Oceanalin B, a Hybrid α,ω-Bifunctionalized Sphingoid Tetrahydroisoquinoline β-Glycoside from the Marine Sponge <i>Oceanapia</i> sp.
Oceanalin B (<b>1</b>), an α,ω-bipolar natural product belonging to a rare family of sphingoid tetrahydoisoquinoline β-glycosides, was isolated from the EtOH extract of the lyophilized marine sponge <i>Oceanapia</i> sp. as the second member of the series after oceanalin A (&l...
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| Autores principales: | , , , , , , |
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| Formato: | article |
| Lenguaje: | EN |
| Publicado: |
MDPI AG
2021
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| Materias: | |
| Acceso en línea: | https://doaj.org/article/d3086b6f6eec4f80aa73bd3c04bba392 |
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| Sumario: | Oceanalin B (<b>1</b>), an α,ω-bipolar natural product belonging to a rare family of sphingoid tetrahydoisoquinoline β-glycosides, was isolated from the EtOH extract of the lyophilized marine sponge <i>Oceanapia</i> sp. as the second member of the series after oceanalin A (<b>2</b>) from the same animal. The compounds are of particular interest due to their biogenetically unexpected structures as well as their biological activities. The structure and absolute stereochemistry of <b>1</b> as a α,ω-bifunctionalized sphingoid tetrahydroisoquinoline β-glycoside was elucidated using NMR, CD and MS spectral analysis and chemical degradation. Oceanalin B exhibited in vitro antifungal activity against <i>Candida</i><i>glabrata</i> with a MIC of 25 μg/mL. |
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