Eremophilane- and Acorane-Type Sesquiterpenes from the Deep-Sea Cold-Seep-Derived Fungus Furcasterigmium furcatum CS-280 Cultured in the Presence of Autoclaved Pseudomonas aeruginosa QDIO-4
Six new sesquiterpenes, including four eremophilane derivatives fureremophilanes A-D (<b>1</b>-<b>4</b>) and two acorane analogues furacoranes A and B (<b>5</b> and <b>6</b>), were characterized from the culture extract of the cold-seep derived fungus <i>Furcasterigmium furcatum</i> CS-280 co-cultured with autoclaved <i>Pseudomonas aeruginosa</i> QDIO-4. All the six compounds were highly oxygenated especially <b>2</b> and <b>3</b> with infrequent epoxyethane and tetrahydrofuran ring systems. The structures of <b>1</b>-<b>6</b> were established on the basis of detailed interpretation of 1D and 2D NMR and MS data. Their relative and absolute configurations were assigned by a combination of NOESY and single crystal X-ray crystallographic analysis, and by time-dependent density functional (TDDFT) ECD calculations as well. All compounds were tested the anti-inflammatory activity against human COX-2 protein, among which, compounds <b>2</b> and <b>3</b> displayed activities with IC<sub>50</sub> values 123.00 µM and 93.45 µM, respectively. The interaction mechanism was interpreted by molecular docking.
Authors
- Sui‐Qun Yang (ORCID: https://orcid.org/0000-0002-7605-6145)
- Xin Li (ORCID: https://orcid.org/0000-0001-5622-7333)
- Bin‐Gui Wang (ORCID: https://orcid.org/0000-0003-0116-6195)
- Xiao‐Ming Li (ORCID: https://orcid.org/0000-0001-5838-2265)
- Xiaodan Chen (ORCID: https://orcid.org/0000-0002-3524-0480)
Institutions
- Chinese Academy of Sciences (CN)
- Institute of Oceanology (CN)
- Qingdao National Laboratory for Marine Science and Technology (CN)
- University of Chinese Academy of Sciences (CN)
Publication Details
- Journal
- Marine Drugs
- Published
- 2024-12-22
- DOI
- https://doi.org/10.3390/md22120574
- Citations
- 3
- Primary Topic
- Microbial Natural Products and Biosynthesis
- Type
- article
- Field-Weighted Citation Impact
- 1.34
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Shandong Province