A green liquid chromatographic method using ethanol in mobile phase for the determination of nimesulide and naproxen in gel formulations

Year 2023, , 89 - 97, 29.12.2023

Sercan Yıldırım

https://doi.org/10.51435/turkjac.1364599

Cited By: 3

Abstract

Dеtеrmination of nonsteroidal anti-inflammatory drugs (NSAIDs) in pharmacеutical formulations hеlps to еnsurе that thеy arе manufacturеd to thе corrеct spеcifications. Consequently, simple, reliable, and environmentally friendly analytical methods are needed for the quality control of NSAID formulations. In this study, a novel and green liquid chromatographic method was developed for the determination of nimesulide (NIM) and naproxen (NAP) in gel formulations by employing ethanol as a green alternative to hazardous methanol and acetonitrile. The high viscosity of ethanol was compensated by employing a Chromolith HighResolution RP18e monolithic column (100 × 4.6 mm) with low flow resistance. Box-Behnken design with desirability function was employed for the optimization of selected significant parameters: pH (2.8-4), ethanol ratio in the mobile phase (35-55%), and flow rate (0.7-1.5 mL/min). Under optimum conditions, satisfactory separation of analytes was achieved within 5 min. Calibration curves for both analytes were linear between 1-50 μg/mL. Accuracies of intra- and inter-day experiments at low-, middle-, and high-quality control levels ranged from 99.0-101.5% with relative standard deviation values lower than 2.3%. The limits of detection were 0.27 and 0.62 µg/mL for NIM and NAP, respectively. The applicability of the method was demonstrated by analyzing gel formulations. The results of this study indicated that monolithic columns in combination with ethanol as a mobile phase component could be considered a desirable and green alternative for the routine analysis of NSAIDs in quality control laboratories.

Keywords

Anti-inflammatory drugs, liquid chromatography, pharmaceutical analysis, design of experiments

References

• [1] K. Brune, P. Patrignani, New insights into the use of currently available non-steroidal anti-inflammatory drugs, J Pain Res, 8, 2015, 105–118.
• [2] A.K. Singla, M. Chawla, A. Singh, Nimesulide: some pharmaceutical and pharmacological aspects—an update, J Pharm Pharmacol, 52, 2000, 467–486.
• [3] K.D. Rainsford, M. Bevilacqua, F. Dallegri, F. Gago, L. Ottonello, G. Sandrini, C. Tassorelli, I.G. Tavares, Pharmacological properties of nimesulide BT - Nimesulide — Actions and Uses, in: K.D. Rainsford (Ed.), Birkhäuser Basel, Basel, 2005: pp. 133– 244.
• [4] S.A. Kumar, M. Debnath, J.V.L.N.S. Rao, D.G. Sankar, A New Bioanalytical Method Development & Validation for Simultaneous Estimation of Esomeprazole and Naproxen in Human Plasma by Using RP-HPLC, J Pharm Res Int, 4, 2014, 2312–2327.
• [5] D.J. Angiolillo, S.M. Weisman, Clinical Pharmacology and Cardiovascular Safety of Naproxen, Am J Cardiovasc Drugs, 17, 2017, 97–107.
• [6] M. Locatelli, V. Ferrone, R. Cifelli, R.C. Barbacane, G. Carlucci, Microextraction by packed sorbent and high performance liquid chromatography determination of seven non-steroidal antiinflammatory drugs in human plasma and urine, J Chromatogr A,1367, 2014, 1–8.
• [7] P. Gallo, S. Fabbrocino, F. Vinci, M. Fiori, V. Danese, A. Nasi, L. Serpe, Multi-residue determination of non-steroidal antiinflammatory drug residues in animal serum and plasma by HPLC and photo-diode array detection, J Chromatogr Sci, 44, 2006, 585–590.
• [8] L. Escuder-Gilabert, Y. Martín-Biosca, S. Sagrado, R.M. Villanueva-Camañas, M.J. Medina-Hernández, Quality control of pharmaceuticals containing non-steroidal anti-inflammatory drugs by micellar liquid chromatography, Chromatographia, 55, 2002, 283–288.
• [9] C. Onal, G. Tırıs, E.K. Tekkeli, A. Onal, Ultra fast liquid chromatographic analysis of nonsteroidal anti-inflammatory drugs with fluorimetric detection in tap water, urine, and pharmaceutical samples, Int J Environ Anal Chem, 2022, 1–11.
• [10] L.A. Al-Khateeb, W.E. Hakami, Reliable chromatographic determination of non-steroidal anti-inflammatory drugs in real samples matrices, Int J Environ Anal Chem, 101, 2021, 1785–1802.
• [11] S. Riaño, M.C. Alcudia-León, R. Lucena, S. Cárdenas, M. Valcárcel, Determination of non-steroidal anti-inflammatory drugs in urine by the combination of stir membrane liquid– liquid–liquid microextraction and liquid chromatography, Anal Bioanal Chem, 403, 2012, 2583–2589.
• [12] P.D. Tzanavaras, D.G. Themelis, Validated high-throughput HPLC assay for nimesulide using a short monolithic column, J Pharm Biomed Anal, 43, 2007, 1483–1487.
• [13] M.-S. Kim, Y.-S. Park, S.-H. Kim, S.-Y. Kim, M.-H. Lee, Y.-H. Kim, D.-W. Kim, S.-C. Yang, J.-S. Kang, Quantification of animesulide in human plasma by high-performance liquid chromatography with ultraviolet detector (HPLC-UV): application to pharmacokinetic studies in 28 healthy Korean subjects, J Chromatogr Sci, 50, 2012, 396–400.
• [14] R. Nageswara Rao, S. Meena, A. Raghuram Rao, An overview of the recent developments in analytical methodologies for determination of COX-2 inhibitors in bulk drugs, pharmaceuticals and biological matrices, J Pharm Biomed Anal, 39, 2005, 349–363.
• [15] M. Starek, J. Krzek, A review of analytical techniques for determination of oxicams, nimesulide and nabumetone, Talanta, 77, 2009, 925–942.
• [16] T.-V. Pham, X.-L. Mai, T.-A.-T. Le, J.-Y. Lee, G. Lee, D.-J. Kim, S.- B. Han, K.H. Kim, Development and validation of an HPLC method using a less hazardous mobile phase for the determination of some β-Lactams, Bull Korean Chem Soc, 40, 2019, 863–871.
• [17] M. Tobiszewski, Introduction to Green Analytical Chemistry, in: Handb. Green Chem., 2018: pp. 103–116.
• [18] J.F. Farid, N.M. Mostafa, Y.M. Fayez, H.M. Essam, Systemic optimization and validation of normal and reversed-phase ecofriendly chromatographic methods for simultaneous determination of paracetamol and phenylephrine hydrochloride in the presence of paracetamol impurities, J AOAC Int, 105, 2022, 26–33.
• [19] M. Yabré, L. Ferey, T.I. Somé, O. Mercier, K. Gaudin, Green reversed-phase HPLC development strategy: Application to artesunate and amodiaquine analysis, J Sep Sci, 43, 2020, 4390– 4404.
• [20] Z.H. Shar, G.A. Sumbal, S.T.H. Sherazi, H. Kara, M. Hussain, M.I. Bhanger, Determination of ochratoxin a in poultry feed by highperformance liquid chromatography with a monolithic column,Anal Lett, 48, 2015, 396–407.
• [21] M. Staniak, M. Wójciak, I. Sowa, K. Tyszczuk-Rotko, M. Strzemski, S. Dresler, W. Myśliński, Silica-based monolithic columns as a tool in HPLC—an overview of application in analysis of active compounds in biological samples, Molecules, 25, 2020, 3149.
• [22] C.S. Funari, A.J. Cavalheiro, R.L. Carneiro, Coupled monolithic columns as an alternative for the use of viscous ethanol–water mobile phases on chromatographic fingerprinting complex samples, Rev Bras Farmacogn, 28, 2018, 261–266.
• [23] A.L. Assassi, C.-E. Roy, P. Perovitch, J. Auzerie, T. Hamon, K. Gaudin, Green analytical method development for statin analysis, J Chromatogr A, 1380, 2015, 104–111.
• [24] A. Dogan, C.C. Eylem, N.E.B. Akduman, Application of green methodology to pharmaceutical analysis using eco-friendly ethanol-water mobile phases, Microchem J, 157, 2020, 104895.
• [25] A.E. Ibrahim, H. Saleh, M. Elhenawee, Assessment and validation of green stability indicating RP-HPLC method for simultaneous determination of timolol and latanoprost in pharmaceutical dosage forms using eco-friendly chiral mobile phase, Microchem J, 148, 2019, 21–26.
• [26] A. Hemdan, R. Magdy, M. Farouk, N. V Fares, Central composite design as an analytical optimization tool for the development of eco-friendly HPLC-PDA methods for two antihypertensive mixtures containing the angiotensin receptor blocker Valsartan: Greenness assessment by four evaluation tools, Microchem J, 183, 2022, 108105.
• [27] S.B. Ganorkar, A.A. Shirkhedkar, Design of experiments in liquid chromatography (HPLC) analysis of pharmaceuticals: analytics, applications, implications and future prospects, 36, 2017, 20160025.
• [28] L. Latrous, Optimization and validation in liquid chromatography using design of experiments, Chem Africa, 5, 2022, 437–458.
• [29] P.K. Sahu, N.R. Ramisetti, T. Cecchi, S. Swain, C.S. Patro, J. Panda, An overview of experimental designs in HPLC method development and validation, J Pharm Biomed Anal, 147, 2018, 590–611.
• [30] D. Sarısaltık Yaşın, A. Arslantürk Bingül, A. Karaküçük, Z.Ş. Teksin, Development and validation of an HPLC method using an experimental design for analysis of amlodipine besylate and enalapril maleate in a fixed-dose combination, Turkish J Pharm Sci, 18, 2021, 306–318.
• [31] S.L.C. Ferreira, R.E. Bruns, H.S. Ferreira, G.D. Matos, J.M. David, G.C. Brandão, E.G.P. da Silva, L.A. Portugal, P.S. dos Reis, A.S. Souza, W.N.L. dos Santos, Box-Behnken design: An alternative for the optimization of analytical methods, Anal Chim Acta, 597, 2007, 179–186.
• [32] F. Pena-Pereira, W. Wojnowski, M. Tobiszewski, AGREEAnalytical GREEnness metric approach and software, Anal Chem, 92, 2020, 10076–10082.
• [33] G. Derringer, R. Suich, Simultaneous optimization of several response variables, J Qual Technol, 12, 1980, 214–219.
• [34] ICH Expert Working Group, International Conference on Harmonisation of Technical Requirements for Registration of Pharmaceutials for Human Use Validatıon of Analytical Procedures: Text and Methodology Q2(R1), 2005.
• [35] M. (Michael E. Swartz, I.S. Krull, Handbook of analytical validation, CRC Press, 2012.
• [36] S. Yıldırım, A. Kadıoğlu, A. Sağlam, A. Yaşar, H.E. Sellitepe, Fast determination of anthocyanins and free pelargonidin in fruits, fruit juices, and fruit wines by high-performance liquid chromatography using a core–shell column, J Sep Sci, 39, 2016,.
• [37] V.R. de Almeida Borges, A.F. Ribeiro, C. de Souza Anselmo, L.M. Cabral, V.P. de Sousa, Development of a high performance liquid chromatography method for quantification of isomers β-caryophyllene and α-humulene in copaiba oleoresin using the Box-Behnken design, J Chromatogr B, 940, 2013, 35–41.
• [38] B. Jancic-Stojanovic, A. Malenovic, D. Ivanovic, T. Rakic, M. Medenica, Chemometrical evaluation of ropinirole and its impurity’s chromatographic behavior, J Chromatogr A, 1216, 2009, 1263–1269.
• [39] R.E. Saraya, S. El Deeb, B.I. Salman, A.E. Ibrahim, Highly sensitive high-performance thin-layer chromatography method for the simultaneous determination of molnupiravir, favipiravir, and ritonavir in pure forms and pharmaceutical formulations, J Sep Sci, 45, 2022, 2582–2590.
• [40] A. Gałuszka, Z. Migaszewski, J. Namieśnik, The 12 principles of green analytical chemistry and the SIGNIFICANCE mnemonic of green analytical practices, TrAC - Trends Anal Chem, 50, 2013, 78– 84.
• [41] I.E. Mikhail, H. Elmansi, F. Belal, A. Ehab Ibrahim, Green micellar solvent-free HPLC and spectrofluorimetric determination of favipiravir as one of COVID-19 antiviral regimens, Microchem J, 165, 2021, 106189.
• [42] E.A. Rashad, S.S. Elsayed, J.J.M. Nasr, F.A. Ibrahim, Factorial design optimized green reversed-phase high-performance liquid chromatography for simultaneous determination of aspirin and clopidogrel in pharmaceutical tablets, Microchem J, 190, 2023, 108610.
• [43] M. Wadie, E.M. Abdel-Moety, M.R. Rezk, M.A. Tantawy, Ecofriendly chiral HPLC method for determination of alfuzosin enantiomers and solifenacin in their newly pharmaceutical combination: Method optimization via central composite design, Microchem J, 165, 2021, 106095.