Tena Pérez, VíctorApaza Ticona, Luis NestorCabanillas, Alfredo H.Maderuelo Corral, SantiagoRosero Valencia, Diego FernandoMartel Quintana, AnteraOrtega Domenech, MontserratRumbero Sánchez, Ángel2024-05-102024-05-102023-04-27Tena Pérez, V., Apaza Ticona, L., H Cabanillas, A., Maderuelo Corral, S., Rosero Valencia, D. F., Martel Quintana, A., Ortega Domenech, M., & Rumbero Sánchez, Á. (2023). Isolation of Nocuolin A and Synthesis of New Oxadiazine Derivatives. Design, Synthesis, Molecular Docking, Apoptotic Evaluation, and Cathepsin B Inhibition. Marine drugs, 21(5), 284. https://doi.org/10.3390/md2105028410.3390/md21050284https://hdl.handle.net/20.500.14352/1038982022 Descuento MDPINocuolin 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.engAttribution 4.0 Internationalhttp://creativecommons.org/licenses/by/4.0/journal article1660-3397https://doi.org/10.3390/md2105028437233478open access615.03NostocOxadiazinesAnti-tumouralCathepsinsFarmacia2302.22 Farmacología Molecular