Determination of Naproxen using derivatization with MSTFA in pharmaceutical preparations by GC-MS method
Year 2024,
Volume: 4 Issue: 1, 1 - 5, 30.06.2024
Bilal Yılmaz
,
Ömer Turan
,
Semih Yılmaz
,
Yücel Kadıoğlu
Abstract
Bu çalışma, naproksenin türetilmesi için N-metil-N-(trimetilsilil) trifloroasetamidin kullanımını ve farmasötik preparasyonlarda naproksenin saptanması için GC-MS yönteminin kullanımını rapor etmektedir. GC-MS yönteminin doğrusallığı 0.5-12 µg/mL konsantrasyon aralığında kanıtlanmıştır. Gün içi ve günler arası bağıl standart sapma sırasıyla %1.20 ve %1.73'ten azdı. GC-MS yöntemi için tespit ve miktar belirleme limitleri 0.05 ve 0.15 µg/mL olarak belirlendi. Geliştirilen yöntem, Aleve adı verilen farmasötik bir preparatın tabletlerini analiz için kullanıldı. Seçilen test koşullarında, tablet yardımcı maddeleri herhangi bir etkileşime neden olmadı.
Ethical Statement
Since it is a drug analysis performed under in vitro conditions, ethics committee approval is not required
References
- 1. Boynton CS, Dick CF, Mayor GH. NSAIDs: An Overview. J Clin Pharmacol. 1988;28(6):512-517. doi:10.1002/j.1552-
4604.1988.tb03170.x
- 2. Sun Y, Zhang Z, Xi Z, Shi Z. Determination of naproxen in human urine by high-performance liquid chromatography with direct electrogenerated chemiluminescence detection. Talanta. 2009;79(3):676-680.
doi:10.1016/j.talanta.2009.04.048
- 3. Aresta A, Palmisano F, Zambonin CG. Determination of naproxen in human urine by solid-phase microextraction coupled to liquid chromatography. J Pharm Biomed Anal. 2005;39(3-4):643-647. doi:10.1016/j.jpba.2005.04.017
- 4. Kovacevic L, Bernstein J, Valentini RP, Imam A, Gupta N, Mattoo TK. Renal papillary necrosis induced by naproxen. Pediatr Nephrol. 2003;18(8):826-829. doi:10.1007/s00467-003-1167-4
- 5. Van Loenhout JWA, Van Ginneken C a. M, Ketelaars HCJ, Kimenai PM, Tan Y, Gribnau FWJ. A High-Performance Liquid Chromatographic Method for the Quantitative Determination of Naproxen and Des-Methyl-Naproxen in Biological Samples. J Liq Chromatogr. 1982;5(3):549-561. doi:10.1080/01483918208066913
- 6. Zakeri-Milani P, Barzegar-Jalali M, Tajerzadeh H, Azarmi Y, Valizadeh H. Simultaneous determination of naproxen, ketoprofen and phenol red in samples from rat intestinal permeability studies: HPLC method development and validation. J Pharm Biomed Anal. 2005;39(3-4):624-630. doi:10.1016/j.jpba.2005.04.008
- 7. Slattery JT, Levy G. Determination of naproxen and its desmethyl metabolite in human plasma or serum by high performance liquid chromatography. Clin Biochem. 1979;12(3):100-103. doi:10.1016/s0009-9120(79)80075-2
- 8. Satterwhite JH, Boudinot FD. High-performance liquid chromatographic determination of ketoprofen and
naproxen in rat plasma. J Chromatogr B. 1988;431:444-449. doi:10.1016/s0378-4347(00)83116-3
- 9. Upton RA, Buskin JN, Guentert TW, Williams RL, Riegelman S. Convenient and sensitive high-performance liquid chromatography assay for ketoprofen, naproxen and other allied drugs in plasma or urine. J Chromatogr A. 1980;190(1):119-128. doi:10.1016/s0021-9673(00)85518-1
- 10. Vree TB, Van Den Biggelaar-Martea M, Verwey-van Wissen CPWGM. Determination of naproxen and its metabolite Odesmethylnaproxen with their acyl glucuronides in human plasma and urine by means of direct gradient highperformance liquid chromatography. J Chromatography B. 1992;578(2):239-249. doi:10.1016/0378-4347(92)80422-m
- 11. Hirai T, Matsumoto S, Kishi I. Simultaneous analysis of several non-steroidal anti-inflammatory drugs in human urine by high-performance liquid chromatography with normal solid-phase extraction. J Chromatography B.1997;692(2):375-388. doi:10.1016/s0378-4347(96)00509-9
- 12. Shimek JL, Rao NGS, Wahba Khalil K. An isocratic high-pressure liquid chromatographic determination of
naproxen and desmethylnaproxen in human plasma. J Pharm Sci. 1982;71(4):436-439. doi:10.1002/jps.2600710415
- 13. Burgoyne RF, Brown PR, Kaplan SR. The simultaneous assay of naproxen and salicylic acid in serum using high pressure liquid chromatography. J Liq Chromatogr. 1980;3(1):101-111. doi:10.1080/01483918008060157
- 14. Westerlund D, Theodorsen A, Jaksch Y. Bioanalysis of Naproxen by High Performance Reversed Phase Liquid Chromatography with Photometric and Fluorimetric Detection. J Liq Chromatogr. 1979;2(7):969-1001.
doi:10.1080/01483917908060119
- 15. Tashtoush, B.M., Al-Taani B.M.; HPLC determination of naproxen in plasma, Pharmazie, (2003);58:614-615.
- 16. Mikami E, Goto T, Ohno T, Matsumoto H, Nishida M. Simultaneous analysis of naproxen, nabumetone and its major metabolite 6-methoxy-2-naphthylacetic acid in pharmaceuticals and human urine by high-performance liquid chromatography. J Pharm Biomed Anal. 2000;23(5):917-925. doi:10.1016/s0731-7085(00)00365-4
- 17. Sultan M, Stecher G, Stoggl W, et al. Sample pretreatment and determination of non steroidal anti-inflammatory drugs (NSAIDs) in pharmaceutical formulations and biological samples (blood, plasma, erythrocytes) by HPLCUV-MS and HPLC. Curr Med Chem. 2005;12(5):573-588. doi:10.2174/0929867310504050573
- 18. Miksa IR, Cummings MR, Poppenga RH. Multi-residue determination of anti-inflammatory analgesics in sera by liquid chromatography-mass spectrometry. J Anal Toxicol. 2005;29(2):95-104. doi:10.1093/jat/29.2.95
- 19. Larsen NE, Marinelli K. Mass fragmentographic quantification of naproxen in human plasma. J
Chromatography B. 1981;222(3):482-485. doi:10.1016/s0378-4347(00)84151-1
- 20. Wan SH, Matin SB. Quantitative gas-liquid chromatographic analysis of naproxen, 6-O-desmethylnaproxen and their conjugates in urine. J Chromatography A. 1979;170(2):473-478. doi:10.1016/s0021-9673(00)95480-3
- 21. Weber SS, Bankhurst AD, Mroszczak E, Ding TL. Effect of mylanta® on naproxen bioavailability. Ther Drug Monit. 1981;3(1):75-84. doi:10.1097/00007691-198101000-00010
- 22. Desager JP, Vanderbist M, Harvengt C. Naproxen plasma levels in volunteers after single‐dose administration by oral and rectal routes. J Clin Pharmacol. 1976;16(4):189-193. doi:10.1002/j.1552-4604.1976.tb01516.x
- 23. Bouchafra H, Orche AE, Khabbaz CE, Cheikh A, Faouzi MEA, Cherrah Y, Zarayby L, Hirr A. Determination and validation of tiaprofenic acid in human plasma: A detailed LC-MS/MSbased analysis following ICH M10 guidelines and the accuracy profile approach. Research Square. 2024;1-16. doi: ttps://doi.org/10.21203/rs.3.rs-3848449/v1
- 24. Yilmaz B, Arslan S, Akba V. Gas chromatography–mass spectrometry method for determination of metoprolol in the patients with hypertension. Talanta. 2009;80(1):346-351. doi:10.1016/j.talanta.2009.06.079
- 25. Yilmaz B. GC–MS determination of diclofenac in human plasma. Chromatographia. 2010;71(5-6):549-551. doi:10.1365/s10337-010-1479-z
- 26. Yilmaz B. Determination of Atenolol in Pharmaceutical Preparations by Gas Chromatography with Flame
Ionization and Mass Spectrometric Detection. Anal Lett. 2010;43(15):2311-2317. doi: 10.1080/00032711003717414
- 27. Way BA, Wilhite TR, Smith CH, Landt M. Measurement of plasma ibuprofen by gas chromatography-mass
spectrometry. J Clin Lab Anal. 1997;11(6):336-339. http://dx.doi.org/10.1002/(sici)1098-2825(1997)11:6<336::aid-jcla4>3.0.co;2-3
- 28. Sebők Á, Vasanits-Zsigrai A, Palkó Gy, Záray Gy, MolnárPerl I. Identification and quantification of ibuprofen, naproxen, ketoprofen and diclofenac present in wastewaters, as their trimethylsilyl derivatives, by gas chromatography mass spectrometry. Talanta. 2008;76(3):642-650. doi:10.1016/j.talanta.2008.04.008
Year 2024,
Volume: 4 Issue: 1, 1 - 5, 30.06.2024
Bilal Yılmaz
,
Ömer Turan
,
Semih Yılmaz
,
Yücel Kadıoğlu
References
- 1. Boynton CS, Dick CF, Mayor GH. NSAIDs: An Overview. J Clin Pharmacol. 1988;28(6):512-517. doi:10.1002/j.1552-
4604.1988.tb03170.x
- 2. Sun Y, Zhang Z, Xi Z, Shi Z. Determination of naproxen in human urine by high-performance liquid chromatography with direct electrogenerated chemiluminescence detection. Talanta. 2009;79(3):676-680.
doi:10.1016/j.talanta.2009.04.048
- 3. Aresta A, Palmisano F, Zambonin CG. Determination of naproxen in human urine by solid-phase microextraction coupled to liquid chromatography. J Pharm Biomed Anal. 2005;39(3-4):643-647. doi:10.1016/j.jpba.2005.04.017
- 4. Kovacevic L, Bernstein J, Valentini RP, Imam A, Gupta N, Mattoo TK. Renal papillary necrosis induced by naproxen. Pediatr Nephrol. 2003;18(8):826-829. doi:10.1007/s00467-003-1167-4
- 5. Van Loenhout JWA, Van Ginneken C a. M, Ketelaars HCJ, Kimenai PM, Tan Y, Gribnau FWJ. A High-Performance Liquid Chromatographic Method for the Quantitative Determination of Naproxen and Des-Methyl-Naproxen in Biological Samples. J Liq Chromatogr. 1982;5(3):549-561. doi:10.1080/01483918208066913
- 6. Zakeri-Milani P, Barzegar-Jalali M, Tajerzadeh H, Azarmi Y, Valizadeh H. Simultaneous determination of naproxen, ketoprofen and phenol red in samples from rat intestinal permeability studies: HPLC method development and validation. J Pharm Biomed Anal. 2005;39(3-4):624-630. doi:10.1016/j.jpba.2005.04.008
- 7. Slattery JT, Levy G. Determination of naproxen and its desmethyl metabolite in human plasma or serum by high performance liquid chromatography. Clin Biochem. 1979;12(3):100-103. doi:10.1016/s0009-9120(79)80075-2
- 8. Satterwhite JH, Boudinot FD. High-performance liquid chromatographic determination of ketoprofen and
naproxen in rat plasma. J Chromatogr B. 1988;431:444-449. doi:10.1016/s0378-4347(00)83116-3
- 9. Upton RA, Buskin JN, Guentert TW, Williams RL, Riegelman S. Convenient and sensitive high-performance liquid chromatography assay for ketoprofen, naproxen and other allied drugs in plasma or urine. J Chromatogr A. 1980;190(1):119-128. doi:10.1016/s0021-9673(00)85518-1
- 10. Vree TB, Van Den Biggelaar-Martea M, Verwey-van Wissen CPWGM. Determination of naproxen and its metabolite Odesmethylnaproxen with their acyl glucuronides in human plasma and urine by means of direct gradient highperformance liquid chromatography. J Chromatography B. 1992;578(2):239-249. doi:10.1016/0378-4347(92)80422-m
- 11. Hirai T, Matsumoto S, Kishi I. Simultaneous analysis of several non-steroidal anti-inflammatory drugs in human urine by high-performance liquid chromatography with normal solid-phase extraction. J Chromatography B.1997;692(2):375-388. doi:10.1016/s0378-4347(96)00509-9
- 12. Shimek JL, Rao NGS, Wahba Khalil K. An isocratic high-pressure liquid chromatographic determination of
naproxen and desmethylnaproxen in human plasma. J Pharm Sci. 1982;71(4):436-439. doi:10.1002/jps.2600710415
- 13. Burgoyne RF, Brown PR, Kaplan SR. The simultaneous assay of naproxen and salicylic acid in serum using high pressure liquid chromatography. J Liq Chromatogr. 1980;3(1):101-111. doi:10.1080/01483918008060157
- 14. Westerlund D, Theodorsen A, Jaksch Y. Bioanalysis of Naproxen by High Performance Reversed Phase Liquid Chromatography with Photometric and Fluorimetric Detection. J Liq Chromatogr. 1979;2(7):969-1001.
doi:10.1080/01483917908060119
- 15. Tashtoush, B.M., Al-Taani B.M.; HPLC determination of naproxen in plasma, Pharmazie, (2003);58:614-615.
- 16. Mikami E, Goto T, Ohno T, Matsumoto H, Nishida M. Simultaneous analysis of naproxen, nabumetone and its major metabolite 6-methoxy-2-naphthylacetic acid in pharmaceuticals and human urine by high-performance liquid chromatography. J Pharm Biomed Anal. 2000;23(5):917-925. doi:10.1016/s0731-7085(00)00365-4
- 17. Sultan M, Stecher G, Stoggl W, et al. Sample pretreatment and determination of non steroidal anti-inflammatory drugs (NSAIDs) in pharmaceutical formulations and biological samples (blood, plasma, erythrocytes) by HPLCUV-MS and HPLC. Curr Med Chem. 2005;12(5):573-588. doi:10.2174/0929867310504050573
- 18. Miksa IR, Cummings MR, Poppenga RH. Multi-residue determination of anti-inflammatory analgesics in sera by liquid chromatography-mass spectrometry. J Anal Toxicol. 2005;29(2):95-104. doi:10.1093/jat/29.2.95
- 19. Larsen NE, Marinelli K. Mass fragmentographic quantification of naproxen in human plasma. J
Chromatography B. 1981;222(3):482-485. doi:10.1016/s0378-4347(00)84151-1
- 20. Wan SH, Matin SB. Quantitative gas-liquid chromatographic analysis of naproxen, 6-O-desmethylnaproxen and their conjugates in urine. J Chromatography A. 1979;170(2):473-478. doi:10.1016/s0021-9673(00)95480-3
- 21. Weber SS, Bankhurst AD, Mroszczak E, Ding TL. Effect of mylanta® on naproxen bioavailability. Ther Drug Monit. 1981;3(1):75-84. doi:10.1097/00007691-198101000-00010
- 22. Desager JP, Vanderbist M, Harvengt C. Naproxen plasma levels in volunteers after single‐dose administration by oral and rectal routes. J Clin Pharmacol. 1976;16(4):189-193. doi:10.1002/j.1552-4604.1976.tb01516.x
- 23. Bouchafra H, Orche AE, Khabbaz CE, Cheikh A, Faouzi MEA, Cherrah Y, Zarayby L, Hirr A. Determination and validation of tiaprofenic acid in human plasma: A detailed LC-MS/MSbased analysis following ICH M10 guidelines and the accuracy profile approach. Research Square. 2024;1-16. doi: ttps://doi.org/10.21203/rs.3.rs-3848449/v1
- 24. Yilmaz B, Arslan S, Akba V. Gas chromatography–mass spectrometry method for determination of metoprolol in the patients with hypertension. Talanta. 2009;80(1):346-351. doi:10.1016/j.talanta.2009.06.079
- 25. Yilmaz B. GC–MS determination of diclofenac in human plasma. Chromatographia. 2010;71(5-6):549-551. doi:10.1365/s10337-010-1479-z
- 26. Yilmaz B. Determination of Atenolol in Pharmaceutical Preparations by Gas Chromatography with Flame
Ionization and Mass Spectrometric Detection. Anal Lett. 2010;43(15):2311-2317. doi: 10.1080/00032711003717414
- 27. Way BA, Wilhite TR, Smith CH, Landt M. Measurement of plasma ibuprofen by gas chromatography-mass
spectrometry. J Clin Lab Anal. 1997;11(6):336-339. http://dx.doi.org/10.1002/(sici)1098-2825(1997)11:6<336::aid-jcla4>3.0.co;2-3
- 28. Sebők Á, Vasanits-Zsigrai A, Palkó Gy, Záray Gy, MolnárPerl I. Identification and quantification of ibuprofen, naproxen, ketoprofen and diclofenac present in wastewaters, as their trimethylsilyl derivatives, by gas chromatography mass spectrometry. Talanta. 2008;76(3):642-650. doi:10.1016/j.talanta.2008.04.008