Homo/Hetero-Dimers of Aromatic Bisabolane Sesquiterpenoids with Neuroprotective Activity from the Fungus Aspergillus versicolor A18 from South China Sea |
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| Authors: | Han-Zhuang Weng Jun-Yu Zhu Fang-Yu Yuan Zhuo-Ya Tang Xiao-Qing Tian Ye Chen Cheng-Qi Fan Gui-Hua Tang Sheng Yin |
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| Affiliation: | 1.School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China; (H.-Z.W.); (J.-Y.Z.); (F.-Y.Y.); (Z.-Y.T.); (Y.C.); (S.Y.);2.East China Sea Fisheries Research Institute, Chinese Academy of Fishery Sciences, Shanghai 200090, China; |
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| Abstract: | Chromatographic fractionation of the EtOH extracts of the marine-derived fungus Aspergillus versicolor A18 has led to the isolation of 11 homo/hetero-dimers of aromatic bisabolane sesquiterpenoids including eight diphenyl ether-coupled aromatic bisabolanes (1a/1b and 5–10) and three homodimers (2–4), together with their monomers including three aromatic bisabolanes (11–13) and two diphenyl ethers (14 and 15). Their structures and absolute configurations were elucidated by extensive spectroscopic analysis including HRESIMS, 1D/2D NMR, calculated ECD, and the optical rotatory data. Among the four new compounds, (+/−)-asperbisabol A (1a/1b), asperbisabol B (2), and asperbisabol C (3), the enantiomers 1a and 1b represent an unprecedented skeleton of diphenyl ether-coupled aromatic bisabolane sesquiterpenoids with a spiroketal core moiety. The neuroprotective effects of selected compounds against sodium nitroprusside (SNP)-induced injury were evaluated in PC12 cells by the MTT assay. Five compounds (1a, 6, and 8–10) showed remarkable neuroprotective activities at 10 μM, being more active than the positive control edaravone. |
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| Keywords: | diphenyl ether-coupled aromatic bisabolane aromatic bisabolane dimer marine-derived fungus Aspergillus versicolor neuroprotective activity |
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