Photostability of triazole antifungal drugs in the solid state
Current Issues in Pharmacy and Medical Sciences Vol. 26, No. 3, Pages 247-251
RADOSŁAW J. EKIERT*, JAN KRZEK
Department of Inorganic and Analytical Chemistry, Pharmaceutical Faculty, Jagiellonian University Medical College, Cracow, Poland
The publication is devoted to photostability assessment of four triazole antifungal drugs: fluconazole, itraconazole, posaconazole and voriconazole. The compounds were exposed in the solid state using the whole spectrum of UV-Vis radiation. The analyses were performed using high performance thin layer chromatography (HPTLC) technique with densitometric detection. The results indicates considerable degradation of structurally similar itraconazole and posaconazole which could be clinically significant. After 72 hours of itraconazole irradiation there remain less than 25%, and 60% in case of posaconazole. To a lesser extent photodegradation concern two other compounds with a separate chemical structure: fluconazole and voriconazole. After 72 hours of irradiation there left 75% and 82% of these substances, respectively. The strict dependence between compound photostability and its chemical structure was observed.
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photostability, triazole antifungal drugs, high performance thin-layer chromatography, densitometry
- Aleksic M. et al.: Estimation of the hydrophobicity of antimycotic compounds by planar chromatography. J. Planar Chromatogr., 15, 414, 2002.
- Alvarez-Fernández J.G. et al.: Photosensitivity induced by oral itraconazole. J. Eur. Acad. Dermatol. Venereol., 14, 501, 2000.
- Cosa G.: Photodegradation and photosensitization in pharmaceutical products: assessing drug phototoxicity. Pure Appl. Chem., 76, 263, 2004.
- Cowen E.W. et al.: Chronic phototoxicity and aggressive squamous cell carcinoma of the skin in children and adults during treatment with voriconazole. J. Am. Acad. Dermatol., 62, 31, 2010.
- Ekiert R.J.: Drug safety and efficacy impaired by quality failure. Pharmazie, 66, 467, 2011.
- Ekiert R.J., Krzek J., Rzeszutko W.: Evaluation of a TLC densitometric method for analysis of azole antifungal agents. Chromatographia, 67, 995, 2008.
- Ekiert R.J., Krzek J., Talik P.: Chromatographic and electrophoretic techniques used in analysis of triazole antifungal agents - a review. Talanta, 82, 1090, 2010.
- Malani A.N., Aronoff D.M.: Voriconazole-induced photosensitivity. Clin. Med. Res., 2, 83, 2008.
- Note for guidance on photosafety testing. EMEA/CPMP/SWP/398/01, London 27 June 2002.
- Scientific discussion on Noxafil, EMEA/H/C/610/II/01, London, 4 December 2006.
- Scientific discussion on Vfend, EMEA/H/C/387/X/09, London, 23 September 2004.
- Stability testing: photostability testing of new drug substances and products, ICH guideline Q1B, 1996.
- Thoma K., Kübler N. (1998). New results in the photoinstability of antimycotics. In: Drugs: photochemistry and photostability. Albini A, Fasani E (editors). London: Royal Society of Chemistry; p.116.
- Thoma K., Kübler N.: Untersuchung der Photostabilität von Antimykotika. 1.Mitt.: Photostabilität von Azolantimykotika. Pharmazie, 51, 885, 1996.
- Tønnesen H.H.: Formulation and stability testing of photolabile drugs. Int. J. Pharm., 225, 1, 2001.