RT Journal Article
T1 Isolation of Nocuolin A and Synthesis of New Oxadiazine Derivatives. Design, Synthesis, Molecular Docking, Apoptotic Evaluation, and Cathepsin B Inhibition
A1 Tena Pérez, Víctor
A1 Apaza Ticona, Luis Nestor
A1 Cabanillas, Alfredo H.
A1 Maderuelo Corral, Santiago
A1 Rosero Valencia, Diego Fernando
A1 Martel Quintana, Antera
A1 Ortega Domenech, Montserrat
A1 Rumbero Sánchez, Ángel
AB 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.
PB MDPI
YR 2023
FD 2023-04-27
LK https://hdl.handle.net/20.500.14352/103898
UL https://hdl.handle.net/20.500.14352/103898
LA eng
NO Tena 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/md21050284
NO 2022 Descuento MDPI
NO VALORALIA I MÁS D
DS Docta Complutense
RD 8 abr 2025