Exploring the Impact of Phenanthroline-Based Glycoconjugated Ru(II) Polypyridyl Photosensitizers on Metastasis-Related Processes

Novel water-soluble, phosphorescent ruthenium(II) polypyridyl-glycoconjugates of general formula [Ru{N-(1,10-phenanthroline)}2{N-(1,10-phenanthrolin-5-yl)-beta-glycopyranosylamine}][Cl]2 (glycopyranosyl = D-glucopyranosyl (1), D-mannopyranosyl (2), L-rhamnopyranosyl (3), L-xylopyranosyl (4), and 2,3...

Descripción completa

Detalles Bibliográficos
Autores: Torre Rubio, Elena de la|||0000-0002-0352-0154, Arias Pérez, María Selma|||0000-0002-0384-7990, Gude Rodríguez, Lourdes|||0000-0002-0220-3755, Cuenca Agreda, José Tomás|||0000-0001-5830-5833, García Iriepa, Cristina|||0000-0002-7577-8242, Royo Cantabrana, Eva|||0000-0003-3818-6448
Tipo de recurso: artículo
Fecha de publicación:2025
País:España
Institución:Universidad de Alcalá (UAH)
Repositorio:e_Buah Biblioteca Digital Universidad de Alcalá
Idioma:inglés
OAI Identifier:oai:ebuah.uah.es:10017/65763
Acceso en línea:http://hdl.handle.net/10017/65763
https://dx.doi.org/10.1002/chem.202501105
Access Level:acceso abierto
Palabra clave:Antimetastatic
Glycoconjugates
Photodynamictherapy
Photosensitizer
Ruthenium(II)
Polypyridyl
Química
Chemistry
Descripción
Sumario:Novel water-soluble, phosphorescent ruthenium(II) polypyridyl-glycoconjugates of general formula [Ru{N-(1,10-phenanthroline)}2{N-(1,10-phenanthrolin-5-yl)-beta-glycopyranosylamine}][Cl]2 (glycopyranosyl = D-glucopyranosyl (1), D-mannopyranosyl (2), L-rhamnopyranosyl (3), L-xylopyranosyl (4), and 2,3,4-tri-O-acetyl-L-xylopyranosyl (5)) and corresponding aglycone [Ru{N-(1,10-phenanthroline)}2{N-(1,10-phenanthrolin-5-amine)}][Cl]2 (6) have been synthesized and fully characterized. Their stability and behavior in physiological media have been assessed using ultraviolet visible spectroscopy (UV-Vis) and 1H nuclear magnetic resonance (H-1-NMR), revealing minor N-glycosidic cleavage and high photostability. The photocytotoxicity of the complexes has been evaluated in two different cancer (PC-3 and MCF-7) and one nontumorigenic (HFF-1) cell lines. While exhibiting no toxicity in the dark, some glycoconjugates achieve photoselectivity indexes of up to 40 upon blue-light irradiation. Remarkably, complexes 1-6 potently affect the metastatic phenotype of PC-3 cells, evidenced by the inhibition of migration in the wound healing assay and the increased resistance to trypsin detachment following photoactivation.