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Isolation of Nocuolin A and Synthesis of New Oxadiazine Derivatives. Design, Synthesis, Molecular Docking, Apoptotic Evaluation, and Cathepsin B Inhibition. | LitMetric

AI Article Synopsis

  • - Nocuolin A, an oxadiazine compound extracted from cyanobacteria, had its chemical structure clarified using NMR and mass spectrometry techniques.
  • - Two new oxadiazines were synthesized from Nocuolin A, with their structures also confirmed using NMR and MS analysis.
  • - The synthesized compounds demonstrated significant cytotoxic effects on specific tumor cell lines and showed low toxicity in animal models, indicating potential for further drug development.

Article Abstract

Nocuolin A (), an oxadiazine, was isolated from the cyanobacterium sp. Its chemical structure was elucidated using NMR and mass spectroscopic data. From this compound, two new oxadiazines, 3-[(6)-5,6-dihydro-4,6-dipentyl-2-1,2,3-oxadiazin-2-yl]-3-oxopropyl acetate () and 4-{3-[(6)-5,6-dihydro-4,6-dipentyl-2-1,2,3-oxadiazin-2-yl]-3-oxopropoxy}-4-oxobutanoic acid (), were synthesised. The chemical structures of these two compounds were elucidated by a combination of NMR and MS analysis. Compound showed cytotoxicity against the ACHN (0.73 ± 0.10 μM) and Hepa-1c1c7 (0.91 ± 0.08 μM) tumour cell lines. Similarly, compound 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 showed no in vivo toxicity in a murine model treated with a dose of 4 mg/kg body weight.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10221466PMC
http://dx.doi.org/10.3390/md21050284DOI Listing

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