Photolysis of NSAIDs. IV. Photoproducts of zomepirac determined by LC-ESI-MS

Ching Chiung Wang, Fu An Chen, Chih Jui Chen, Su Hui Chao, An-Bang Wu

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

A sample of 10 mM zomepirac in methanol was photo-irradiated with a Hanovia 200 W high-pressure quartz Hg lamp for 14 days. In total, four photoproducts were observed from the HPLC chromatogram, The preparative HPLC included an YMC-Pack Pro C18 column (250 × 20 mm i.d.), a mobile phase of CH3CN-CH3OH-1% HOAc (10:60:30, v/v/v), and UV detection at 254 mn. The most probable structures of the four photoproducts were determined by LC-MS. Two major photoproducts were separated, and their structures were further confirmed by the spectroscopic methods. A reaction scheme of zomepirac was proposed that the photochemical reaction routes occur mainly via bond fission between carbonyl-pyrrolyl groups (α-cleavage of a ketone), and decarboxylation followed by oxidation with singlet oxygen to produce an aldehyde.

Original languageEnglish
Pages (from-to)820-825
Number of pages6
JournalBiomedical Chromatography
Volume18
Issue number10
DOIs
Publication statusPublished - Dec 2004

Fingerprint

Photolysis
Non-Steroidal Anti-Inflammatory Agents
High Pressure Liquid Chromatography
Singlet Oxygen
Decarboxylation
Quartz
Photochemical reactions
Ketones
Electric lamps
Aldehydes
Methanol
Pressure
Oxidation
zomepirac

Keywords

  • LC-ESI-MS
  • NSAID
  • Photolysis
  • Zomepirac

ASJC Scopus subject areas

  • Analytical Chemistry
  • Clinical Biochemistry
  • Biochemistry, Genetics and Molecular Biology(all)
  • Biochemistry
  • Pharmacology

Cite this

Photolysis of NSAIDs. IV. Photoproducts of zomepirac determined by LC-ESI-MS. / Wang, Ching Chiung; Chen, Fu An; Chen, Chih Jui; Chao, Su Hui; Wu, An-Bang.

In: Biomedical Chromatography, Vol. 18, No. 10, 12.2004, p. 820-825.

Research output: Contribution to journalArticle

Wang, Ching Chiung ; Chen, Fu An ; Chen, Chih Jui ; Chao, Su Hui ; Wu, An-Bang. / Photolysis of NSAIDs. IV. Photoproducts of zomepirac determined by LC-ESI-MS. In: Biomedical Chromatography. 2004 ; Vol. 18, No. 10. pp. 820-825.
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