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Anti-Inflammatory Azaphilones from the Edible Alga-Derived Fungus Penicillium sclerotiorum
To discover the new medical entity from edible marine algae, our continuously natural product investigation focused on endophytes from marine macroalgae Grateloupia sp. Two new azaphilones, 8a-epi-hypocrellone A (1), 8a-epi-eupenicilazaphilone C (2), together with five known azaphilones, hypocrellon...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8537458/ https://www.ncbi.nlm.nih.gov/pubmed/34677428 http://dx.doi.org/10.3390/md19100529 |
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author | Wang, Hui-Chun Ke, Tzu-Yi Ko, Ya-Chen Lin, Jue-Jun Chang, Jui-Sheng Cheng, Yuan-Bin |
author_facet | Wang, Hui-Chun Ke, Tzu-Yi Ko, Ya-Chen Lin, Jue-Jun Chang, Jui-Sheng Cheng, Yuan-Bin |
author_sort | Wang, Hui-Chun |
collection | PubMed |
description | To discover the new medical entity from edible marine algae, our continuously natural product investigation focused on endophytes from marine macroalgae Grateloupia sp. Two new azaphilones, 8a-epi-hypocrellone A (1), 8a-epi-eupenicilazaphilone C (2), together with five known azaphilones, hypocrellone A (3), eupenicilazaphilone C (4), ((1E,3E)-3,5-dimethylhepta-1,3-dien-1-yl)-2,4-dihydroxy-3-methylbenzaldehyde (5), sclerotiorin (6), and isochromophilone IV (7) were isolated from the alga-derived fungus Penicillium sclerotiorum. The structures of isolated azaphilones (1–7) were elucidated by spectrometric identification, especially HRESIMS, CD, and NMR data analyses. Concerning bioactivity, cytotoxic, anti-inflammatory, and anti-fibrosis activities of those isolates were evaluated. As a result, compound 1 showed selective toxicity toward neuroblastoma cell line SH-SY5Y among seven cancer and one fibroblast cell lines. 20 μM of compounds 1, 3, and 7 inhibited the TNF-α-induced NFκB phosphorylation but did not change the NFκB activity. Compounds 2 and 6 respectively promoted and inhibited SMAD-mediated transcriptional activities stimulated by TGF-β. |
format | Online Article Text |
id | pubmed-8537458 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-85374582021-10-24 Anti-Inflammatory Azaphilones from the Edible Alga-Derived Fungus Penicillium sclerotiorum Wang, Hui-Chun Ke, Tzu-Yi Ko, Ya-Chen Lin, Jue-Jun Chang, Jui-Sheng Cheng, Yuan-Bin Mar Drugs Article To discover the new medical entity from edible marine algae, our continuously natural product investigation focused on endophytes from marine macroalgae Grateloupia sp. Two new azaphilones, 8a-epi-hypocrellone A (1), 8a-epi-eupenicilazaphilone C (2), together with five known azaphilones, hypocrellone A (3), eupenicilazaphilone C (4), ((1E,3E)-3,5-dimethylhepta-1,3-dien-1-yl)-2,4-dihydroxy-3-methylbenzaldehyde (5), sclerotiorin (6), and isochromophilone IV (7) were isolated from the alga-derived fungus Penicillium sclerotiorum. The structures of isolated azaphilones (1–7) were elucidated by spectrometric identification, especially HRESIMS, CD, and NMR data analyses. Concerning bioactivity, cytotoxic, anti-inflammatory, and anti-fibrosis activities of those isolates were evaluated. As a result, compound 1 showed selective toxicity toward neuroblastoma cell line SH-SY5Y among seven cancer and one fibroblast cell lines. 20 μM of compounds 1, 3, and 7 inhibited the TNF-α-induced NFκB phosphorylation but did not change the NFκB activity. Compounds 2 and 6 respectively promoted and inhibited SMAD-mediated transcriptional activities stimulated by TGF-β. MDPI 2021-09-22 /pmc/articles/PMC8537458/ /pubmed/34677428 http://dx.doi.org/10.3390/md19100529 Text en © 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/). |
spellingShingle | Article Wang, Hui-Chun Ke, Tzu-Yi Ko, Ya-Chen Lin, Jue-Jun Chang, Jui-Sheng Cheng, Yuan-Bin Anti-Inflammatory Azaphilones from the Edible Alga-Derived Fungus Penicillium sclerotiorum |
title | Anti-Inflammatory Azaphilones from the Edible Alga-Derived Fungus Penicillium sclerotiorum |
title_full | Anti-Inflammatory Azaphilones from the Edible Alga-Derived Fungus Penicillium sclerotiorum |
title_fullStr | Anti-Inflammatory Azaphilones from the Edible Alga-Derived Fungus Penicillium sclerotiorum |
title_full_unstemmed | Anti-Inflammatory Azaphilones from the Edible Alga-Derived Fungus Penicillium sclerotiorum |
title_short | Anti-Inflammatory Azaphilones from the Edible Alga-Derived Fungus Penicillium sclerotiorum |
title_sort | anti-inflammatory azaphilones from the edible alga-derived fungus penicillium sclerotiorum |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8537458/ https://www.ncbi.nlm.nih.gov/pubmed/34677428 http://dx.doi.org/10.3390/md19100529 |
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