Talarodrides A–F, Nonadrides from the Antarctic Sponge-Derived Fungus Talaromyces sp. HDN1820200

Six new nonadride derivatives, named talarodrides A–F ( 1 – 6 ), were isolated from the Antarctic sponge-derived fungus Talaromyces sp. HDN1820200. All structures including the absolute configurations were deduced by extensive spectroscopic analysis and computational ECD calculations. Compounds 1 –...

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Main Authors: Yi Zhao (14034), Chunxiao Sun (8633598), Luyao Huang (693708), Xiao Zhang (152326), Guojian Zhang (1604386), Qian Che (725671), Dehai Li (1433623), Tianjiao Zhu (1433617)
Format: Other Non-Article Part of Journal/Newspaper
Language:unknown
Published: 2021
Subjects:
Online Access:https://doi.org/10.1021/acs.jnatprod.1c00203.s001
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spelling ftsmithonian:oai:figshare.com:article/17092085 2023-05-15T13:40:20+02:00 Talarodrides A–F, Nonadrides from the Antarctic Sponge-Derived Fungus Talaromyces sp. HDN1820200 Yi Zhao (14034) Chunxiao Sun (8633598) Luyao Huang (693708) Xiao Zhang (152326) Guojian Zhang (1604386) Qian Che (725671) Dehai Li (1433623) Tianjiao Zhu (1433617) 2021-11-29T00:00:00Z https://doi.org/10.1021/acs.jnatprod.1c00203.s001 unknown https://figshare.com/articles/journal_contribution/Talarodrides_A_F_Nonadrides_from_the_Antarctic_Sponge-Derived_Fungus_i_Talaromyces_i_sp_HDN1820200/17092085 doi:10.1021/acs.jnatprod.1c00203.s001 CC BY-NC 4.0 CC-BY-NC Biochemistry Pharmacology Inorganic Chemistry Environmental Sciences not elsewhere classified Biological Sciences not elsewhere classified Chemical Sciences not elsewhere classified rare caged bicyclo extensive spectroscopic analysis computational ecd calculations >]­ furan skeleton vibrio parahemolyticus </ proteus mirabilis </ naturally occurring 5 13 – 12 6 methanocyclonona ­[< 1 ]- deca 5 </ b 6 </ b 4 </ b talaromyces </ c </ 5 μm – f (< b structures including first case derived fungus bridgehead olefin antarctic sponge absolute configurations Text Journal contribution 2021 ftsmithonian https://doi.org/10.1021/acs.jnatprod.1c00203.s001 2021-12-19T19:27:00Z Six new nonadride derivatives, named talarodrides A–F ( 1 – 6 ), were isolated from the Antarctic sponge-derived fungus Talaromyces sp. HDN1820200. All structures including the absolute configurations were deduced by extensive spectroscopic analysis and computational ECD calculations. Compounds 1 – 4 share a rare caged bicyclo[4.3.1]-deca-1,6-diene with a bridgehead olefin and maleic anhydride core skeleton, while compounds 5 and 6 possess the first case of a naturally occurring 5/7/6 methanocyclonona­[ c ]­furan skeleton. Talarodride A ( 1 ) and talarodride B ( 2 ) showed selective inhibitory effects against Proteus mirabilis and Vibrio parahemolyticus with MICs of 3.13–12.5 μM. Other Non-Article Part of Journal/Newspaper Antarc* Antarctic Unknown Antarctic The Antarctic
institution Open Polar
collection Unknown
op_collection_id ftsmithonian
language unknown
topic Biochemistry
Pharmacology
Inorganic Chemistry
Environmental Sciences not elsewhere classified
Biological Sciences not elsewhere classified
Chemical Sciences not elsewhere classified
rare caged bicyclo
extensive spectroscopic analysis
computational ecd calculations
>]­ furan skeleton
vibrio parahemolyticus </
proteus mirabilis </
naturally occurring 5
13 – 12
6 methanocyclonona ­[<
1 ]- deca
5 </ b
6 </ b
4 </ b
talaromyces </
c </
5 μm
– f
(< b
structures including
first case
derived fungus
bridgehead olefin
antarctic sponge
absolute configurations
spellingShingle Biochemistry
Pharmacology
Inorganic Chemistry
Environmental Sciences not elsewhere classified
Biological Sciences not elsewhere classified
Chemical Sciences not elsewhere classified
rare caged bicyclo
extensive spectroscopic analysis
computational ecd calculations
>]­ furan skeleton
vibrio parahemolyticus </
proteus mirabilis </
naturally occurring 5
13 – 12
6 methanocyclonona ­[<
1 ]- deca
5 </ b
6 </ b
4 </ b
talaromyces </
c </
5 μm
– f
(< b
structures including
first case
derived fungus
bridgehead olefin
antarctic sponge
absolute configurations
Yi Zhao (14034)
Chunxiao Sun (8633598)
Luyao Huang (693708)
Xiao Zhang (152326)
Guojian Zhang (1604386)
Qian Che (725671)
Dehai Li (1433623)
Tianjiao Zhu (1433617)
Talarodrides A–F, Nonadrides from the Antarctic Sponge-Derived Fungus Talaromyces sp. HDN1820200
topic_facet Biochemistry
Pharmacology
Inorganic Chemistry
Environmental Sciences not elsewhere classified
Biological Sciences not elsewhere classified
Chemical Sciences not elsewhere classified
rare caged bicyclo
extensive spectroscopic analysis
computational ecd calculations
>]­ furan skeleton
vibrio parahemolyticus </
proteus mirabilis </
naturally occurring 5
13 – 12
6 methanocyclonona ­[<
1 ]- deca
5 </ b
6 </ b
4 </ b
talaromyces </
c </
5 μm
– f
(< b
structures including
first case
derived fungus
bridgehead olefin
antarctic sponge
absolute configurations
description Six new nonadride derivatives, named talarodrides A–F ( 1 – 6 ), were isolated from the Antarctic sponge-derived fungus Talaromyces sp. HDN1820200. All structures including the absolute configurations were deduced by extensive spectroscopic analysis and computational ECD calculations. Compounds 1 – 4 share a rare caged bicyclo[4.3.1]-deca-1,6-diene with a bridgehead olefin and maleic anhydride core skeleton, while compounds 5 and 6 possess the first case of a naturally occurring 5/7/6 methanocyclonona­[ c ]­furan skeleton. Talarodride A ( 1 ) and talarodride B ( 2 ) showed selective inhibitory effects against Proteus mirabilis and Vibrio parahemolyticus with MICs of 3.13–12.5 μM.
format Other Non-Article Part of Journal/Newspaper
author Yi Zhao (14034)
Chunxiao Sun (8633598)
Luyao Huang (693708)
Xiao Zhang (152326)
Guojian Zhang (1604386)
Qian Che (725671)
Dehai Li (1433623)
Tianjiao Zhu (1433617)
author_facet Yi Zhao (14034)
Chunxiao Sun (8633598)
Luyao Huang (693708)
Xiao Zhang (152326)
Guojian Zhang (1604386)
Qian Che (725671)
Dehai Li (1433623)
Tianjiao Zhu (1433617)
author_sort Yi Zhao (14034)
title Talarodrides A–F, Nonadrides from the Antarctic Sponge-Derived Fungus Talaromyces sp. HDN1820200
title_short Talarodrides A–F, Nonadrides from the Antarctic Sponge-Derived Fungus Talaromyces sp. HDN1820200
title_full Talarodrides A–F, Nonadrides from the Antarctic Sponge-Derived Fungus Talaromyces sp. HDN1820200
title_fullStr Talarodrides A–F, Nonadrides from the Antarctic Sponge-Derived Fungus Talaromyces sp. HDN1820200
title_full_unstemmed Talarodrides A–F, Nonadrides from the Antarctic Sponge-Derived Fungus Talaromyces sp. HDN1820200
title_sort talarodrides a–f, nonadrides from the antarctic sponge-derived fungus talaromyces sp. hdn1820200
publishDate 2021
url https://doi.org/10.1021/acs.jnatprod.1c00203.s001
geographic Antarctic
The Antarctic
geographic_facet Antarctic
The Antarctic
genre Antarc*
Antarctic
genre_facet Antarc*
Antarctic
op_relation https://figshare.com/articles/journal_contribution/Talarodrides_A_F_Nonadrides_from_the_Antarctic_Sponge-Derived_Fungus_i_Talaromyces_i_sp_HDN1820200/17092085
doi:10.1021/acs.jnatprod.1c00203.s001
op_rights CC BY-NC 4.0
op_rightsnorm CC-BY-NC
op_doi https://doi.org/10.1021/acs.jnatprod.1c00203.s001
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