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J Nat Prod ; 87(2): 332-339, 2024 02 23.
Artigo em Inglês | MEDLINE | ID: mdl-38294825

RESUMO

Neopetrotaurines A-C (1-3), unusual alkaloids possessing two isoquinoline-derived moieties that are linked via a unique taurine bridge, were isolated from a Neopetrosia sp. marine sponge. These new compounds have proton-deficient structural scaffolds that are difficult to unambiguously assign using only conventional 2- and 3-bond 1H-13C and 1H-15N heteronuclear correlation data. Thus, the application of LR-HSQMBC and HMBC NMR experiments optimized to detect 4- and 5-bond long-range 1H-13C heteronuclear correlations facilitated the structure elucidation of these unusual taurine-bridged marine metabolites. Neopetrotaurines A-C (1-3) showed significant inhibition of transcription driven by the oncogenic fusion protein PAX3-FOXO1, which is associated with alveolar rhabdomyosarcoma, and cytotoxic activity against PAX3-FOXO1-positive cell lines.


Assuntos
Alcaloides , Poríferos , Rabdomiossarcoma Alveolar , Animais , Rabdomiossarcoma Alveolar/metabolismo , Linhagem Celular , Alcaloides/farmacologia , Isoquinolinas/farmacologia
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