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Feasible oxidative degradates separation with instant quantification of two non-classical β-lactams by derivative UV spectrophotometry and TLC densitometry

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Abstract

The present paper focuses on the study of stability of two non-classical β-lactam drugs, namely meropenem (MP) and ertapenem (EP) that are highly susceptible to degradation. We proposed two facile and accurate derivative UV spectrophotometric and TLC densitometric methods for fast separation of MP and EP from their oxidative degradates. Firstly, first derivative (D1) and derivative ratio (DR1) techniques were successfully implemented at 325, 324 nm and 322, 320 nm, respectively. Secondly, TLC densitometry was apparently applied at 254 nm, utilizing 2-propanol–methanol–water as a developing system. Oxidative degradation is elucidated by infrared and mass spectrometry. Both developed methodologies aided to determine MP and EP in pure forms, prepared mixtures with oxidative degradates and pharmaceutical vials. Validation was performed in accordance with USP guidelines. Despite both derivative techniques attained the same sensitivity, DR1 method advantageously improved the selectivity by tenfold than D1. All methods considered stability, indicating to oxidative degradation. Statistical comparison and single-way ANOVA emphasized insignificant differences among suggested methods with other referenced ones. Multiple privileges were encountered in UV spectrophotometric and TLC densitometric methods because no sophisticated handling, minimal solvent consumption, no prior separation stages, easiness and wide implementation in QC laboratories of limited budget levels.

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Abbreviations

AAC:

Advanced amplitude centering method

CZE:

Capillary zone electrophoresis

DR1 :

Derivative ratio

DW:

Dual wavelength method

EP:

Ertapenem

D1 :

First derivative

FTIR:

Fourier transform infrared spectroscopy

HPLC:

High-performance liquid chromatography

IDW:

Induced dual wavelength method

MP:

Meropenem

MS:

Mass spectrometer

RD:

Ratio difference method

TLC:

Thin-layer chromatography

References

  • Abdel-Moety EM, Elragehy NA, Hassan NY, Rezk MR (2010) Selective determination of ertapenem and imipenem in the presence of their degradants. J Chromatogr Sci 48:624–630

    Article  CAS  Google Scholar 

  • Brayfield A, Sweetman S, Blake P (2017) Martindale: the complete drug reference, 39th edn. Pharmaceutical Press, London

    Google Scholar 

  • Chou YW, Yang YH, Chen JH, Kuo CC, Chen SH (2007) Quantification of meropenem in plasma and cerebrospinal fluid by micellar electrokinetic capillary chromatography and application in bacterial meningitis patients. J Chromatogr B 856:294–301

    Article  CAS  Google Scholar 

  • Dailly E, Bouquié R, Deslandes G, Jolliet P, Le Floch R (2011) A liquid chromatography assay for a quantification of doripenem, ertapenem, imipenem, meropenem concentrations in human plasma: application to a clinical pharmacokinetic study. J Chromatogr Sci 879:1137–1142

    Article  CAS  Google Scholar 

  • Elragehy NA, Abdel-Moety EM, Hassan NY, Rezk MR (2008) Stability-indicating determination of meropenem in presence of its degradation product. Talanta 77:28–36

    Article  CAS  Google Scholar 

  • Elzanfaly ES, Youssif RM, Salama NN, Fayed AS, Hendawy H, Salem MY (2017) Zero and second-derivative synchronous fluorescence spectroscopy for the quantification of two non-classical β-lactams on pharmaceutical vials: application to stability studies. Luminescence 32(8):1517–1527. https://doi.org/10.1002/bio.3353

    Article  CAS  PubMed  Google Scholar 

  • Fayed AS, Youssif RM, Hendawy H, Salama NN, Elzanfaly ES (2018) Green insight of high performance UTGE operation in nano-sensitive electro-analysis of meropenem by adsorptive stripping voltammetry. J Electrochem Soc 165(14):B730–B736

    Article  CAS  Google Scholar 

  • Fayed AS, Youssif RM, Salama NN, Hendawy HA, Elzanfaly ES (2019) Two-wavelength manipulation stability-indicating spectrophotometric methods for determination of meropenem and ertapenem: greenness consolidation and pharmaceutical product application. Chem Pap 73(11):2723–2736

    Article  CAS  Google Scholar 

  • Gumustas M, Karadas N, Ozkan SA (2013) Validated electroanalytical and RP-LC assay of ertapenem in its pharmaceutical dosage form. Rev Roum Chim 58:679–690

    CAS  Google Scholar 

  • Hassan NY, Abdel-Moety EM, Elragehy NA, Rezk MR (2009) Selective determination of ertapenem in the presence of its degradation product. Spect Chim Acta Part A Mol Biomol Spectrosc 72:915–921

    Article  Google Scholar 

  • Hendawy HA, Youssif RM, Salama NN, Fayed AS, Salem MY (2017) Challenge approach of an inexpensive electrochemical sensor for rapid determination of two non-classical β-lactams in presence of different degradants and interference substances. Electroanalysis 29:2708–2718. https://doi.org/10.1002/elan.201700431

    Article  CAS  Google Scholar 

  • Hendrickson R, Beringer P (2015) Remington: the science and practice of pharmacy, 22nd edn. Lippincott Williams & Wilkins, Philadelphia

    Google Scholar 

  • Homoda AM, Kamel MS, Khaled E (2016) New spectrophotometric microdetermination of carbapenem antibiotics derivatives in pharmaceutical formulations. J Taibah Univ Sci 10(1):19–26

    Article  Google Scholar 

  • Jhankal K, Sharma A, Sharma D (2015) Assay of antibacterial drug meropenem in pharmaceuticals by voltammetric techniques. Int J Pharm Sci Res 6:3014–3020

    CAS  Google Scholar 

  • Kameda K, Ikawa K, Ikeda K, Morikawa N, Nakashima A, Ohge H (2010) HPLC method for measuring meropenem and biapenem concentrations in human peritoneal fluid and bile: application to comparative pharmacokinetic investigations. J Chromatogr Sci 48:532–545

    Article  Google Scholar 

  • La Marca G, Giocaliere E, Villanelli F, Malvagia S, Funghini S, Ombrone D (2012) Development of an UPLC–MS/MS method for the determination of antibiotic ertapenem on dried blood spots. J Pharm Biomed Anal 61:108–113

    Article  Google Scholar 

  • McWhinney BC, Wallis SC, Hillister T, Roberts JA, Lipman J, Ungerer JP (2010) Analysis of 12 beta-lactam antibiotics in human plasma by HPLC with ultraviolet detection. J Chromatogr B 878:2039–2043

    Article  CAS  Google Scholar 

  • Mendez AS, Steppe M, Schapoval EE (2003) Validation of HPLC and UV spectrophotometric methods for the determination of meropenem in pharmaceutical dosage form. J Pharm Biomed Anal 33:947–954

    Article  CAS  Google Scholar 

  • Michalska K, Pajchel G, Tyski S (2009) Different sample stacking strategies for the determination of ertapenem and its impurities by micellar electrokinetic chromatography in pharmaceutical formulation. J Chromatogr A 1216:2934–2942

    Article  CAS  Google Scholar 

  • Miller JN, Miller JC (2010) Statistics and chemometrics for analytical chemistry, 6th edn. Pearson Education Limited, Harlow

    Google Scholar 

  • Mrestani Y, Neubert R, Nagel F (1999) Capillary zone electrophoresis determination of meropenem in biological media using a high sensitivity cell. J Pharm Biomed Anal 20:899–903

    Article  CAS  Google Scholar 

  • Narala SR, Saraswathi K (2011) RP-HPLC and visible spectrophotometric methods for the estimation of meropenem in pure and pharmaceutical formulations. Int J Chem Tech Res 3:605–609

    CAS  Google Scholar 

  • O’Neil M (2015) The Merck index, 15th edn. Merck & Co., Inc, Kenilworth

    Google Scholar 

  • Ohmori T, Suzuki A, Niwa T, Ushikoshi H, Shirai K, Yoshida S (2011) Simultaneous determination of eight β-lactam antibiotics in human serum by liquid chromatography–tandem mass spectrometry. J Chromatogr B 879:1038–1042

    Article  CAS  Google Scholar 

  • Personal communication; Product specifications and test methods, Merck Research Laboratories, Merck & Co., Inc., New Jersey, USA (2009)

  • Sajonz P, Vailaya A, Sudah O, McPherson L, Capodanno V, Natishan TK (2006) Development of a gradient elution preparative high performance liquid chromatography method for the recovery of the antibiotic ertapenem from crystallization process streams. J Chromatogr A 1126:365–372

    Article  CAS  Google Scholar 

  • Sivaprasad M, Swarupa S, Dhananjayulu M, Jayapal M, Sreedhar N (2014) Graphene and polyaniline composite modified glassy carbon electrode for electrochemical determination of doripenem and meropenem metabolites. J Anal Bioanal Tech 5(3):192–198

    Article  Google Scholar 

  • United States Pharmacopoeia, 41st ed., US Pharmacopoeia Convention, Rockville, 2019, USA

  • Vailaya A, Sajonz P, Sudah O, Capodanno V, Helmy R, Antia FD (2005) Exploiting pH mismatch in preparative high-performance liquid chromatographic recovery of ertapenem from mother liquor streams. J Chromatogr A 1079:80–91

    Article  CAS  Google Scholar 

  • Variyar PS, Chatterjee S, Sharma A (2011) Fundamentals and theory of HPTLC-based separation. In: Srivastava M (ed) High performance thin-layer chromatography (HPTLC). Springer, Berlin, pp 27–39

    Chapter  Google Scholar 

  • Zając M, Cielecka-Piontek J, Jelińska A (2006) Development and validation of UV spectrophotometric and RP-HPLC methods for determination of ertapenem during stability studies. Chem Anal (Warsaw) 5:761–770

    Google Scholar 

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Funding

This research did not receive any specific grant from funding agencies in the public, commercial, or not-for-profit sectors.

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Authors and Affiliations

  1. Analytical Pharmaceutical Chemistry Department, Faculty of Pharmacy, Ain Shams University, Cairo, Egypt

    A. M. El-Kosasy & O. Abdel-Aziz

  2. Pharmaceutical Chemistry Department, National Organization for Drug Control And Research (NODCAR), P.O. Box 29, 6, Abou-Hazem Street, Pyramids Ave, Giza, 35521, Egypt

    Rania M. Youssif & N. N. Salama

Authors
  1. A. M. El-Kosasy
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  2. O. Abdel-Aziz
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  3. Rania M. Youssif
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  4. N. N. Salama
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Correspondence to Rania M. Youssif.

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El-Kosasy, A.M., Abdel-Aziz, O., Youssif, R.M. et al. Feasible oxidative degradates separation with instant quantification of two non-classical β-lactams by derivative UV spectrophotometry and TLC densitometry. Chem. Pap. 74, 3557–3567 (2020). https://doi.org/10.1007/s11696-020-01181-7

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