Cardioprotective 22-hydroxylanostane triterpenoids from the fruiting bodies of Phellinus igniarius
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Zhang, Zhen
Feng, Yunjiang
Cheng, Yuanyuan
Li, Shuyuan
Li, Can
Tian, Li-Wen
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Abstract
Seven undescribed 22-hydroxylanostane triterpenoids were isolated from the fruiting bodies of Phellinus igniarius, together with three known sterols. Their structures were assigned by extensive spectroscopic and HRESIMS data analyses. The absolute configurations of C-22 were determined by X-ray crystallography, chemical methods, and spectroscopic data comparison. Phellinol G was a 25,26,27-trinorlanostane triterpenoid glycoside. 22S/22R-25,26,27- Trinorlanosta-8-en-3β,22,24-triols with the same side chain as that of phellinol G were stereoselectively synthesized from commercial lanosterol for the first time. The key step involved Sharpless asymmetrical epoxidation. Phellinols A, B, and F showed cardioprotective activity against oxygen-glucose deprivation/reoxygenation injury in H9c2 cells at a concentration of 20 μM.
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Phytochemistry
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191
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© 2021 Elsevier. Licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International Licence (http://creativecommons.org/licenses/by-nc-nd/4.0/) which permits unrestricted, non-commercial use, distribution and reproduction in any medium, providing that the work is properly cited.
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Chemical sciences
Biological sciences
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Li, Y-T; Zhang, Z; Feng, Y; Cheng, Y; Li, S; Li, C; Tian, L-W, Cardioprotective 22-hydroxylanostane triterpenoids from the fruiting bodies of Phellinus igniarius, Phytochemistry, 2021, 191, pp. 112907