PTP1B Inhibitory Secondary Metabolites from an Antarctic Fungal Strain Acremonium sp. SF-7394
Chemical investigation of the Antarctic lichen-derived fungal strain Acremonium sp. SF-7394 yielded a new amphilectane-type diterpene, acrepseudoterin (1), and a new acorane-type sesquiterpene glycoside, isocordycepoloside A (2). In addition, three known fungal metabolites, (−)-ternatin (3), [D-Leu]...
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ftpubmed:oai:pubmedcentral.nih.gov:8468024 2023-05-15T14:01:56+02:00 PTP1B Inhibitory Secondary Metabolites from an Antarctic Fungal Strain Acremonium sp. SF-7394 Kim, Hye Jin Li, Xiao-Jun Kim, Dong-Cheol Kim, Tai Kyoung Sohn, Jae Hak Kwon, Haeun Lee, Dongho Kim, Youn-Chul Yim, Joung Han Oh, Hyuncheol 2021-09-10 http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8468024/ http://www.ncbi.nlm.nih.gov/pubmed/34576982 https://doi.org/10.3390/molecules26185505 en eng MDPI http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8468024/ http://www.ncbi.nlm.nih.gov/pubmed/34576982 http://dx.doi.org/10.3390/molecules26185505 © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). CC-BY Molecules Article Text 2021 ftpubmed https://doi.org/10.3390/molecules26185505 2021-10-03T01:00:19Z Chemical investigation of the Antarctic lichen-derived fungal strain Acremonium sp. SF-7394 yielded a new amphilectane-type diterpene, acrepseudoterin (1), and a new acorane-type sesquiterpene glycoside, isocordycepoloside A (2). In addition, three known fungal metabolites, (−)-ternatin (3), [D-Leu]-ternatin (4), and pseurotin A (5), were isolated from the EtOAc extract of the fungal strain. Their structures were mainly elucidated by analyzing their NMR and MS data. The absolute configuration of 1 was proposed by electronic circular dichroism calculations, and the absolute configuration of the sugar unit in 2 was determined by a chemical method. The inhibitory effects of the isolated compounds on protein tyrosine phosphatase 1B (PTP1B) were evaluated by enzymatic assays; results indicated that acrepseudoterin (1) and [D-Leu]-ternatin (4) dose-dependently inhibited the enzyme activity with IC(50) values of 22.8 ± 1.1 μM and 14.8 ± 0.3 μM, respectively. Moreover, compound 1 was identified as a competitive inhibitor of PTP1B. Text Antarc* Antarctic PubMed Central (PMC) Antarctic The Antarctic Molecules 26 18 5505 |
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Article Kim, Hye Jin Li, Xiao-Jun Kim, Dong-Cheol Kim, Tai Kyoung Sohn, Jae Hak Kwon, Haeun Lee, Dongho Kim, Youn-Chul Yim, Joung Han Oh, Hyuncheol PTP1B Inhibitory Secondary Metabolites from an Antarctic Fungal Strain Acremonium sp. SF-7394 |
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Article |
description |
Chemical investigation of the Antarctic lichen-derived fungal strain Acremonium sp. SF-7394 yielded a new amphilectane-type diterpene, acrepseudoterin (1), and a new acorane-type sesquiterpene glycoside, isocordycepoloside A (2). In addition, three known fungal metabolites, (−)-ternatin (3), [D-Leu]-ternatin (4), and pseurotin A (5), were isolated from the EtOAc extract of the fungal strain. Their structures were mainly elucidated by analyzing their NMR and MS data. The absolute configuration of 1 was proposed by electronic circular dichroism calculations, and the absolute configuration of the sugar unit in 2 was determined by a chemical method. The inhibitory effects of the isolated compounds on protein tyrosine phosphatase 1B (PTP1B) were evaluated by enzymatic assays; results indicated that acrepseudoterin (1) and [D-Leu]-ternatin (4) dose-dependently inhibited the enzyme activity with IC(50) values of 22.8 ± 1.1 μM and 14.8 ± 0.3 μM, respectively. Moreover, compound 1 was identified as a competitive inhibitor of PTP1B. |
format |
Text |
author |
Kim, Hye Jin Li, Xiao-Jun Kim, Dong-Cheol Kim, Tai Kyoung Sohn, Jae Hak Kwon, Haeun Lee, Dongho Kim, Youn-Chul Yim, Joung Han Oh, Hyuncheol |
author_facet |
Kim, Hye Jin Li, Xiao-Jun Kim, Dong-Cheol Kim, Tai Kyoung Sohn, Jae Hak Kwon, Haeun Lee, Dongho Kim, Youn-Chul Yim, Joung Han Oh, Hyuncheol |
author_sort |
Kim, Hye Jin |
title |
PTP1B Inhibitory Secondary Metabolites from an Antarctic Fungal Strain Acremonium sp. SF-7394 |
title_short |
PTP1B Inhibitory Secondary Metabolites from an Antarctic Fungal Strain Acremonium sp. SF-7394 |
title_full |
PTP1B Inhibitory Secondary Metabolites from an Antarctic Fungal Strain Acremonium sp. SF-7394 |
title_fullStr |
PTP1B Inhibitory Secondary Metabolites from an Antarctic Fungal Strain Acremonium sp. SF-7394 |
title_full_unstemmed |
PTP1B Inhibitory Secondary Metabolites from an Antarctic Fungal Strain Acremonium sp. SF-7394 |
title_sort |
ptp1b inhibitory secondary metabolites from an antarctic fungal strain acremonium sp. sf-7394 |
publisher |
MDPI |
publishDate |
2021 |
url |
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8468024/ http://www.ncbi.nlm.nih.gov/pubmed/34576982 https://doi.org/10.3390/molecules26185505 |
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Antarctic The Antarctic |
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Antarctic The Antarctic |
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Antarc* Antarctic |
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Antarc* Antarctic |
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Molecules |
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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8468024/ http://www.ncbi.nlm.nih.gov/pubmed/34576982 http://dx.doi.org/10.3390/molecules26185505 |
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© 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
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CC-BY |
op_doi |
https://doi.org/10.3390/molecules26185505 |
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Molecules |
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26 |
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