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Determination of bifonazole and identification of its photocatalytic degradation products using UPLC‐MS/MS
Author(s) -
Kryczyk Agata,
Żmudzki Paweł,
Hubicka Urszula
Publication year - 2017
Publication title -
biomedical chromatography
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.4
H-Index - 65
eISSN - 1099-0801
pISSN - 0269-3879
DOI - 10.1002/bmc.3955
Subject(s) - bifonazole , chemistry , photodegradation , degradation (telecommunications) , photocatalysis , high performance liquid chromatography , chromatography , hydroxylation , irradiation , imidazole , nuclear chemistry , catalysis , photochemistry , organic chemistry , antifungal , medicine , telecommunications , physics , dermatology , computer science , nuclear physics , enzyme
The main goal of the presented work was to investigate the effect of ZnO or/and TiO 2 on the stability of bifonazole in solutions under UVA irradiation. To this end, a simple and reproducible UPLC method for the determination of bifonazole in the presence of its photocatalytic degradation products was developed. Linearity was studied in the range of 0.0046–0.15 mg mL −1 with a determination coefficient of 0.9996. Bifonazole underwent a photocatalytic degradation process under the experimental conditions used. Comparative studies showed that combination of TiO 2 /ZnO (1:1 w /w) was a more effective catalyst than TiO 2 or ZnO with a degradation rate of up to 67.57% after 24 h of irradiation. Further, kinetic analyses indicated that the photocatalytic degradation of bifonazole in the mixture of TiO 2 /ZnO can be described by a pseudo‐first order reaction. Statistical comparison clearly indicated that the presence of TiO 2 /ZnO also affected the stability of bifonazole from a cream preparation after 15 h of UVA exposure ( p < 0.05). Ten photodegradation products of bifonazole were identified for the first time and their plausible fragmentation pathways, derived from MS/MS data, were proposed. The main pathway in the photocatalytic transformation of bifonazole in the presence of ZnO or/and TiO 2 involves hydroxylation of the methanetriyl group and/or adjacent phenyl rings and cleavage of the imidazole moiety.