Isolation of Scalarane-Type Sesterterpenoids from the Marine Sponge <i>Dysidea</i> sp. and Stereochemical Reassignment of 12-<i>epi</i>-Phyllactone D/E
The chemical investigation of the marine sponge <i>D</i><i>ysidea</i> sp., which was collected from Bohol province in the Philippines, resulted in the identification of 15 new scalarane-type sesterterpenoids (<b>1</b>–<b>1</b><b>4</b>, <...
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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/0dadabbd592e401bbf98749d37f9a14c |
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| Sumario: | The chemical investigation of the marine sponge <i>D</i><i>ysidea</i> sp., which was collected from Bohol province in the Philippines, resulted in the identification of 15 new scalarane-type sesterterpenoids (<b>1</b>–<b>1</b><b>4</b>, <b>1</b><b>6</b>), together with 15 known compounds. The chemical structures of the new compounds were elucidated based on NMR spectroscopy and HRMS. The structure of 12-<i>epi</i>-phyllactone D/E (<b>15</b>) isolated during this study was originally identified in 2007. However, careful inspection of our experimental <sup>13</sup>C NMR spectrum revealed considerable discrepancies with the reported data at C-9, C-12, C-14, and C-23, leading to the correction of the reported compound to the C-12 epimer of <b>15</b>, phyllactone D/E. The biological properties of compounds <b>1</b>–<b>16</b> were evaluated using the MDA-MB-231 cancer cell line. Compound <b>7</b>, which bears a pentenone E-ring, exhibits significant cytotoxicity with a GI<sub>50</sub> value of 4.21 μM. |
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