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The Purification, Characterization, and Biological Activity of New Polyketides from Mangrove-Derived Endophytic Fungus Epicoccum nigrum SCNU-F0002

Six new polyketides, including one coumarin (1), two isocoumarins (2 and 3), dihydroradicinin (4), and two benzofuranone derivatives (7 and 8), together with seven known analogues (5–6 and 9–13) were isolated from the culture of the mangrove endophytic fungus Epicoccum nigrum SCNU-F0002. The structu...

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Autores principales: Yan, Zhangyuan, Wen, Shitong, Ding, Meng, Guo, Huixian, Huang, Cuiying, Zhu, Xintong, Huang, Junyi, She, Zhigang, Long, Yuhua
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6669579/
https://www.ncbi.nlm.nih.gov/pubmed/31336899
http://dx.doi.org/10.3390/md17070414
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author Yan, Zhangyuan
Wen, Shitong
Ding, Meng
Guo, Huixian
Huang, Cuiying
Zhu, Xintong
Huang, Junyi
She, Zhigang
Long, Yuhua
author_facet Yan, Zhangyuan
Wen, Shitong
Ding, Meng
Guo, Huixian
Huang, Cuiying
Zhu, Xintong
Huang, Junyi
She, Zhigang
Long, Yuhua
author_sort Yan, Zhangyuan
collection PubMed
description Six new polyketides, including one coumarin (1), two isocoumarins (2 and 3), dihydroradicinin (4), and two benzofuranone derivatives (7 and 8), together with seven known analogues (5–6 and 9–13) were isolated from the culture of the mangrove endophytic fungus Epicoccum nigrum SCNU-F0002. The structures were elucidated on the interpretation of spectroscopic data. The absolute configuration of Compounds 2 and 3 were determined by comparison of their ECD spectra with the data of their analogue dihydroisocoumarins described in the literature. The absolute configuration of 4 was determined by single-crystal X-ray diffraction. All the compounds were screened for their antioxidant, antibacterial, anti-phytopathogenic fungi and cytotoxic activities. Using a DPPH radical-scavenging assay, Compounds 10–13 showed potent antioxidant activity with IC(50) values of 13.6, 12.1, 18.1, and 11.7 μg/mL, respectively. In addition, Compounds 6 and 7 showed antibacterial effects against Bacillus subtilis (ATCC 6538), Escherichia coli (ATCC 8739), and Staphylococcus aureus (ATCC 6538), with MIC values in the range of 25–50 μg/mL.
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spelling pubmed-66695792019-08-08 The Purification, Characterization, and Biological Activity of New Polyketides from Mangrove-Derived Endophytic Fungus Epicoccum nigrum SCNU-F0002 Yan, Zhangyuan Wen, Shitong Ding, Meng Guo, Huixian Huang, Cuiying Zhu, Xintong Huang, Junyi She, Zhigang Long, Yuhua Mar Drugs Article Six new polyketides, including one coumarin (1), two isocoumarins (2 and 3), dihydroradicinin (4), and two benzofuranone derivatives (7 and 8), together with seven known analogues (5–6 and 9–13) were isolated from the culture of the mangrove endophytic fungus Epicoccum nigrum SCNU-F0002. The structures were elucidated on the interpretation of spectroscopic data. The absolute configuration of Compounds 2 and 3 were determined by comparison of their ECD spectra with the data of their analogue dihydroisocoumarins described in the literature. The absolute configuration of 4 was determined by single-crystal X-ray diffraction. All the compounds were screened for their antioxidant, antibacterial, anti-phytopathogenic fungi and cytotoxic activities. Using a DPPH radical-scavenging assay, Compounds 10–13 showed potent antioxidant activity with IC(50) values of 13.6, 12.1, 18.1, and 11.7 μg/mL, respectively. In addition, Compounds 6 and 7 showed antibacterial effects against Bacillus subtilis (ATCC 6538), Escherichia coli (ATCC 8739), and Staphylococcus aureus (ATCC 6538), with MIC values in the range of 25–50 μg/mL. MDPI 2019-07-12 /pmc/articles/PMC6669579/ /pubmed/31336899 http://dx.doi.org/10.3390/md17070414 Text en © 2019 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Yan, Zhangyuan
Wen, Shitong
Ding, Meng
Guo, Huixian
Huang, Cuiying
Zhu, Xintong
Huang, Junyi
She, Zhigang
Long, Yuhua
The Purification, Characterization, and Biological Activity of New Polyketides from Mangrove-Derived Endophytic Fungus Epicoccum nigrum SCNU-F0002
title The Purification, Characterization, and Biological Activity of New Polyketides from Mangrove-Derived Endophytic Fungus Epicoccum nigrum SCNU-F0002
title_full The Purification, Characterization, and Biological Activity of New Polyketides from Mangrove-Derived Endophytic Fungus Epicoccum nigrum SCNU-F0002
title_fullStr The Purification, Characterization, and Biological Activity of New Polyketides from Mangrove-Derived Endophytic Fungus Epicoccum nigrum SCNU-F0002
title_full_unstemmed The Purification, Characterization, and Biological Activity of New Polyketides from Mangrove-Derived Endophytic Fungus Epicoccum nigrum SCNU-F0002
title_short The Purification, Characterization, and Biological Activity of New Polyketides from Mangrove-Derived Endophytic Fungus Epicoccum nigrum SCNU-F0002
title_sort purification, characterization, and biological activity of new polyketides from mangrove-derived endophytic fungus epicoccum nigrum scnu-f0002
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6669579/
https://www.ncbi.nlm.nih.gov/pubmed/31336899
http://dx.doi.org/10.3390/md17070414
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