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New furoisocoumarins and isocoumarins from the mangrove endophytic fungus Aspergillus sp. 085242
The chemical investigation of the mangrove endophytic fungus Aspergillus sp. 085242 afforded eight isocoumarin derivatives 1–8 and one isoquinoline 9. Asperisocoumarins A and B (1 and 2) were new furoisocoumarins, and asperisocoumarins E and F (5 and 6) were new isocoumarins. Their structures were e...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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Beilstein-Institut
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5082600/ https://www.ncbi.nlm.nih.gov/pubmed/27829913 http://dx.doi.org/10.3762/bjoc.12.196 |
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author | Xiao, Ze’en Chen, Senhua Cai, Runlin Lin, Shao’e Hong, Kui She, Zhigang |
author_facet | Xiao, Ze’en Chen, Senhua Cai, Runlin Lin, Shao’e Hong, Kui She, Zhigang |
author_sort | Xiao, Ze’en |
collection | PubMed |
description | The chemical investigation of the mangrove endophytic fungus Aspergillus sp. 085242 afforded eight isocoumarin derivatives 1–8 and one isoquinoline 9. Asperisocoumarins A and B (1 and 2) were new furoisocoumarins, and asperisocoumarins E and F (5 and 6) were new isocoumarins. Their structures were established by analysis of their spectroscopic data and the absolute configuration of compound 2 was unambiguously determined by X-ray structure analysis and ECD calculation. Moreover, the absolute configurations of compounds 3–5 were assigned by comparison of their ECD spectra with isocoumarins described in the literature. Asperisocoumarins C and D (3 and 4) were fully characterized spectroscopically and isolated from a natural source for the first time. Asperisocoumarins A–D (1–4) related to the class of furo[3,2-h]isocoumarins are rarely occurring in natural sources. Compounds 2, 5, and 6 showed moderate α-glucosidase inhibitory activity with IC(50) of 87.8, 52.3, and 95.6 μM, respectively. In addition, compounds 1 and 3 exhibited weak radical scavenging activity with EC(50) values of 125 and 138 μM, respectively. |
format | Online Article Text |
id | pubmed-5082600 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-50826002016-11-09 New furoisocoumarins and isocoumarins from the mangrove endophytic fungus Aspergillus sp. 085242 Xiao, Ze’en Chen, Senhua Cai, Runlin Lin, Shao’e Hong, Kui She, Zhigang Beilstein J Org Chem Full Research Paper The chemical investigation of the mangrove endophytic fungus Aspergillus sp. 085242 afforded eight isocoumarin derivatives 1–8 and one isoquinoline 9. Asperisocoumarins A and B (1 and 2) were new furoisocoumarins, and asperisocoumarins E and F (5 and 6) were new isocoumarins. Their structures were established by analysis of their spectroscopic data and the absolute configuration of compound 2 was unambiguously determined by X-ray structure analysis and ECD calculation. Moreover, the absolute configurations of compounds 3–5 were assigned by comparison of their ECD spectra with isocoumarins described in the literature. Asperisocoumarins C and D (3 and 4) were fully characterized spectroscopically and isolated from a natural source for the first time. Asperisocoumarins A–D (1–4) related to the class of furo[3,2-h]isocoumarins are rarely occurring in natural sources. Compounds 2, 5, and 6 showed moderate α-glucosidase inhibitory activity with IC(50) of 87.8, 52.3, and 95.6 μM, respectively. In addition, compounds 1 and 3 exhibited weak radical scavenging activity with EC(50) values of 125 and 138 μM, respectively. Beilstein-Institut 2016-09-23 /pmc/articles/PMC5082600/ /pubmed/27829913 http://dx.doi.org/10.3762/bjoc.12.196 Text en Copyright © 2016, Xiao et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
spellingShingle | Full Research Paper Xiao, Ze’en Chen, Senhua Cai, Runlin Lin, Shao’e Hong, Kui She, Zhigang New furoisocoumarins and isocoumarins from the mangrove endophytic fungus Aspergillus sp. 085242 |
title | New furoisocoumarins and isocoumarins from the mangrove endophytic fungus Aspergillus sp. 085242 |
title_full | New furoisocoumarins and isocoumarins from the mangrove endophytic fungus Aspergillus sp. 085242 |
title_fullStr | New furoisocoumarins and isocoumarins from the mangrove endophytic fungus Aspergillus sp. 085242 |
title_full_unstemmed | New furoisocoumarins and isocoumarins from the mangrove endophytic fungus Aspergillus sp. 085242 |
title_short | New furoisocoumarins and isocoumarins from the mangrove endophytic fungus Aspergillus sp. 085242 |
title_sort | new furoisocoumarins and isocoumarins from the mangrove endophytic fungus aspergillus sp. 085242 |
topic | Full Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5082600/ https://www.ncbi.nlm.nih.gov/pubmed/27829913 http://dx.doi.org/10.3762/bjoc.12.196 |
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