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. Ascand...
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ftsmithonian:oai:figshare.com:article/13619189 2023-05-15T13:36:37+02:00 Ascandinines A–D, Indole Diterpenoids, from the Sponge-Derived Fungus Aspergillus candidus HDN15-152 Guoliang Zhou (1433614) Chunxiao Sun (8633598) Xuewen Hou (3525002) Qian Che (725671) Guojian Zhang (1604386) Qianqun Gu (1433620) Chenguang Liu (1393930) Tianjiao Zhu (1433617) Dehai Li (1433623) 2021-01-20T00:00:00Z https://doi.org/10.1021/acs.joc.0c02575.s001 unknown https://figshare.com/articles/journal_contribution/Ascandinines_A_D_Indole_Diterpenoids_from_the_Sponge-Derived_Fungus_i_Aspergillus_candidus_i_HDN15-152/13619189 doi:10.1021/acs.joc.0c02575.s001 CC BY-NC 4.0 CC-BY-NC Biochemistry Medicine Microbiology Neuroscience Pharmacology Biological Sciences not elsewhere classified Chemical Sciences not elsewhere classified Indole motif 7.8 μ M H 1N activity Ascandinine compound 4 ring system pentacyclic ring system Diterpenoid Sponge-Derived Fungus Aspergillus c. indole diterpenoids calculation 2- type HL -60 cells Antarctic sponge-derived fungus Asp. NMR data indole diterpenoid 26 μ M IC 50 value oxabicyclo configuration cytotoxicity biosynthetic considerations Compound 3 anti-influenza virus Text Journal contribution 2021 ftsmithonian https://doi.org/10.1021/acs.joc.0c02575.s001 2021-02-03T09:24:09Z 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 IC 50 value of 26 μM, while compound 4 showed cytotoxicity against HL-60 cells with an IC 50 value of 7.8 μM. Other Non-Article Part of Journal/Newspaper Antarc* Antarctic Unknown Antarctic |
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op_collection_id |
ftsmithonian |
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topic |
Biochemistry Medicine Microbiology Neuroscience Pharmacology Biological Sciences not elsewhere classified Chemical Sciences not elsewhere classified Indole motif 7.8 μ M H 1N activity Ascandinine compound 4 ring system pentacyclic ring system Diterpenoid Sponge-Derived Fungus Aspergillus c. indole diterpenoids calculation 2- type HL -60 cells Antarctic sponge-derived fungus Asp. NMR data indole diterpenoid 26 μ M IC 50 value oxabicyclo configuration cytotoxicity biosynthetic considerations Compound 3 anti-influenza virus |
spellingShingle |
Biochemistry Medicine Microbiology Neuroscience Pharmacology Biological Sciences not elsewhere classified Chemical Sciences not elsewhere classified Indole motif 7.8 μ M H 1N activity Ascandinine compound 4 ring system pentacyclic ring system Diterpenoid Sponge-Derived Fungus Aspergillus c. indole diterpenoids calculation 2- type HL -60 cells Antarctic sponge-derived fungus Asp. NMR data indole diterpenoid 26 μ M IC 50 value oxabicyclo configuration cytotoxicity biosynthetic considerations Compound 3 anti-influenza virus Guoliang Zhou (1433614) Chunxiao Sun (8633598) Xuewen Hou (3525002) Qian Che (725671) Guojian Zhang (1604386) Qianqun Gu (1433620) Chenguang Liu (1393930) Tianjiao Zhu (1433617) Dehai Li (1433623) Ascandinines A–D, Indole Diterpenoids, from the Sponge-Derived Fungus Aspergillus candidus HDN15-152 |
topic_facet |
Biochemistry Medicine Microbiology Neuroscience Pharmacology Biological Sciences not elsewhere classified Chemical Sciences not elsewhere classified Indole motif 7.8 μ M H 1N activity Ascandinine compound 4 ring system pentacyclic ring system Diterpenoid Sponge-Derived Fungus Aspergillus c. indole diterpenoids calculation 2- type HL -60 cells Antarctic sponge-derived fungus Asp. NMR data indole diterpenoid 26 μ M IC 50 value oxabicyclo configuration cytotoxicity biosynthetic considerations Compound 3 anti-influenza virus |
description |
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 IC 50 value of 26 μM, while compound 4 showed cytotoxicity against HL-60 cells with an IC 50 value of 7.8 μM. |
format |
Other Non-Article Part of Journal/Newspaper |
author |
Guoliang Zhou (1433614) Chunxiao Sun (8633598) Xuewen Hou (3525002) Qian Che (725671) Guojian Zhang (1604386) Qianqun Gu (1433620) Chenguang Liu (1393930) Tianjiao Zhu (1433617) Dehai Li (1433623) |
author_facet |
Guoliang Zhou (1433614) Chunxiao Sun (8633598) Xuewen Hou (3525002) Qian Che (725671) Guojian Zhang (1604386) Qianqun Gu (1433620) Chenguang Liu (1393930) Tianjiao Zhu (1433617) Dehai Li (1433623) |
author_sort |
Guoliang Zhou (1433614) |
title |
Ascandinines A–D, Indole Diterpenoids, from the Sponge-Derived Fungus Aspergillus candidus HDN15-152 |
title_short |
Ascandinines A–D, Indole Diterpenoids, from the Sponge-Derived Fungus Aspergillus candidus HDN15-152 |
title_full |
Ascandinines A–D, Indole Diterpenoids, from the Sponge-Derived Fungus Aspergillus candidus HDN15-152 |
title_fullStr |
Ascandinines A–D, Indole Diterpenoids, from the Sponge-Derived Fungus Aspergillus candidus HDN15-152 |
title_full_unstemmed |
Ascandinines A–D, Indole Diterpenoids, from the Sponge-Derived Fungus Aspergillus candidus HDN15-152 |
title_sort |
ascandinines a–d, indole diterpenoids, from the sponge-derived fungus aspergillus candidus hdn15-152 |
publishDate |
2021 |
url |
https://doi.org/10.1021/acs.joc.0c02575.s001 |
geographic |
Antarctic |
geographic_facet |
Antarctic |
genre |
Antarc* Antarctic |
genre_facet |
Antarc* Antarctic |
op_relation |
https://figshare.com/articles/journal_contribution/Ascandinines_A_D_Indole_Diterpenoids_from_the_Sponge-Derived_Fungus_i_Aspergillus_candidus_i_HDN15-152/13619189 doi:10.1021/acs.joc.0c02575.s001 |
op_rights |
CC BY-NC 4.0 |
op_rightsnorm |
CC-BY-NC |
op_doi |
https://doi.org/10.1021/acs.joc.0c02575.s001 |
_version_ |
1766081730419097600 |