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Two New Phomaligols from the Marine-Derived Fungus Aspergillus flocculosus and Their Anti-Neuroinflammatory Activity in BV-2 Microglial Cells

Two new phomaligols, deketo-phomaligol A (1) and phomaligol E (2), together with six known compounds (3–8) were isolated from the culture broth of the marine-derived fungus Aspergillus flocculosus. Compound 1 was first isolated as a phomaligol derivative possessing a five-membered ring. The structur...

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Autores principales: Choi, Byeoung-Kyu, Cho, Duk-Yeon, Choi, Dong-Kug, Trinh, Phan Thi Hoai, Shin, Hee Jae
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7911895/
https://www.ncbi.nlm.nih.gov/pubmed/33513937
http://dx.doi.org/10.3390/md19020065
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author Choi, Byeoung-Kyu
Cho, Duk-Yeon
Choi, Dong-Kug
Trinh, Phan Thi Hoai
Shin, Hee Jae
author_facet Choi, Byeoung-Kyu
Cho, Duk-Yeon
Choi, Dong-Kug
Trinh, Phan Thi Hoai
Shin, Hee Jae
author_sort Choi, Byeoung-Kyu
collection PubMed
description Two new phomaligols, deketo-phomaligol A (1) and phomaligol E (2), together with six known compounds (3–8) were isolated from the culture broth of the marine-derived fungus Aspergillus flocculosus. Compound 1 was first isolated as a phomaligol derivative possessing a five-membered ring. The structures and absolute configurations of the new phomaligols were determined by detailed analyses of mass spectrometry (MS), nuclear magnetic resonance (NMR) data, optical rotation values and electronic circular dichroism (ECD). In addition, the absolute configurations of the known compounds 3 and 4 were confirmed by chemical oxidation and comparison of optical rotation values. Isolated compounds at a concentration of 100 μM were screened for inhibition of nitric oxide (NO) production in lipopolysaccharide (LPS)-induced BV-2 microglial cells. Among the compounds, 4 showed moderate anti-neuroinflammatory effects with an IC(50) value of 56.6 μM by suppressing the production of pro-inflammatory mediators in activated microglial cells without cytotoxicity.
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spelling pubmed-79118952021-02-28 Two New Phomaligols from the Marine-Derived Fungus Aspergillus flocculosus and Their Anti-Neuroinflammatory Activity in BV-2 Microglial Cells Choi, Byeoung-Kyu Cho, Duk-Yeon Choi, Dong-Kug Trinh, Phan Thi Hoai Shin, Hee Jae Mar Drugs Article Two new phomaligols, deketo-phomaligol A (1) and phomaligol E (2), together with six known compounds (3–8) were isolated from the culture broth of the marine-derived fungus Aspergillus flocculosus. Compound 1 was first isolated as a phomaligol derivative possessing a five-membered ring. The structures and absolute configurations of the new phomaligols were determined by detailed analyses of mass spectrometry (MS), nuclear magnetic resonance (NMR) data, optical rotation values and electronic circular dichroism (ECD). In addition, the absolute configurations of the known compounds 3 and 4 were confirmed by chemical oxidation and comparison of optical rotation values. Isolated compounds at a concentration of 100 μM were screened for inhibition of nitric oxide (NO) production in lipopolysaccharide (LPS)-induced BV-2 microglial cells. Among the compounds, 4 showed moderate anti-neuroinflammatory effects with an IC(50) value of 56.6 μM by suppressing the production of pro-inflammatory mediators in activated microglial cells without cytotoxicity. MDPI 2021-01-27 /pmc/articles/PMC7911895/ /pubmed/33513937 http://dx.doi.org/10.3390/md19020065 Text en © 2021 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
Choi, Byeoung-Kyu
Cho, Duk-Yeon
Choi, Dong-Kug
Trinh, Phan Thi Hoai
Shin, Hee Jae
Two New Phomaligols from the Marine-Derived Fungus Aspergillus flocculosus and Their Anti-Neuroinflammatory Activity in BV-2 Microglial Cells
title Two New Phomaligols from the Marine-Derived Fungus Aspergillus flocculosus and Their Anti-Neuroinflammatory Activity in BV-2 Microglial Cells
title_full Two New Phomaligols from the Marine-Derived Fungus Aspergillus flocculosus and Their Anti-Neuroinflammatory Activity in BV-2 Microglial Cells
title_fullStr Two New Phomaligols from the Marine-Derived Fungus Aspergillus flocculosus and Their Anti-Neuroinflammatory Activity in BV-2 Microglial Cells
title_full_unstemmed Two New Phomaligols from the Marine-Derived Fungus Aspergillus flocculosus and Their Anti-Neuroinflammatory Activity in BV-2 Microglial Cells
title_short Two New Phomaligols from the Marine-Derived Fungus Aspergillus flocculosus and Their Anti-Neuroinflammatory Activity in BV-2 Microglial Cells
title_sort two new phomaligols from the marine-derived fungus aspergillus flocculosus and their anti-neuroinflammatory activity in bv-2 microglial cells
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7911895/
https://www.ncbi.nlm.nih.gov/pubmed/33513937
http://dx.doi.org/10.3390/md19020065
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