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http://hdl.handle.net/10553/123260
Título: | Isolation of Nocuolin A and Synthesis of New Oxadiazine Derivatives. Design, Synthesis, Molecular Docking, Apoptotic Evaluation, and Cathepsin B Inhibition | Autores/as: | Tena Pérez, Víctor Apaza Ticona, Luis H. Cabanillas, Alfredo Maderuelo Corral, Santiago Rosero Valencia, Diego Fernando Martel Quintana, Antera Ortega Domenech, Montserrat Rumbero Sánchez, Ángel |
Clasificación UNESCO: | 339001 Biotecnología de microalgas 241707 Algología (ficología) 320907 Fitofármacos |
Palabras clave: | Anti-Tumoural Cathepsins Nostoc Oxadiazines |
Fecha de publicación: | 2023 | Publicación seriada: | Marine Drugs | Resumen: | Nocuolin A (1), an oxadiazine, was isolated from the cyanobacterium Nostoc sp. Its chemical structure was elucidated using NMR and mass spectroscopic data. From this compound, two new oxadiazines, 3-[(6R)-5,6-dihydro-4,6-dipentyl-2H-1,2,3-oxadiazin-2-yl]-3-oxopropyl acetate (2) and 4-{3-[(6R)-5,6-dihydro-4,6-dipentyl-2H-1,2,3-oxadiazin-2-yl]-3-oxopropoxy}-4-oxobutanoic acid (3), were synthesised. The chemical structures of these two compounds were elucidated by a combination of NMR and MS analysis. Compound 3 showed cytotoxicity against the ACHN (0.73 ± 0.10 μM) and Hepa-1c1c7 (0.91 ± 0.08 μM) tumour cell lines. Similarly, compound 3 significantly decreased cathepsin B activity in ACHN and Hepa-1c1c7 tumour cell lines at concentrations of 1.52 ± 0.13 nM and 1.76 ± 0.24 nM, respectively. In addition, compound 3 showed no in vivo toxicity in a murine model treated with a dose of 4 mg/kg body weight. | URI: | http://hdl.handle.net/10553/123260 | ISSN: | 1660-3397 | DOI: | 10.3390/md21050284 | Fuente: | Marine Drugs[EISSN 1660-3397],v. 21 (5), 284, (Mayo 2023) |
Colección: | Artículos |
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