Ascandinines A–D, Indole Diterpenoids, from the Sponge-Derived Fungus Aspergillus candidus HDN15-152
Four new indole diterpenoids, ascandinines A–D (1–4), were isolated from an Antarctic sponge-derived fungus Aspergillus candidus HDN15-152. Their structures, including absolute configurations, were established based on NMR data, computational calculations, and biosynthetic considerations. Ascandinin...
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Veröffentlicht in: | Journal of organic chemistry 2021-02, Vol.86 (3), p.2431-2436 |
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Hauptverfasser: | , , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | Four new indole diterpenoids, ascandinines A–D (1–4), were isolated from an Antarctic sponge-derived fungus Aspergillus candidus HDN15-152. Their structures, including absolute configurations, were established based on NMR data, computational calculations, and biosynthetic considerations. Ascandinine A (1) possesses an unprecedented 2-oxabicyclo[2.2.2]octan-3-ol motif embedded in a pentacyclic ring system, while compounds 2–4 represent a rare type of indole diterpenoid featuring the 6/5/5/6/6/6/6-fused ring system. Compound 3 displayed anti-influenza virus A (H1N1) activity with an IC50 value of 26 μM, while compound 4 showed cytotoxicity against HL-60 cells with an IC50 value of 7.8 μM. |
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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/acs.joc.0c02575 |