Pleurospiroketals A-E, perhydrobenzannulated 5,5-spiroketal sesquiterpenes from the edible mushroom Pleurotus cornucopiae.

Shao-juan Wang, Li Bao, Jun-jie Han, Quan-xin Wang, Xiao-li Yang, Hua-an Wen, Liang-dong Guo, Shao-jie Li, Feng Zhao, Hong-wei Liu

State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences, No.9 Beiertiao, Zhongguancun, Haidian District, Beijing 100190, People's Republic of China.

Journal of natural products 2013 Jan 25

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Five novel perhydrobenzannulated 5,5-spiroketal sesquiterpenes, namely, pleurospiroketals A-E (1-5), were isolated from the culture of the edible mushroom Pleurotus cornucopiae. Pleurospiroketals D (4) and E (5) were obtained as an isomeric mixture with a ratio of 5:4. Their structures were established by NMR, X-ray single-crystal diffraction, and CD data analysis. Pleurospiroketals A-E (1-5) are sesquiterpenoids with a unique benzannulated 5,5-spiroketal skeleton. Compounds 1-3 showed inhibitory activity against nitric oxide production in lipopolysaccharide-activated macrophages with IC(50) values of 6.8, 12.6, and 20.8 μM, respectively.

Citation

Shao-juan Wang, Li Bao, Jun-jie Han, Quan-xin Wang, Xiao-li Yang, Hua-an Wen, Liang-dong Guo, Shao-jie Li, Feng Zhao, Hong-wei Liu. Pleurospiroketals A-E, perhydrobenzannulated 5,5-spiroketal sesquiterpenes from the edible mushroom Pleurotus cornucopiae. Journal of natural products. 2013 Jan 25;76(1):45-50