Thermal characterization, polymorphism, and stability evaluation of Se-NSAID derivatives with potent anticancer activity

Stability, thermal characterization, and identification of possible polymorphism are relevant in the development of novel therapeutic drugs. In this context, thirty new nonsteroidal anti-inflammatory drug (NSAID) derivatives containing selenium (Se) as selenoesters or diacyl diselenides with demonst...

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Autores: Ramos-Inza, S. (Sandra)|||/items/47071a2d-ec1f-4594-8d86-b8297a5888e7, Almagro, E. (Eneko)|||/items/5bc2c449-2df2-4814-8656-e390d19483ce, Font, M. (María)|||/items/8d1cec88-6750-4756-a4a8-1199aa1e6559, Encío-Martínez, I.J. (Ignacio José)|||/items/468e76be-1795-41af-a6a3-f7c4472e416c, Plano-Amatriain, D. (Daniel)|||/items/238881e4-7d5e-4598-924d-4392e3b7e02e, Sanmartin-Grijalba, C. (Carmen)|||/items/d36bd105-ab64-427d-9745-5812cf5e7af7, Sirera-Bejarano, R. (Rafael)|||/items/dd5ea901-439c-4cbe-9798-b1ad5efb610d, Lizarraga, E. (Elena)|||/items/84976e6e-e72a-45c2-a275-612ce7e38f3f
Tipo de recurso: artículo
Fecha de publicación:2023
País:España
Institución:Universidad de Navarra
Repositorio:Dadun. Depósito Académico Digital de la Universidad de Navarra
Idioma:español
OAI Identifier:oai:dadun.unav.edu:10171/68168
Acceso en línea:https://hdl.handle.net/10171/68168
Access Level:acceso abierto
Palabra clave:Materias Investigacion::Química
Selenium
NSAID
Polymorphism
TG/DSC analysis
X-ray diffraction
Cytotoxicity
Descripción
Sumario:Stability, thermal characterization, and identification of possible polymorphism are relevant in the development of novel therapeutic drugs. In this context, thirty new nonsteroidal anti-inflammatory drug (NSAID) derivatives containing selenium (Se) as selenoesters or diacyl diselenides with demonstrated anticancer activity were thermally characterized in order to establish thermal stability criteria and detect possible polymorphic forms. Compounds were analyzed by a combination of thermogravimetry, differential scanning calorimetry, and X-ray diffraction techniques, and five different calorimetric behaviors were identified. Two compounds based on naproxen (I.3d and I.3e) and an indomethacin-containing derivative (II.2) presented two crystalline forms. The stability under acid, alkaline and oxidative conditions of selected polymorphs was also assessed using high-performance liquid chromatography. In addition, the cytotoxic activity of Se-NSAID crystal- line polymorphs was studied in several cancer cell lines in vitro. Remarkably, no significant differences were found among the polymorphic forms tested, thus proving that these compounds are thermally qualified for further drug development.