Unprecedented Neoverrucosane and Cyathane Diterpenoids with Anti-Neuroinflammatory Activity from Cultures of the Culinary-Medicinal Mushroom Hericium erinaceus
Abstract
:1. Introduction
2. Results
2.1. Structure Elucidation for 1 and 2
2.2. Structure Revision for 5
2.3. Neurotrophic Activity
2.4. Anti-Neuroinflammatory Activities
2.5. Molecular Docking Simulation of iNOS Inhibition
3. Discussion
4. Materials and Methods
4.1. General Experimental Procedures
4.2. Fungal Material
4.3. Extraction, Isolation and Purification
4.4. Structural Identification and Quantum Chemistry Calculations
4.5. Spectroscopic Data
4.5.1. Novel Compounds
4.5.2. Known Compounds
4.6. Biological Activity Assay
4.6.1. Evaluation of Neurotrophic Activity
4.6.2. Evaluation of Anti-Neuroinflammatory Activity
4.7. Molecular Docking and Dynamics Simulation
5. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
References
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1 (CD3OD) | 2 (CDCl3) | |||
---|---|---|---|---|
Position | δC | δH (m, J in Hz) | δC | δH (m, J in Hz) |
1 | 46.1 | 1.29 | 37.1 | 1.52 t (7.4) 2H |
2 | 28.3 | 0.68 m | 28.6 | 2.30 dt (7.8,1.4) 2H |
3 | 22.0 | 0.96 m 2H | 138.6 | |
4 | 24.1 | 140.3 | ||
5 | 71.9 | 4.00 dd (10.8, 7.3) | 34.0 | 3.27 m |
6 | 47.5 | 1.62 m H-6a 0.74 m H-6b | 43.7 | |
7 | 38.4 | 34.2 | 1.00 td (13.4,4.2) H-7a 2.06 dt (12.9,4.8) H-7b | |
8 | 36.2 | 1.23 m H-8a 1.07 m H-8b | 36.1 | 1.45 m 2H |
9 | 37.6 | 1.41 m H-9a 1.32 m H-9b | 49.7 | |
10 | 44.1 | 30.0 | 2.30 m H-10a 1.92 t (13.6) H-10b | |
11 | 41.9 | 1.50 m H-11a 1.21 m H-11b | 75.1 | 3.88 d (5.8) |
12 | 27.7 | 1.92 m H-12a 1.67 m H-12b | 141.4 | |
13 | 43.6 | 2.35 m | 132.0 | 6.13 d (8.0) |
14 | 52.2 | 1.59 m | 85.0 | 3.48 m |
15 | 43.7 | 2.88 m | 106.6 | 4.55 s |
16 | 181.2 | 17.4 | 0.78 s | |
17 | 20.0 | 1.26 d (7.0) | 24.2 | 1.08 s |
18 | 26.1 | 1.18 s | 27.2 | 2.98 p |
19 | 17.3 | 0.80 s | 21.4 | 0.96 d (4.6) |
20 | 20.4 | 0.83 s | 22.3 | 0.97 d (4.6) |
21 | 57.0 | 3.29 s | ||
22 | 54.7 | 3.36 s | ||
23 | 53.4 | 3.32 s | ||
1′ | 103.7 | 4.78 s | ||
2′ | 68.5 | 3.80 m | ||
3′ | 68.9 | 3.82 m | ||
4′ | 70.0 | 3.75 m | ||
5′ | 60.8 | 4.26 d (13.2) 3.47 m |
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Wei, J.; Li, J.-y.; Feng, X.-l.; Zhang, Y.; Hu, X.; Hui, H.; Xue, X.; Qi, J. Unprecedented Neoverrucosane and Cyathane Diterpenoids with Anti-Neuroinflammatory Activity from Cultures of the Culinary-Medicinal Mushroom Hericium erinaceus. Molecules 2023, 28, 6380. https://doi.org/10.3390/molecules28176380
Wei J, Li J-y, Feng X-l, Zhang Y, Hu X, Hui H, Xue X, Qi J. Unprecedented Neoverrucosane and Cyathane Diterpenoids with Anti-Neuroinflammatory Activity from Cultures of the Culinary-Medicinal Mushroom Hericium erinaceus. Molecules. 2023; 28(17):6380. https://doi.org/10.3390/molecules28176380
Chicago/Turabian StyleWei, Jing, Jia-yao Li, Xi-long Feng, Yilin Zhang, Xuansheng Hu, Heping Hui, Xiaodong Xue, and Jianzhao Qi. 2023. "Unprecedented Neoverrucosane and Cyathane Diterpenoids with Anti-Neuroinflammatory Activity from Cultures of the Culinary-Medicinal Mushroom Hericium erinaceus" Molecules 28, no. 17: 6380. https://doi.org/10.3390/molecules28176380