Revue: | Brazilian Journal of Pharmaceutical Sciences |
Base de datos: | PERIÓDICA |
Número de sistema: | 000451568 |
ISSN: | 1984-8250 |
Autores: | Ranjbar, Sara1 Shabanpoor, Mohammad Reza2 Dehghani, Zahra2 Firuzi, Omidreza3 Edraki, Najmeh3 Khoshneviszadeh, Mehdi2 |
Instituciones: | 1Shiraz University of Medical Sciences, Pharmaceutical Sciences Research Center, Shiraz. Irán 2Shiraz University of Medical Sciences, School of Pharmacy, Shiraz. Irán 3Shiraz University of Medical Sciences, Medicinal and Natural Products Chemistry Research Center, Shiraz. Irán |
Año: | 2021 |
Volumen: | 57 |
País: | Brasil |
Idioma: | Inglés |
Tipo de documento: | Artículo |
Enfoque: | Experimental, aplicado |
Resumen en inglés | Cathepsin B, an abundant expressed cysteine peptidase, plays a key role in cancer cell proliferation, tumor metastasis, apoptosis, angiogenesis, invasion and migration. Therefore, development of cathepsin B inhibitors to treat cancer is of great significance. In this study, dihydronaphthalenone chalconoid derivatives containing different benzyliden moieties were synthesized via an efficient route in microwave condition that resulted in the desired compounds in high yields compared to acid- or base-catalyzed refluxing conditions. Cytotoxicity of the compounds was evaluated against K562, HT-29 and MCF-7 human cancer cell lines by MTT assay. P1, P3 and P9 (containing 4-OCH3, 3-NO2 and 4-CN moieties on phenyl ring, respectively) exhibited good cytotoxic activity with an IC50 range of 7.1-28.9 μM. Molecular docking analysis was carried out to investigate the possible interactions and binding modes of all compounds with cathepsin B. The most promising compounds, P1, P3 and P9 were well accommodated within the active site and had the least estimated free binding energies. It was concluded from both MTT assay and docking studies that some dihydronaphthalenone chalconoid derivatives could be suggested as effective cytotoxic agents and potential cathepsin B inhibitors |
Disciplinas: | Química |
Palabras clave: | Química farmacéutica, Proliferación celular, Cáncer, Catepsina B, Inhibición, Reacciones aldol, Benciliden-dihidronaftalenona, Chalconas, Cisteína proteasa, Síntesis asistida por microondas |
Keyword: | Medicinal chemistry, Cell proliferation, Cancer, Cathepsin B, Inhibition, Aldol reactions, Benzylidene-dihydronaphthalenone, Chalcones, Cysteine protease, Microwave assisted synthesis |
Texte intégral: | Texto completo (Ver HTML) Texto completo (Ver PDF) |