Two New Phomaligols from the Marine-Derived Fungus <i>Aspergillus flocculosus</i> and Their Anti-Neuroinflammatory Activity in BV-2 Microglial Cells
Two new phomaligols, deketo-phomaligol A (<b>1</b>) and phomaligol E (<b>2</b>), together with six known compounds (<b>3</b>–<b>8</b>) were isolated from the culture broth of the marine-derived fungus <i>Aspergillus flocculosus</i>. Compoun...
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| Format: | Article |
| Language: | English |
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MDPI AG
2021-01-01
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| Series: | Marine Drugs |
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| Online Access: | https://www.mdpi.com/1660-3397/19/2/65 |
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| author | Byeoung-Kyu Choi Duk-Yeon Cho Dong-Kug Choi Phan Thi Hoai Trinh Hee Jae Shin |
| author_facet | Byeoung-Kyu Choi Duk-Yeon Cho Dong-Kug Choi Phan Thi Hoai Trinh Hee Jae Shin |
| author_sort | Byeoung-Kyu Choi |
| collection | DOAJ |
| description | Two new phomaligols, deketo-phomaligol A (<b>1</b>) and phomaligol E (<b>2</b>), together with six known compounds (<b>3</b>–<b>8</b>) were isolated from the culture broth of the marine-derived fungus <i>Aspergillus flocculosus</i>. Compound <b>1</b> 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 <b>3</b> and <b>4</b> 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, <b>4</b> showed moderate anti-neuroinflammatory effects with an IC<sub>50</sub> value of 56.6 μM by suppressing the production of pro-inflammatory mediators in activated microglial cells without cytotoxicity. |
| first_indexed | 2024-03-09T03:30:55Z |
| format | Article |
| id | doaj.art-da4f79e91f6c4612819071a71ee78cad |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-03-09T03:30:55Z |
| publishDate | 2021-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-da4f79e91f6c4612819071a71ee78cad2023-12-03T14:55:40ZengMDPI AGMarine Drugs1660-33972021-01-011926510.3390/md19020065Two New Phomaligols from the Marine-Derived Fungus <i>Aspergillus flocculosus</i> and Their Anti-Neuroinflammatory Activity in BV-2 Microglial CellsByeoung-Kyu Choi0Duk-Yeon Cho1Dong-Kug Choi2Phan Thi Hoai Trinh3Hee Jae Shin4Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, 385 Haeyang-ro, Yeongdo-gu, Busan 49111, KoreaDepartment of Applied Life Science, Graduate School, BK21 Program, Konkuk University, Chungju 27478, KoreaDepartment of Applied Life Science, Graduate School, BK21 Program, Konkuk University, Chungju 27478, KoreaNhatrang Institute of Technology Research and Application, Vietnam Academy of Science and Technology, 02 Hung Vuong, Nha Trang 650000, VietnamMarine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, 385 Haeyang-ro, Yeongdo-gu, Busan 49111, KoreaTwo new phomaligols, deketo-phomaligol A (<b>1</b>) and phomaligol E (<b>2</b>), together with six known compounds (<b>3</b>–<b>8</b>) were isolated from the culture broth of the marine-derived fungus <i>Aspergillus flocculosus</i>. Compound <b>1</b> 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 <b>3</b> and <b>4</b> 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, <b>4</b> showed moderate anti-neuroinflammatory effects with an IC<sub>50</sub> value of 56.6 μM by suppressing the production of pro-inflammatory mediators in activated microglial cells without cytotoxicity.https://www.mdpi.com/1660-3397/19/2/65phomaligolmarine fungus<i>Aspergillus flocculosus</i>BV-2 microgliaanti-neuroinflammatory |
| spellingShingle | Byeoung-Kyu Choi Duk-Yeon Cho Dong-Kug Choi Phan Thi Hoai Trinh Hee Jae Shin Two New Phomaligols from the Marine-Derived Fungus <i>Aspergillus flocculosus</i> and Their Anti-Neuroinflammatory Activity in BV-2 Microglial Cells Marine Drugs phomaligol marine fungus <i>Aspergillus flocculosus</i> BV-2 microglia anti-neuroinflammatory |
| title | Two New Phomaligols from the Marine-Derived Fungus <i>Aspergillus flocculosus</i> and Their Anti-Neuroinflammatory Activity in BV-2 Microglial Cells |
| title_full | Two New Phomaligols from the Marine-Derived Fungus <i>Aspergillus flocculosus</i> and Their Anti-Neuroinflammatory Activity in BV-2 Microglial Cells |
| title_fullStr | Two New Phomaligols from the Marine-Derived Fungus <i>Aspergillus flocculosus</i> and Their Anti-Neuroinflammatory Activity in BV-2 Microglial Cells |
| title_full_unstemmed | Two New Phomaligols from the Marine-Derived Fungus <i>Aspergillus flocculosus</i> and Their Anti-Neuroinflammatory Activity in BV-2 Microglial Cells |
| title_short | Two New Phomaligols from the Marine-Derived Fungus <i>Aspergillus flocculosus</i> and Their Anti-Neuroinflammatory Activity in BV-2 Microglial Cells |
| title_sort | two new phomaligols from the marine derived fungus i aspergillus flocculosus i and their anti neuroinflammatory activity in bv 2 microglial cells |
| topic | phomaligol marine fungus <i>Aspergillus flocculosus</i> BV-2 microglia anti-neuroinflammatory |
| url | https://www.mdpi.com/1660-3397/19/2/65 |
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