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| Autores principales: | , , , , , , , , , |
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| Formato: | Artículo científico |
| Lenguaje: | en |
| Publicado: |
Bioorganic chemistry
2025
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| Materias: | |
| Acceso en línea: | https://pubmed.ncbi.nlm.nih.gov/40966777/ |
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| author | Liu, Yi-Wei Li, Xin-Jia Hu, Xue-Yi Li, Xiao-Ming Liu, Hui Yang, Sui-Qun Li, Hong-Lei Chen, Xiao-Dan Jin, Meng Wang, Bin-Gui |
| author_facet | Liu, Yi-Wei Li, Xin-Jia Hu, Xue-Yi Li, Xiao-Ming Liu, Hui Yang, Sui-Qun Li, Hong-Lei Chen, Xiao-Dan Jin, Meng Wang, Bin-Gui Liu, Yi-Wei Li, Xin-Jia Hu, Xue-Yi Li, Xiao-Ming Liu, Hui Yang, Sui-Qun Li, Hong-Lei Chen, Xiao-Dan Jin, Meng Wang, Bin-Gui |
| collection | PubMed - marine biology |
| contents | Sirenin and bisabolane sesquiterpenoids from two marine isolates of Penicillium chermesinum with anti-osteoporotic activity by modulating NOD-like receptor signaling pathway. Liu, Yi-Wei Li, Xin-Jia Hu, Xue-Yi Li, Xiao-Ming Liu, Hui Yang, Sui-Qun Li, Hong-Lei Chen, Xiao-Dan Jin, Meng Wang, Bin-Gui Penicillium Animals Zebrafish Signal Transduction Sesquiterpenes Molecular Structure Osteoporosis Structure-Activity Relationship Dose-Response Relationship, Drug Mice Nine unreported (chermesirenins A-I, 1-9) and one known (eupenicisirenin C, 10) sirenin sesquiterpenoids as well as two unreported bisabolane-type sesquiterpenoids (chermebisabolins A and B, 11 and 12) were isolated from two isolates of marine-sourced fungal strains Penicillium chermesinum EN-480 and AS-400, which were obtained as endophytic and endozoic fungi from the marine red alga Pterocladiella tenuis and the marine chiton Liolophura japonica, respectively. The sirenin sesquiterpenoids (1-9) featured with unique 6/3 dicyclic ring system while compounds 8 and 9 are nor-sirenin analogs by degrading the C-12 methyl group. Their structures including stereochemical configurations were confirmed through NMR interpretation, ECD analysis, Mosher's method, X-ray crystallographic diffraction, and quantum chemical calculations. The anti-osteoporotic activity evaluation in the zebrafish osteoporosis model revealed that chermesirenin A (1) could significantly alleviate the reduction of bone fluorescence area and fluorescence density in prednisolone-treated zebrafish. Furthermore, compound 1 could down-regulate the expression of the genes associated with prednisolone-induced osteoclastogenesis, ctsk and tnfrsf11b, to improve bone formation status. Exploration on the mechanism through the transcriptomic analysis showed that compound 1 might act on the NOD-like receptor (NLR) signaling pathway involved in inflammatory responses and bone metabolism regulation, which has not been reported among previous investigations on sesquiterpenoids. These results demonstrated that compound 1 deserved further development as a potential candidate towards the therapy of osteoporotic disease. |
| format | Artículo científico |
| id | pubmed_40966777 |
| institution | PubMed |
| language | en |
| publishDate | 2025 |
| publisher | Bioorganic chemistry |
| record_format | pubmed |
| spellingShingle | Sirenin and bisabolane sesquiterpenoids from two marine isolates of Penicillium chermesinum with anti-osteoporotic activity by modulating NOD-like receptor signaling pathway. Liu, Yi-Wei Li, Xin-Jia Hu, Xue-Yi Li, Xiao-Ming Liu, Hui Yang, Sui-Qun Li, Hong-Lei Chen, Xiao-Dan Jin, Meng Wang, Bin-Gui Penicillium Animals Zebrafish Signal Transduction Sesquiterpenes Molecular Structure Osteoporosis Structure-Activity Relationship Dose-Response Relationship, Drug Mice Sirenin and bisabolane sesquiterpenoids from two marine isolates of Penicillium chermesinum with anti-osteoporotic activity by modulating NOD-like receptor signaling pathway. Liu, Yi-Wei Li, Xin-Jia Hu, Xue-Yi Li, Xiao-Ming Liu, Hui Yang, Sui-Qun Li, Hong-Lei Chen, Xiao-Dan Jin, Meng Wang, Bin-Gui Penicillium Animals Zebrafish Signal Transduction Sesquiterpenes Molecular Structure Osteoporosis Structure-Activity Relationship Dose-Response Relationship, Drug Mice Nine unreported (chermesirenins A-I, 1-9) and one known (eupenicisirenin C, 10) sirenin sesquiterpenoids as well as two unreported bisabolane-type sesquiterpenoids (chermebisabolins A and B, 11 and 12) were isolated from two isolates of marine-sourced fungal strains Penicillium chermesinum EN-480 and AS-400, which were obtained as endophytic and endozoic fungi from the marine red alga Pterocladiella tenuis and the marine chiton Liolophura japonica, respectively. The sirenin sesquiterpenoids (1-9) featured with unique 6/3 dicyclic ring system while compounds 8 and 9 are nor-sirenin analogs by degrading the C-12 methyl group. Their structures including stereochemical configurations were confirmed through NMR interpretation, ECD analysis, Mosher's method, X-ray crystallographic diffraction, and quantum chemical calculations. The anti-osteoporotic activity evaluation in the zebrafish osteoporosis model revealed that chermesirenin A (1) could significantly alleviate the reduction of bone fluorescence area and fluorescence density in prednisolone-treated zebrafish. Furthermore, compound 1 could down-regulate the expression of the genes associated with prednisolone-induced osteoclastogenesis, ctsk and tnfrsf11b, to improve bone formation status. Exploration on the mechanism through the transcriptomic analysis showed that compound 1 might act on the NOD-like receptor (NLR) signaling pathway involved in inflammatory responses and bone metabolism regulation, which has not been reported among previous investigations on sesquiterpenoids. These results demonstrated that compound 1 deserved further development as a potential candidate towards the therapy of osteoporotic disease. |
| title | Sirenin and bisabolane sesquiterpenoids from two marine isolates of Penicillium chermesinum with anti-osteoporotic activity by modulating NOD-like receptor signaling pathway. |
| topic | Penicillium Animals Zebrafish Signal Transduction Sesquiterpenes Molecular Structure Osteoporosis Structure-Activity Relationship Dose-Response Relationship, Drug Mice |
| url | https://pubmed.ncbi.nlm.nih.gov/40966777/ |