Degradation pathways study of the natriuretic and β-adrenoceptor antagonist tienoxolol using liquid chromatography–electrospray ionization multistage mass spectrometry - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Journal of Pharmaceutical and Biomedical Analysis Année : 2014

Degradation pathways study of the natriuretic and β-adrenoceptor antagonist tienoxolol using liquid chromatography–electrospray ionization multistage mass spectrometry

Résumé

Tienoxolol is a pharmacologically active molecule designed with the functional groups ketothiophene, alkyl benzoate and arylpropanolamine so as to combine a diuretic and a p-adrenoreceptor antagonist into a single molecule. Its degradation products generated in several stress media have been determined by high-pressure liquid chromatography (HPLC) coupled to a hybrid mass spectrometer with a triple quadrupole-linear trap. A Polaris (R) column with a C18-A stationary phase and a linear gradient mobile phase composed of a mixture of trifluoroacetic acid 1% (v/v) and acetonitrile allowed for optimal separation. Structural elucidation of the degradation products has been based on MS/MS techniques, by comparing their fragmentation patterns to the precursor's data. Up to seven degradation products of the active ingredient, resulting from hydrolysis, oxidation, dehydration and transamidation have been identified, covering a range of possible degradation pathways for derivatives with such functional groups. Kinetics have been studied to assess the molecule's shelf life and to identify the most important degradation factor.

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Chimie
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Dates et versions

hal-04119449 , version 1 (06-06-2023)

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Ines Gana, Annabelle Dugay, Théo Henriet, Ivo B. Rietveld, Mélisande Bernard, et al.. Degradation pathways study of the natriuretic and β-adrenoceptor antagonist tienoxolol using liquid chromatography–electrospray ionization multistage mass spectrometry. Journal of Pharmaceutical and Biomedical Analysis, 2014, 96, pp.58-67. ⟨10.1016/j.jpba.2014.03.016⟩. ⟨hal-04119449⟩

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