Isolation of Ten New Sesquiterpenes and New Abietane-Type Diterpenoid with Immunosuppressive Activity from Marine Fungus <i>Eutypella</i> sp.
<b>Background<b>:</b></b> Ten new sesquiterpenes, including eight eremophilane-type sesquiterpenes (<b>1</b>–<b>8</b>) and two compounds (<b>9</b>–<b>10</b>) with a cyclopentane ring, representing an undescribed subtype of sesqu...
Saved in:
| Main Authors: | , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2025-05-01
|
| Series: | Pharmaceuticals |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1424-8247/18/5/737 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1850126708614627328 |
|---|---|
| author | Nina Wang Chunmei Chen Qin Li Qiqiang Liang Yingjie Liu Zongze Shao Xiupian Liu Qun Zhou |
| author_facet | Nina Wang Chunmei Chen Qin Li Qiqiang Liang Yingjie Liu Zongze Shao Xiupian Liu Qun Zhou |
| author_sort | Nina Wang |
| collection | DOAJ |
| description | <b>Background<b>:</b></b> Ten new sesquiterpenes, including eight eremophilane-type sesquiterpenes (<b>1</b>–<b>8</b>) and two compounds (<b>9</b>–<b>10</b>) with a cyclopentane ring, representing an undescribed subtype of sesquiterpene, along with a new abietane-type diterpenoid (<b>11</b>), were isolated and identified from a deep-sea-derived fungus: <i>Eutypella</i> sp. <b>Methods:</b> Their structures were elucidated on the basis of various spectroscopic analyses, mainly including nuclear magnetic resonance (NMR) and high-resolution electrospray ionization mass spectrometry (HRESIMS) data, <sup>13</sup>C NMR calculations with DP4+ probability analyses, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction experiments. <b>Results:</b> Furthermore, compound <b>11</b> exhibited potent immunosuppressive activity with IC<sub>50</sub> values of 8.99 ± 1.08 μM in a lipopolysaccharide (LPS) model and 5.39 ± 0.20 μM in a concanavalin A (ConA) model. |
| format | Article |
| id | doaj-art-c2b035d2f8d94625845e6cf248528ef0 |
| institution | OA Journals |
| issn | 1424-8247 |
| language | English |
| publishDate | 2025-05-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Pharmaceuticals |
| spelling | doaj-art-c2b035d2f8d94625845e6cf248528ef02025-08-20T02:33:51ZengMDPI AGPharmaceuticals1424-82472025-05-0118573710.3390/ph18050737Isolation of Ten New Sesquiterpenes and New Abietane-Type Diterpenoid with Immunosuppressive Activity from Marine Fungus <i>Eutypella</i> sp.Nina Wang0Chunmei Chen1Qin Li2Qiqiang Liang3Yingjie Liu4Zongze Shao5Xiupian Liu6Qun Zhou7Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, ChinaHubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, ChinaHubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, ChinaHubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, ChinaHubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, ChinaKey Laboratory of Marine Genetic Resources, Technology Innovation Center for Exploitation of Marine Biological Resources, Third Institute of Oceanography, Ministry of Natural Resources, Xiamen 361005, ChinaKey Laboratory of Marine Genetic Resources, Technology Innovation Center for Exploitation of Marine Biological Resources, Third Institute of Oceanography, Ministry of Natural Resources, Xiamen 361005, ChinaHubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China<b>Background<b>:</b></b> Ten new sesquiterpenes, including eight eremophilane-type sesquiterpenes (<b>1</b>–<b>8</b>) and two compounds (<b>9</b>–<b>10</b>) with a cyclopentane ring, representing an undescribed subtype of sesquiterpene, along with a new abietane-type diterpenoid (<b>11</b>), were isolated and identified from a deep-sea-derived fungus: <i>Eutypella</i> sp. <b>Methods:</b> Their structures were elucidated on the basis of various spectroscopic analyses, mainly including nuclear magnetic resonance (NMR) and high-resolution electrospray ionization mass spectrometry (HRESIMS) data, <sup>13</sup>C NMR calculations with DP4+ probability analyses, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction experiments. <b>Results:</b> Furthermore, compound <b>11</b> exhibited potent immunosuppressive activity with IC<sub>50</sub> values of 8.99 ± 1.08 μM in a lipopolysaccharide (LPS) model and 5.39 ± 0.20 μM in a concanavalin A (ConA) model.https://www.mdpi.com/1424-8247/18/5/737<i>Eutypella</i> sp.immunosuppressive activitysecondary metabolitessesquiterpenes |
| spellingShingle | Nina Wang Chunmei Chen Qin Li Qiqiang Liang Yingjie Liu Zongze Shao Xiupian Liu Qun Zhou Isolation of Ten New Sesquiterpenes and New Abietane-Type Diterpenoid with Immunosuppressive Activity from Marine Fungus <i>Eutypella</i> sp. Pharmaceuticals <i>Eutypella</i> sp. immunosuppressive activity secondary metabolites sesquiterpenes |
| title | Isolation of Ten New Sesquiterpenes and New Abietane-Type Diterpenoid with Immunosuppressive Activity from Marine Fungus <i>Eutypella</i> sp. |
| title_full | Isolation of Ten New Sesquiterpenes and New Abietane-Type Diterpenoid with Immunosuppressive Activity from Marine Fungus <i>Eutypella</i> sp. |
| title_fullStr | Isolation of Ten New Sesquiterpenes and New Abietane-Type Diterpenoid with Immunosuppressive Activity from Marine Fungus <i>Eutypella</i> sp. |
| title_full_unstemmed | Isolation of Ten New Sesquiterpenes and New Abietane-Type Diterpenoid with Immunosuppressive Activity from Marine Fungus <i>Eutypella</i> sp. |
| title_short | Isolation of Ten New Sesquiterpenes and New Abietane-Type Diterpenoid with Immunosuppressive Activity from Marine Fungus <i>Eutypella</i> sp. |
| title_sort | isolation of ten new sesquiterpenes and new abietane type diterpenoid with immunosuppressive activity from marine fungus i eutypella i sp |
| topic | <i>Eutypella</i> sp. immunosuppressive activity secondary metabolites sesquiterpenes |
| url | https://www.mdpi.com/1424-8247/18/5/737 |
| work_keys_str_mv | AT ninawang isolationoftennewsesquiterpenesandnewabietanetypediterpenoidwithimmunosuppressiveactivityfrommarinefungusieutypellaisp AT chunmeichen isolationoftennewsesquiterpenesandnewabietanetypediterpenoidwithimmunosuppressiveactivityfrommarinefungusieutypellaisp AT qinli isolationoftennewsesquiterpenesandnewabietanetypediterpenoidwithimmunosuppressiveactivityfrommarinefungusieutypellaisp AT qiqiangliang isolationoftennewsesquiterpenesandnewabietanetypediterpenoidwithimmunosuppressiveactivityfrommarinefungusieutypellaisp AT yingjieliu isolationoftennewsesquiterpenesandnewabietanetypediterpenoidwithimmunosuppressiveactivityfrommarinefungusieutypellaisp AT zongzeshao isolationoftennewsesquiterpenesandnewabietanetypediterpenoidwithimmunosuppressiveactivityfrommarinefungusieutypellaisp AT xiupianliu isolationoftennewsesquiterpenesandnewabietanetypediterpenoidwithimmunosuppressiveactivityfrommarinefungusieutypellaisp AT qunzhou isolationoftennewsesquiterpenesandnewabietanetypediterpenoidwithimmunosuppressiveactivityfrommarinefungusieutypellaisp |