Photolysis of NSAIDS. I. Photodegradation products of carprofen determined by LC-ESI-MS

Ming Thau Sheu, Hsiu O. Ho, Po Yu Wang, Yi Bo Liou, An-Bang Wu

Research output: Contribution to journalArticle

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Abstract

A solution of carprofen in methanol at a concentration of 2.74 × 10-2 mg/mL is subjected to photoirradiation using a Hanovia 200-W high-pressure Hg lamp for 9 h. In total, seven photodegradation products are separated, and their quasimolecular ions are subsequently determined online using a liquid chromatography (LC)-electrospray ionization (ESI)-mass spectrometry (MS) method. The high-performance LC consists of an Inertsil 5 ODS-80A (2.1- × 150-mm) column. The mobile phase is initially CH3CN. NH4OAc (20mM in de-ionized H2O) is 43:57 (v/v), and after 14 min it is CH3CN. NH4OAc (20mM in de-ionized H2O) is 54: 46 (v/v). The UV detector was set at 260 nm. The parameters of LC-MS for mass determination involves an atmospheric pressure ionization electron spray interface with a negative mode of polarity (ESI-). The chemical structures of the degradants are elucidated based on the mass-to-charge ratio of the quasimolecular ions and the molecular weight changes by comparison with the parent drug (carprofen). The degradation proceeds via an initial dechlorination. A dechlorination or esterification reaction is competed with decarboxylation. This finding is in accordance with our previously reported result of first order photodecomposition kinetics for carprofen.

Original languageEnglish
Pages (from-to)200-204
Number of pages5
JournalJournal of Chromatographic Science
Volume41
Issue number4
Publication statusPublished - Apr 2003

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Electrospray ionization
Electrospray Ionization Mass Spectrometry
Photolysis
Liquid chromatography
Photodegradation
Liquid Chromatography
Mass spectrometry
Dechlorination
Ions
Ultraviolet detectors
Decarboxylation
Atmospheric Pressure
Esterification
High performance liquid chromatography
Electric lamps
Atmospheric pressure
Ionization
Methanol
Mass Spectrometry
Molecular Weight

ASJC Scopus subject areas

  • Analytical Chemistry
  • Clinical Biochemistry

Cite this

Photolysis of NSAIDS. I. Photodegradation products of carprofen determined by LC-ESI-MS. / Sheu, Ming Thau; Ho, Hsiu O.; Wang, Po Yu; Liou, Yi Bo; Wu, An-Bang.

In: Journal of Chromatographic Science, Vol. 41, No. 4, 04.2003, p. 200-204.

Research output: Contribution to journalArticle

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