogle Scholar
  28. 28.
    Carl RK, Mark JL (2007) Amide resonance correlates with a breadth of C–N rotation barriers. J Am Chem Soc 129(9):2521–2528CrossRefGoogle Scholar
  29. 29.
    Kovaříková P, Klimeš J, Dohnal J, Tisovská L (2004) HPLC study of glimepiride under hydrolytic stress conditions. J Pharm Biomed Anal 36:205–209CrossRefGoogle Scholar
  30. 30.
    Abdelwahab NS, Elsaady MT, Korany AG, Hegazy MA (2017) Study of gliquidone degradation behavior by high performance thin-layer chromatography and ultra performance liquid chromatography methods. Biomed Chromatogr 31:4025–4035CrossRefGoogle Scholar
  31. 31.
  32. 32.
    International Conference on Harmonisation (ICH) (2005) Validation of analytical procedures: text and methodology Q2(R1). ICH, pp 1–13Google Scholar
  33. 33.
    Srivastava MM (2011) High performance thin layer chromatography (HPTLC). Springer, Heidelberg, pp 33–38CrossRefGoogle Scholar

Copyright information

© Springer-Verlag GmbH Germany, part of Springer Nature 2019

Authors and Affiliations

  1. 1.Pharmaceutical Analytical Chemistry, Faculty of PharmacyBeni-Suef UniversityBeni SuefEgypt
  2. 2.Pharmaceutical Chemistry, Faculty of PharmacyNahda UniversityBeni SuefEgypt

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