Two New Sesquiterpenoids and a New Shikimic Acid Metabolite from Mangrove Sediment-Derived Fungus <i>Roussoella</i> sp. SCSIO 41427
Two new sesquiterpenoid derivatives, elgonenes M (<b>1</b>) and N (<b>2</b>), and a new shikimic acid metabolite, methyl 5-<i>O</i>-acetyl-5-<i>epi</i>-shikimate (<b>3</b>), were isolated from the mangrove sediment-derived fungus <i>R...
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| Format: | Article |
| Language: | English |
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MDPI AG
2024-02-01
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| Series: | Marine Drugs |
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| Online Access: | https://www.mdpi.com/1660-3397/22/3/103 |
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| author | Zimin Xiao Jian Cai Ting Chen Yilin Wang Yixin Chen Yongyan Zhu Chunmei Chen Bin Yang Xuefeng Zhou Huaming Tao |
| author_facet | Zimin Xiao Jian Cai Ting Chen Yilin Wang Yixin Chen Yongyan Zhu Chunmei Chen Bin Yang Xuefeng Zhou Huaming Tao |
| author_sort | Zimin Xiao |
| collection | DOAJ |
| description | Two new sesquiterpenoid derivatives, elgonenes M (<b>1</b>) and N (<b>2</b>), and a new shikimic acid metabolite, methyl 5-<i>O</i>-acetyl-5-<i>epi</i>-shikimate (<b>3</b>), were isolated from the mangrove sediment-derived fungus <i>Roussoella</i> sp. SCSIO 41427 together with fourteen known compounds (<b>4</b>–<b>17</b>). The planar structures were elucidated through nuclear magnetic resonance (NMR) and mass spectroscopic (MS) analyses. The relative configurations of <b>1</b>–<b>3</b> were ascertained by NOESY experiments, while their absolute configurations were determined by electronic circular dichroism (ECD) calculation. Elgonene M (<b>1</b>) exhibited inhibition of interleukin-1β (IL-1β) mRNA, a pro-inflammatory cytokine, at a concentration of 5 μM, with an inhibitory ratio of 31.14%. On the other hand, elgonene N (<b>2</b>) demonstrated inhibition at a concentration of 20 μM, with inhibitory ratios of 27.57%. |
| first_indexed | 2024-04-24T18:03:42Z |
| format | Article |
| id | doaj.art-2d18c4a4e40442ebbe223d0efb250b1f |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-04-24T18:03:42Z |
| publishDate | 2024-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-2d18c4a4e40442ebbe223d0efb250b1f2024-03-27T13:52:09ZengMDPI AGMarine Drugs1660-33972024-02-0122310310.3390/md22030103Two New Sesquiterpenoids and a New Shikimic Acid Metabolite from Mangrove Sediment-Derived Fungus <i>Roussoella</i> sp. SCSIO 41427Zimin Xiao0Jian Cai1Ting Chen2Yilin Wang3Yixin Chen4Yongyan Zhu5Chunmei Chen6Bin Yang7Xuefeng Zhou8Huaming Tao9Guangdong Provincial Key Laboratory of Chinese Medicine Pharmaceutics, School of Traditional Chinese Medicine, Southern Medical University, Guangzhou 510515, ChinaCAS Key Laboratory of Tropical Marine Bio-Resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, ChinaSchool of Stomatology, Southern Medical University, Guangzhou 510515, ChinaSchool of Stomatology, Southern Medical University, Guangzhou 510515, ChinaGuangdong Provincial Key Laboratory of Chinese Medicine Pharmaceutics, School of Traditional Chinese Medicine, Southern Medical University, Guangzhou 510515, ChinaGuangdong Provincial Key Laboratory of Chinese Medicine Pharmaceutics, School of Traditional Chinese Medicine, Southern Medical University, Guangzhou 510515, ChinaCAS Key Laboratory of Tropical Marine Bio-Resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, ChinaCAS Key Laboratory of Tropical Marine Bio-Resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, ChinaCAS Key Laboratory of Tropical Marine Bio-Resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, ChinaGuangdong Provincial Key Laboratory of Chinese Medicine Pharmaceutics, School of Traditional Chinese Medicine, Southern Medical University, Guangzhou 510515, ChinaTwo new sesquiterpenoid derivatives, elgonenes M (<b>1</b>) and N (<b>2</b>), and a new shikimic acid metabolite, methyl 5-<i>O</i>-acetyl-5-<i>epi</i>-shikimate (<b>3</b>), were isolated from the mangrove sediment-derived fungus <i>Roussoella</i> sp. SCSIO 41427 together with fourteen known compounds (<b>4</b>–<b>17</b>). The planar structures were elucidated through nuclear magnetic resonance (NMR) and mass spectroscopic (MS) analyses. The relative configurations of <b>1</b>–<b>3</b> were ascertained by NOESY experiments, while their absolute configurations were determined by electronic circular dichroism (ECD) calculation. Elgonene M (<b>1</b>) exhibited inhibition of interleukin-1β (IL-1β) mRNA, a pro-inflammatory cytokine, at a concentration of 5 μM, with an inhibitory ratio of 31.14%. On the other hand, elgonene N (<b>2</b>) demonstrated inhibition at a concentration of 20 μM, with inhibitory ratios of 27.57%.https://www.mdpi.com/1660-3397/22/3/103mangrove sediment-derived fungisesquiterpenoidIL-1βanti-inflammatory |
| spellingShingle | Zimin Xiao Jian Cai Ting Chen Yilin Wang Yixin Chen Yongyan Zhu Chunmei Chen Bin Yang Xuefeng Zhou Huaming Tao Two New Sesquiterpenoids and a New Shikimic Acid Metabolite from Mangrove Sediment-Derived Fungus <i>Roussoella</i> sp. SCSIO 41427 Marine Drugs mangrove sediment-derived fungi sesquiterpenoid IL-1β anti-inflammatory |
| title | Two New Sesquiterpenoids and a New Shikimic Acid Metabolite from Mangrove Sediment-Derived Fungus <i>Roussoella</i> sp. SCSIO 41427 |
| title_full | Two New Sesquiterpenoids and a New Shikimic Acid Metabolite from Mangrove Sediment-Derived Fungus <i>Roussoella</i> sp. SCSIO 41427 |
| title_fullStr | Two New Sesquiterpenoids and a New Shikimic Acid Metabolite from Mangrove Sediment-Derived Fungus <i>Roussoella</i> sp. SCSIO 41427 |
| title_full_unstemmed | Two New Sesquiterpenoids and a New Shikimic Acid Metabolite from Mangrove Sediment-Derived Fungus <i>Roussoella</i> sp. SCSIO 41427 |
| title_short | Two New Sesquiterpenoids and a New Shikimic Acid Metabolite from Mangrove Sediment-Derived Fungus <i>Roussoella</i> sp. SCSIO 41427 |
| title_sort | two new sesquiterpenoids and a new shikimic acid metabolite from mangrove sediment derived fungus i roussoella i sp scsio 41427 |
| topic | mangrove sediment-derived fungi sesquiterpenoid IL-1β anti-inflammatory |
| url | https://www.mdpi.com/1660-3397/22/3/103 |
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