Oxabornyl polyenes represent a unique group of polyketides characterized by a central polyene core flanked by a conserved oxabornyl moiety and a structurally diverse oxygen heterocyclic ring. They are widely distributed in fungi and possess a variety of biological activities. Due to the significant spatial separation between the two stereogenic ring systems, it is difficult to establish their overall relative configurations. Here, we isolated three oxabornyl polyenes, prugosenes A1–A3 (1–3), from Talaromyces sp. JNU18266-01. Although these compounds were first reported from Penicillium rugulosum, their overall relative and absolute configurations remained unassigned. By employing ozonolysis in combination with ECD calculations, we were able to establish their absolute configurations, and additionally obtained seven new chemical derivatives (4–10). Notably, through NMR data analysis and quantum chemical calculations, we achieved the structural revision of prugosene A2. Furthermore, prugosenes A1–A3 exhibited potent antiviral activity against the respiratory syncytial virus, with compound 1 displaying an IC₅₀ value of 6.3 μM. Our study thus provides a valuable reference for absolute configuration assignment of oxabornyl polyene compounds.

中文翻译：

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氧冰片基多烯 Prugosenes A1-A3 的绝对构型和 Prugosenes A2 的结构修正

氧冰片基多烯代表一类独特的聚酮化合物，其特征在于中心多烯核心，两侧是保守的氧冰片基部分和结构多样的氧杂环。它们广泛分布于真菌中，具有多种生物活性。由于两个立构环系统之间存在显着的空间分离，因此很难建立它们的整体相对构型。在这里，我们从Talaromyces sp.中分离出三种 oxabornyl 多烯，prugosenes A1–A3 ( 1 – 3 ) 。JNU18266-01。尽管这些化合物首先是从青霉中报道的，但它们的总体相对和绝对构型仍未确定。通过采用臭氧分解结合ECD计算，我们能够确定它们的绝对构型，并另外获得了七种新的化学衍生物（4-10 ）。值得注意的是，通过核磁共振数据分析和量子化学计算，我们实现了普鲁格烯A2的结构修正。此外，prugosenes A1–A3 对呼吸道合胞病毒表现出有效的抗病毒活性，化合物1 的IC ₅₀值为 6.3 μM。因此，我们的研究为氧冰片基多烯化合物的绝对构型分配提供了有价值的参考。