Attempts at correlation of the radiolytic species of irradiated solid-state captopril studied by multi-frequency EPR and HPLC

Radiation Research

Volumn 162, Issue 6, 2004, Pages 616-622

  Engalytcheff, Alix ^a   Debuyst, René ^a   Vanhaelewyn, Gauthier C A M ^b   Callens, Freddy J ^b   Tilquin, Bernard ^a  

^a UNIVERSITÉ CATHOLIQUE DE LOUVAIN   (Belgium)

^b GHENT UNIVERSITY   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

CAPTOPRIL; RADICAL;

ARTICLE; CORRELATION ANALYSIS; ELECTRON SPIN RESONANCE; FREQUENCY MODULATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IRRADIATION; MASS SPECTROMETRY; PRIORITY JOURNAL; RADIATION STERILIZATION; RADIOLYSIS; SOLID STATE; ULTRAVIOLET RADIATION;

CAPTOPRIL; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; ELECTRON SPIN RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; X-RAY DIFFRACTION;

EID: 9244231122     PISSN: 00337587     EISSN: None     Source Type: Journal    
DOI: 10.1667/RR3261     Document Type: Article

References (28)

1. Sterilization and sterility assurance of compendial articles. In The United States Pharmacopoeia USP 24, pp. 2143-2147. United States Pharmacopeial Convention, Rockville, MD, 2000.
2. ème Edition, pp. 439-444. Direction Européenne de la Qualité du Médicament, Strasbourg, 2000.
3. B. D. Reid and B. P. Fairand, Gamma radiation sterilization of pharmaceuticals. In Sterilization of Drugs and Devices Technologies for the 21st Century (F. M. Nordhauser and W. P. Olson, Eds.), pp. 311-392. Interpharm Press, Buffalo Grove, 1998.
4. Decision trees for the selection of sterilisation methods. In CPMP/QWP/054/98 corr. The European Agency for the Evaluation of Medicinal Products, London, 2000.
5. J. W. T. Spinks and R. J. Woods, Eds., Introduction to Radiation Chemistry, 3rd ed., pp. 452-474. Wiley-Interscience, New York, 1990.
6. Experimental considerations. In Electron Paramagnetic Resonance Elementary Theory and Practical Applications (J. A Weil, J. R Bolton and J. E. Wertz, Eds.), pp. 500-502. Wiley-Interscience, New York, 1994.
7. J. Raffi, S. Gelly, L. Barral, F. Burger, P. Piccerelle, P. Prinderre, M. Baron and A. Chamayou, Electron paramagnetic resonance of radicals induced in drugs and excipients by radiation or mechanical treatments. Spectrochim. Acta A 58, 1313-1320 (2002).
8. J-P. Basly, I. Basly and M. Bernard, Electron spin resonance detection of radiosterilization of pharmaceuticals: Application to four nitrofurans. The Analyst 123, 1753-1756 (1998).
9. A. Engalytcheff, V. Deridder, R. Debuyst and B. Tilquin, Determination of radical yields in solid-state drugs as one technique to identify drugs that will withstand radiosterilization: Radioresistance of beta blockers. Radiat. Res. 160, 103-109 (2003).
10. JO. R. Köseoglu, E. Köseoglu and F. Köksal, Electron paramagnetic resonance of some γ-irradiated drugs. Appl. Radiat. Isot. 58, 63-68 (2003).
11. H. B. Ambroz, E. M. Kornacka, B. Marciniec, M. Ogrodowczyk and G. K. Przybytniak, EPR study of free radicals in some drugs γ-irradiated in the solid-state. Radiat. Phys. Chem. 58, 357-366 (2000).
12. M. Gibella, A-S. Crucq, B. Tilquin, P. Stocker, G. Lesgards and J. Raffi, Electron spin resonance of some irradiated pharmaceuticals. Radiat. Phys. Chem. 58, 69-76 (2000).
13. G. C. A. M. Vanhaelewyn, S. A. Amira, W. K. P. G. Mondelaers and F. J. Callens, Decomposition study of the electron paramagnetic spectrum of irradiated alanine. Spectrochim. Acta A 56, 387-397 (2000).
14. A. Engalytcheff, J-P. Vanhelleputte and B. Tilquin, HPLC detection and quantification of radiolytic products of 8 β-blockers irradiated in the solid state and hypotheses on their origins. Pharmaceut. Res. 21, 1103-1109 (2004).
15. F. Callens, G. Vanhaelewyn and P. Matthys, Some recent multi-frequency electron paramagnetic resonance results on systems relevant for dosimetry and dating. Spectrochim. Acta A 58, 1321-1328 (2002).
16. A. Ivancich, P. Dorlet, D. B. Goodin and S. Un, Multifrequency high-field EPR study of the tryptophanyl and tyrosyl radical intermediates in wild-type and the W191G mutant of cytochrome c peroxidase. J. Am. Chem. Soc. 123, 5050-5058 (2001).
17. A. Engalytcheff, M. Kolberg, A-L. Barra, K. K. Andersson and B. Tilquin, The use of multi-frequency EPR techniques to identify the radicals produced in irradiated β-blockers. Free Radic. Res. 38, 59-66 (2004).
18. G. C. A. M. Vanhaelewyn, W. K. P. G. Mondelaers and F. J. Callens, Effect of temperature on the electron paramagnetic resonance spectrum of irradiated alanine. Radiat. Res. 151, 590-594 (1999).
19. H. Kadin. Captopril. Anal. Profiles Drug Subst. 11, 79-137 (1982).
20. Y. Razskazovskii and M. Mel'nikov, Reactions of thiyl radicals in the solid phase. In S-centered Radicals (Z. B. Alfassi, Ed.), pp. 225-244. Wiley Interscience, New York, 1999.
21. G. Lassmann, M. Kolberg, G. Bleifuss, A. Gräslund, B-M. Sjöberg and W. Lubitz, Protein thiyl radicals in disordered systems: A comparative EPR study at low temperature. Phys. Chem. Chem. Phys. 5, 2442-2453 (2003).
22. .. Int. J. Radiat. Biol. 53, 767-786 (1988).
23. M. Symons, Ed., Chemical and Biochemical Aspects of Electron Spin Resonance Spectroscopy, pp. 77-79. Van Nostrand Reinhold, Wokingham, England, 1978.
24. N. Varmenot, S. Remita, Z. Abedinzadeh, P. Wisniowski, G. Strzelczak and K. Bobrowski, Oxidation processes of N,S-diacetyl-L-cysteine ethyl ester: Influence of S-acetylation. J. Phys. Chem. A 105, 6867-6875 (2001).
25. S. Swarts, D. Becker, S. DeBolt and M. D. Sevilla, An electron spin resonance investigation of the structure and formation of sulfinyl radicals: reaction of peroxyl radicals with thiols. J. Phys. Chem. 93, 155-161 (1989).
26. M. D. Sevilla, M. Yan and D. Becker, Thiol peroxyl formation from the reaction of cysteine thiyl radical with molecular oxygen: An ESR investigation. Biochem. Biophys. Res. Commun. 155, 405-410 (1988).
27. T. Miyazaki, J. Arai, T. Kaneko, K. Yamamoto, M. Gibella and B. Tilquin, Estimation of irradiation dose of radiosterilized antibiotics by electron spin resonance: ampicillin. J. Pharm. Sci. 83, 1643-1644 (1994).
28. N. Barbarin, B. Tilquin and E. de Hoffmann, Radiosterilization of cefotaxime: Investigation of potential degradation compounds by liquid chromatography-electrospray mass spectrometry. J. Chromatogr. A 929, 51-61 (2001).