Identification of autoxidation and photodegradation products of ethynylestradiol by on-line HPLC-NMR and HPLC-MS

Journal of Pharmaceutical and Biomedical Analysis

Volumn 23, Issue 5, 2000, Pages 927-937

  Segmuller, Brigitte E ^a   Armstrong, Barbara L ^a   Dunphy, Richard ^a   Oyler, Alan R ^a  

^a R W JOHNSON PHARMACEUTICAL RES I   (United States)

Author keywords

Autoxidation; Estrogen; Ethynylestradiol; HPLC MS; HPLC NMR; Photodegradation

Indexed keywords

ESTROGEN; ETHINYLESTRADIOL;

ARTICLE; AUTOOXIDATION; ESTROGEN ACTIVITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOMERISM; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHOTODEGRADATION; PRIORITY JOURNAL;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; ESTROGENS, SYNTHETIC; ETHINYL ESTRADIOL; INDICATORS AND REAGENTS; MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION-REDUCTION; PHOTOCHEMISTRY; SPECTROPHOTOMETRY, ULTRAVIOLET; SPECTRUM ANALYSIS, MASS;

EID: 0033825487     PISSN: 07317085     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0731-7085(00)00363-0     Document Type: Article

References (31)

1. Cotter M.L., Levine S.D., Mallory R., Shaw C. Tetrahedron Lett. 22:1978;1939-1942.
2. Ekiz-Gucer N., Zappel J., Reisch J. Pharm. Acta Helv. 66:(1):1991;2-4.
3. Sedee A.G.J., Beijersbergen van Henegouwen G.M.J. Tetrahedron Lett. 24:(51):1983;5779-5780.
4. Bailey N.J.C., Cooper P., Hadfield S.T., Lenz E.M., Lindon J.C., Nicholson J.K., Stanley P.D., Wilson I.D., Wright B., Taylor S.D. J. Agric. Food Chem. 48:2000;42-46.
5. Lommen A., Godejohann M., Venema D.P., Hollman P.C.H., Spraul M. Anal. Chem. 72:(8):2000;1793-1797.
6. Bailey N.J.C., Stanley P.D., Hadfield S.T., Lindon J.C., Nicholson J.K. Rapid Commun. Mass Spectrom. 14:2000;679-684.
7. Hansen S.H., Jensen A.G., Cornett C., Bjornsdottir I., Taylor S., Wright B., Wilson I.D. Anal. Chem. 71:(22):1999;5235-5241.
8. Mistry N., Roberts A.D., Tranter G.E., Francis P., Barylski I., Ismail I.M., Nicholson J.K., Lindon J.C. Anal. Chem. 71:(14):1999;2838-2843.
9. Bringmann G., Messer K., Wohlfarth M., Kraus J., Dumbuya K., Ruckert M. Anal. Chem. 71:(14):1999;2678-2686.
10. Strohschein S., Rentel C., Lacker T., Bayer E., Albert K. Anal. Chem. 71:(9):1999;1780-1785.
11. Potts B.C.M., Albizati K.F., Johnson M.O., James J.P. Magn. Reson. Chem. 37:(6):1999;393-400.
12. Strohschein S., Pursch M., Albert K. J. Pharm. Biomed. Anal. 21:1999;669-677.
13. Nicholls A.W., Lindon J.C., Farrant R.D., Shockcor J.P., Wilson I.D., Nicholson J.K. J. Pharm. Biomed. Anal. 20:1999;865-873.
14. Peng S.X., Borah B., Dobson R.L.M., Liu Y.D., Pikul S. J. Pharm. Biomed. Anal. 20:1999;75-80.
15. Garo E., Wolfender J.-L., Hostettmann K. Helv. Chim. Acta. 81:1998;754-763.
16. Taylor S.D., Wright B., Clayton E., Wilson I.D. Rapid Commun. Mass Spectrom. 12:1998;1732-1736.
17. Mistry N., Ismail I.M., Smith M.S., Nicholson J.K., Lindon J.C. J. Pharm. Biomed. Anal. 16:1997;697-705.
18. Burton K.I., Everett J.R., Newman M.J., Pullen F.S., Richards D.S., Swanson A.G. J. Pharm. Biomed. Anal. 15:1997;1903-1912.
19. Roberts J.K., Smith R.J. J. Chromatogr. A. 677:1994;385-389.
20. Smallcombe S.H., Patt S.L., Keifer P.A. J. Magn. Reson. Series A. 117:1995;295-303.
21. Maumy M., Rigaudy J. Bull. Soc. Chim. Fr. 7-8:1975;1879-1882.
22. Majumder P.L., Basak M. Tetrahedron. 47:(40):1991;8601-8610.
23. Eliel E.L., Wilen S.H., Mander L.N. Stereochemistry of Organic Compounds. 1994;1142-1150 Wiley, New York.
24. Ingold K.U. Accts. Chem. Res. 2:(1):1969;1-9.
25. Armstrong D.R., Cameron C., Nonhebel D.C., Perkins P.G. J. Chem. Soc. Perkin Trans. 2:1983;587-589.
26. Armstrong D.R., Cameron C., Nonhebel D.C., Perkins P.G. J. Chem. Soc. Perkin Trans. 2:1983;581-585.
27. Armstrong D.R., Cameron C., Nonhebel D.C., Perkins P.G. J. Chem. Soc. Perkin Trans. 2:1983;575-579.
28. Armstrong D.R., Cameron C., Nonhebel D.C., Perkins P.G. J. Chem. Soc. Perkin Trans. 2:1983;569-573.
29. Armstrong D.R., Cameron C., Nonhebel D.C., Perkins P.G. J. Chem. Soc. Perkin Trans. 2:1983;563-568.
30. Levin P.R. Jr, Khudyakov I.V., Kuz’min V.A., Hageman H.J., de Jonge C.R.H.I. J. Chem. Soc. Perkin Trans. 1:1981;1237-1239.
31. Audureau J., Filiol C., Boule P., Lemaire J. J. Chim. Phys. Phys.-Chim. Bio. 73:(6):1976;613-620.