Ten ring-B aromatized ergosterols from Aspergillus spectabilis
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WEI Mengsha,
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SUN Weiguang,
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LIU Linlin,
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LI Yongqi,
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LI Lanqin,
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LI Qin,
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CHEN Yu,
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GUO Jieru,
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GU Lianghu,
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ZHU Hucheng,
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CHEN Chunmei,
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ZHANG Yonghui
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Graphical Abstract
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Abstract
Spectasterols F−O (1−10), ten interesting ergosterols with an aromatized B ring, were obtained from Aspergillus spectabilis. Their structures and absolute configurations were determined using a combination of high-resolution electrospray ionization mass spectrometry (HR-ESI-MS), nuclear magnetic resonance (NMR) spectroscopy, single-crystal X-ray diffraction analyses, and electronic circular dichroism (ECD) calculations. Structurally, these aromatic ergosterols feature versatile side chains. Notably, compound aromatic ergosterols featured versatile side chains, and compound 4 is an unusual C23 ergosterol characterized by a shorter side chain due to oxidative cleavage between C-23 and C-24. All compounds were evaluated for their neuroprotective activities, with compound 8 showing a dose-dependent ability to reduce apoptosis and protect mitochondrial function in glutamate-induced SH-SY5Y cells.
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