Abstract
Non-steroidal anti-inflammatory drugs (NSAIDs) are among the most common groups of pharmaceuticals detected in environmental matrices. Although several derivatization procedures have been employed in the gas chromatographic analysis of NSAIDs, the application of trimethylsilyldiazomethane has never yet been reported. This work has studied the derivatization of widely used NSAIDs (ibuprofen, ketoprofen and naproxen) by trimethylsilyldiazomethane. Special emphasis was placed on the influence of temperature and reaction time on the reaction yield, and on the determination of the instrumental detection limit. The results are compared with those obtained by methylation using boron trifluoride methanol solution, and by silylation with a mixture of N,O-bis(trimethylsilyl)trifluoroacetamide and trimethylchlorosilane (99:1, v/v) and with N-methyl-N-[tert-butyldimethylsilyl]trifluoroacetamide. The derivatization of ibuprofen, ketoprofen and naproxen by trimethylsilyldiazomethane was shown to be simple, fast, efficient, and suitable for trace analysis (the respective instrumental detection limits for ibuprofen naproxen, and ketoprofen were 2, 4, and 4 ng). Trimethylsilyldiazomethane can be used as an alternative reagent for determining acidic drugs in environmental matrices.
This is a preview of subscription content, access via your institution.





References
Petrovic M, Barcelò D (2001) Emerging contaminants from industrial and municipal waste occurrence, analysis and effect. Springer, Berlin
Nikolaou A, Meric S, Fatta D (2007) Anal Bioanal Chem 387:1225–1234
Kümmerer K (2009) J Environ Manag 90:2354–2366
Santos LHMLM, Araujo AN, Fachini A, Pena A, Delerue-Matos C, Montenegro MCBSM (2010) J Hazard Mater 175:45–95
Petrovic M, Gros M, Barcelo D (2006) J Chromatogr A 1124:68–81
Farré M, Petrovic M, Barceló D (2007) Anal Bioanal Chem 387:1203–1214
Hernando MD, Heath E, Petrovic M, Barceló D (2006) Anal Bioanal Chem 385:985–991
Öllers S, Singer HP, Fässler P, Müller SR (2001) J Chromatogr A 911:225–234
Weigel S, Kuhlmann J, Hühnerfuss H (2002) Sci Total Environ 295:131–141
Zwiener C, Frimmel FH (2003) Sci Total Environ 309:201–211
Weigel S, Kallenborn R, Hühnerfuss H (2004) J Chromatogr A 1023:183–195
Verenitch SS, Lowe CJ, Mazumder A (2006) J Chromatogr A 1116:193–203
Lin W-C, Chen H-C, Ding W-H (2005) J Chromatogr A 1065:279–285
Sebők Á, Vasanits-Zsigrai A, Palkó G, Záray G, Molnár-Perl I (2008) Talanta 76:642–650
Kosjek T, Heath E, Krbavčič A (2005) Environ Int 31:679–685
Moeder M, Schrader S, Winkler M, Popp P (2000) J Chromatogr A 873:95–106
Rice SL, Mitra S (2007) Anal Chim Acta 589:125–132
Yu Z, Peldszus S, Huck PM (2007) J Chromatogr A 1148:65–77
Jones OAH, Voulvoulis N, Lester JNT (2007) Environ Pollut 145:738–744
Lee H-B, Peart TE, Svoboda ML (2005) J Chromatogr A 1094:122–129
Soulet B, Tauxe A, Tarradellas J (2002) Int J Environ Anal Chem 82:659–667
Sacher F, Thomas Lange F, Brauch HJ, Blankenhorn I (2001) J Chromatogr A 938:199–210
Koutsouba V, Heberer T, Fuhrmann B, Schmidt-Baumler K, Tsipi D, Hiskia A (2003) Chemosphere 51:69–75
Quintana JB, Carpinterio J, Rodríguez I (2007) Analysis fate and removal of pharmaceuticals in the water cycle. Elsevier, Amsterdam
Blau K, Darbre A Handbook of derivatives for chromatography. Wiley, New York
Wells RJ (1999) J Chromatogr A 843:1–18
Presser A, Hüfner A (2004) Monatsh Chem 135:1015–1022
Lamoureux G, Agüero C (2009) Arkivoc (i):251–264
Yu LZ, Wells MJM (2007) J Chromatogr A 1143:16–25
Ranz A, Eberl A, Maier E, Lankmayr E (2008) J Chromatogr A 1192:282–288
Method 515.1, Revision 4.1, Methods for the Determination of Organic Compounds in Drinking Water, Suppl. III, EPA-600/R-95/131, US Environmental Protection Agency, Washington, DC, 1995, p. 245
Method 515.2, Revision 1.1, Methods for the Determination of Organic Compounds in Drinking Water, Suppl. III, EPA-600/R-95/131, US Environmental Protection Agency, Washington, DC, 1995, p. 279
Shareef A, Angove MJ, Wells JD (2006) J Chromatogr A 1108:121–128
Acknowledgment
Financial support was provided by the Polish Ministry of Research and Higher Education under grants NN204 260 237 and DS 8200-4-0085-0.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Migowska, N., Stepnowski, P., Paszkiewicz, M. et al. Trimethylsilyldiazomethane (TMSD) as a new derivatization reagent for trace analysis of selected non-steroidal anti-inflammatory drugs (NSAIDs) by gas chromatography methods. Anal Bioanal Chem 397, 3029–3034 (2010). https://doi.org/10.1007/s00216-010-3853-y
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s00216-010-3853-y
Keywords
- NSAIDs
- Gas chromatography
- Derivatization
- Trimethylsilyldiazomethane
- Pharmaceutical residues