Identification of flurbiprofen and its photoproducts in methanol by gas chromatography-mass spectrometry

Biomedical Chromatography

Volumn 21, Issue 5, 2007, Pages 527-533

  Chao, Su Hui ^a   Ho, Hsin Tsung ^b,c   Chen, Fu An ^d   Lin, Pen Yuan ^a   Yu, Yi Chun ^a   Wu, An Bang ^a  

^a TAIPEI MEDICAL UNIVERSITY   (Taiwan)

^b MACKAY MEMORIAL HOSPITAL   (Taiwan)

^c NURSING AND MANAGEMENT COLLEGE   (Taiwan)

^d TAJEN UNIVERSITY   (Taiwan)

Author keywords

Flurbiprofen; GC MS; HPLC; Photoproducts

Indexed keywords

CARBOXYLATION; CHROMATOGRAPHIC ANALYSIS; GAS CHROMATOGRAPHY; KETONES; MASS SPECTROMETRY; PHOTOCHEMICAL REACTIONS; SPECTROSCOPIC ANALYSIS;

FLURBIPROFEN; GASCHROMATOGRAPHY-MASS SPECTROMETRY; GC-MS; HPLC; LOW PRESSURES; PHOTOCHEMICAL REACTOR; PHOTOPRODUCTS; REACTION ROUTES; REACTION SCHEMES; VARIOUS SPECTROSCOPIC METHODS;

METHANOL;

FLURBIPROFEN; KETONE; METHANOL; SILICON DIOXIDE; SINGLET OXYGEN;

ARTICLE; CHEMICAL REACTION; CONTROLLED STUDY; DECARBOXYLATION; DRUG IDENTIFICATION; DRUG STRUCTURE; ESTERIFICATION; GAS CHROMATOGRAPHY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYPOBARISM; MASS SPECTROMETRY; OXIDATION; PHOTOCHEMISTRY; RADIATION EXPOSURE; SAMPLING; ULTRAVIOLET RADIATION;

EID: 34248374829     PISSN: 02693879     EISSN: 10990801     Source Type: Journal    
DOI: 10.1002/bmc.789     Document Type: Article

References (21)

1. Adams SS, McCullough KE and Nicholson JS. Some biological properties of flurbiprofen, an antiinflammatory, analgesic and anti-pyretic agent, Arzneimittelforschung 1975; 25: 1786-1791.
2. Aldini G, Carini M, Orioli M, Facino RM and Wenk GL. Metabolic profile of NO-flurbiprofen (HCT1026) in rat brain and plasma: a LC-MS study. Life Sciences 2002; 71(13): 1487-1500.
3. Andersen K, Launer LJ, Ott A, Hoes AW, Breteler MM and Hofman A. Do nonsteroidal anti-inflammatory drugs decrease the risk for Alzheimer's disease? The Rotterdam Study, Neurology 1995; 45(8): 1441-1445.
4. Boscá F, Marín ML and Miranda MA. Photoreactivity of the non-steroidal anti-inflammatory 2-arylpropionic acids with photo-sensitizing side effects, Photochemistry Photobiology 2001; 74: 637-655.
5. Castell JV, Gómez-Lechón MJ, Miranda MA and Morera IM. Phototoxicity of non-steroidal anti-inflammatory drugs: in vitro testing of the photoproducts of Butibufen and Flurbiprofen. Journal of Photochemistry Photobiology B 1992; 13(1): 71-81.
6. Chao SH, Wu AB, Lee CJ, Chen FA and Wang CC. Antiinflammatory effects of indomethacin's methyl ester derivative and induction of apoptosis in HL-60 cells. Biological Pharmaceutical Bulletin 2005; 28(12): 2206-2210.
7. Chen FA, Wang PY, Wen KC, Chen CY and Wu AB. Photolysis of NSAIDs. II. Online LC-MS determination of photodegradants from carprofen. Journal of Food Drug Analysis 2003; 11(3): 186-190.
8. Epling GA, Lopes A. Fragmentation pathways in the photolysis of phenylacetic acid. Journal of the American Chemical Society 1977; 99(8): 2700-2704.
9. Gasparini L, Ongini E, Wilcock D and Morgan D. Activity of flurbiprofen and chemically related anti-inflammatory drugs in models of Alzheimer's disease. Brain Research Reviews 2005; 48(2): 400-408.
10. Hamoudova R and Pospisilova M. Determination of ibuprofen and flurbiprofen in pharmaceuticals by capillary zone electrophoresis. Journal of Pharmaceutical and Biomedical Analysis 2006; 41(4): 1463-1467.
11. Hsu YH, Liou YB, Lee JA, Chen CY and Wu AB. Assay of naproxen by high-performance liquid chromatography and identification of its photoproducts by LC-ESI MS. Biomedical Chromatography 2006; 20(8): 787-793.
12. Idris AI, Del Soldato P, Ralston SH and van't Hof RJ. The flurbiprofen derivatives HCT1026 and HCT1027 inhibit bone resorption by a mechanism independent of COX inhibition and nitric oxide production. Bone 2004; 35(3): 636-643.
13. Kawada A, Aragane Y, Maeda A, Yudate T and Tezuka T. Contact dermatitis due to flurbiprofen. Contact Dermatitis 2000; 42(3): 167-168.
14. McGeer PL and McGeer E. Inflammation of the brain in Alzheimer's disease: implications for therapy. Journal of Leukocyte Biology 1999; 65(4): 409-415.
15. Moore DE. Drug-induced cutaneous photosensitivity: incidence, mechanism, prevention and management. Drug Safety 2002; 25: 345-372.
16. Navaratnam S, Parsons BJ and Hughes JL. Laser-flash photolysis studies of benoxaprofen and its analogues 1. Yields of triplet states and singlet oxygen in acetonitrile solutions. Journal of Photochemistry Photobiology A: Chemistry 1993; 73: 97-103.
17. Paik MJ, Nguyen DT and Kim KR. Enantioseparation of flurbiprofen and ketoprofen in patches and in urine excretions by achiral gas chromatography. Archives of Pharmacology Research 2004; 27: 1295-1301.
18. Sheu MT, Ho HO, Wang PY, Liou YB and Wu AB. Photolysis of NSAIDs. I. photodegradation products of carprofen determined by LC-ESI-MS, Journal of Chromatographic Science 2003; 41(4): 200-204.
19. Stafford GC Jr, Kelley PE, Syka JEP, Reynolds WE and Todd JFJ. Recent improvements in and analytical applications of advanced ion trap technology. International Journal of Mass Spectrometry and Ion Processes 1984; 60: 85-98.
20. Teng XW, Wang SW and Davies NM. Stereospecific high-performance liquid chromatographic analysis of flurbiprofen: application to pharmacokinetic studies. Journal of Pharmaceutical and Biomedical Analysis 2003; 33(1): 95-100.
21. Turro NJ. Mordern Molecular Photochemistry, 1st edn. University Science Books: Mill Valley, CA, 1991; 8.