Antiviral Merosesquiterpenoids Produced by the Antarctic Fungus Aspergillus ochraceopetaliformis SCSIO 05702

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• 作者：Junfeng Wang ; Xiaoyi Wei ; Xiaochu Qin ; Xinpeng Tian ; Li Liao ; Kemin Li ; Xuefeng Zhou ; Xianwen Yang ; Fazuo Wang ; Tianyu Zhang ; Zhengchao Tu ; Bo Chen ; Yonghong Liu
• 刊名：Journal of Natural Products
• 出版年：2016
• 出版时间：January 22, 2016
• 年：2016
• 卷：79
• 期：1
• 页码：59-65
• 全文大小：400K
• ISSN：1520-6025

文摘

Five new highly oxygenated α-pyrone merosesquiterpenoids, ochraceopones A–E (1–5), together with one new double bond isomer of asteltoxin, isoasteltoxin (6), and two known asteltoxin derivatives, asteltoxin (7) and asteltoxin B (8), were isolated from an Antarctic soil-derived fungus, Aspergillus ochraceopetaliformis SCSIO 05702. Their structures were determined through extensive spectroscopic analysis, CD spectra, quantum mechanical calculations, and X-ray single-crystal diffraction. Ochraceopones A–D (1–4) are the first examples of α-pyrone merosesquiterpenoids possessing a linear tetracyclic carbon skeleton, which has not been previously described. All the isolated compounds were tested for their antiviral, cytotoxic, antibacterial, and antitubercular activities. Among these compounds, ochraceopone A (1), isoasteltoxin (6), and asteltoxin (7) exhibited antiviral activities against the H1N1 and H3N2 influenza viruses with IC₅₀ values of >20.0/12.2 ± 4.10, 0.23 ± 0.05/0.66 ± 0.09, and 0.54 ± 0.06/0.84 ± 0.02 μM, respectively. A possible biosynthetic pathway for ochraceopones A–E (1–5) was proposed.