Herqupenoid A (1), a sesquiterpene-quinone hybrid with an unparalleled 5/5/6/5-fused ring skeleton based on a multicyclic caged 2,7-dioxatetracyclo[5.4.0.0^4,11.0^5,9]hendecane fragment, was isolated from fungus Penicillium herquei. Its structure was assigned by extensive spectroscopic analyses, DP4+ computational method, and single-crystal X-ray diffraction. Further pharmacology research has established that compound 1 exhibited significant anti-inflammatory activity via inhibiting NF-κB-NLRP3 axis with an IC₅₀ value of 2.63 μM, which was stronger than the positive control dexamethasone. A putative biosynthetic pathway involving the key hemiacetal and aldol condensation reactions for 1 was also discussed.

中文翻译：

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Herqupenoid A，一种无与伦比的倍半萜-醌杂交体，具有多环笼状 2,7-二恶杂交体[5.4.0.04,11.05,9]来自赫尔青霉的亨迪烷片段


Herqupenoid A （1） 是一种倍半萜-醌杂交体，具有无与伦比的 5/5/6/5 熔合环骨架，基于多环笼 2,7-二氧杂烩四环[5.4.0.0^{4,11.0 5,9}]十六烷片段，是从真菌 Penicillium herquei 中分离出来的。其结构是通过广泛的光谱分析、DP4+ 计算方法和单晶 X 射线衍射分配的。进一步的药理学研究已经确定，化合物 1 通过抑制 NF-κB-NLRP3 轴表现出显着的抗炎活性，IC₅₀ 值为 2.63 μM，比阳性对照地塞米松强。还讨论了涉及 1 的关键半缩醛和羟醛缩合反应的推定生物合成途径。