Photodegradation profiling of nitrendipine: evaluation of active pharmaceutical ingredient, tablets and its altered forms.
HPLC
LC-ESI-MS/MS
Nitrendipine
Photodegradation
Photoproduct
Journal
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry
ISSN: 1348-2246
Titre abrégé: Anal Sci
Pays: Switzerland
ID NLM: 8511078
Informations de publication
Date de publication:
Nov 2023
Nov 2023
Historique:
received:
24
04
2023
accepted:
23
07
2023
pubmed:
4
8
2023
medline:
4
8
2023
entrez:
4
8
2023
Statut:
ppublish
Résumé
Nitrendipine (NTR) is a dihydropyridine drug, which is well-known as a photodegradable pharmaceutical. However, the photochemical reaction of NTR has not been evaluated in detail from now. In this study, we perform the photodegradation profiling of NTR for the elucidation of its photochemical behavior. NTR amounts during ultraviolet light (UV) irradiation were monitored using high performance liquid chromatography (HPLC). NTR was photodegraded almost completely within 24 h along with the generation of some photoproducts. Structural determination of two NTR photoproducts were carried out by means of electrospray ionization liquid chromatography tandem mass spectrometry (LC-ESI-MS/MS). Obtained results from this study clarified one novel NTR photoproduct, a nitroso pyridine analogue, in addition to a pyridine analogue. Furthermore, photodegradation pathway of NTR was speculated based on chemical structures of NTR photoproducts to clarify its photochemical behavior. It was proposed that a singlet oxygen molecule might withdraw two hydrogen radicals resulting in the form of a pyridine analogue, and the following reduction of its nitro group might produce a nitroso pyridine analogue. Finally, we evaluated the photostability of NTR tablets and its altered forms, indicating that the change of the dosage form led to a decrease of the photostability of NTR tablets. The obtained results will be helpful for the additional research to evaluate the effect of NTR photodegradation on its own biological activities.
Identifiants
pubmed: 37540327
doi: 10.1007/s44211-023-00400-x
pii: 10.1007/s44211-023-00400-x
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
1791-1803Subventions
Organisme : Japan Society for the Promotion of Science
ID : JP20K15980
Informations de copyright
© 2023. The Author(s), under exclusive licence to The Japan Society for Analytical Chemistry.
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