Ten new (1–10) and nine known (11–19) austocystins, along with four known anthraquinones (20–23), were isolated from the culture of Aspergillus ustus NRRL 5856 by bioactivity-guided fractionation. The structures of the new compounds were elucidated by spectroscopic data analysis, X-ray crystallographic study, the modified Mosher’s method, [Rh₂(OCOCF3)₄]-induced ECD spectral analysis, and comparison of the experimental ECD spectra with those of the similar analogues. Compounds 1–8 represent the first examples of austocystins with a C-4′ oxygenated substitution. The absolute configuration of 1″-hydroxy austocystin D (11) was determined by single-crystal X-ray diffraction and consideration of its biosynthetic origin. Compounds 5, 9, and 11 exhibited significant inhibitory effects against the proliferation of ConA-induced T cells with IC₅₀ values of 1.1, 1.0, and 0.93 μM, respectively. Furthermore, these compounds suppressed the expression of IL-6 in a dose-dependent manner. Compounds 10–12 and 14 showed pronounced cytotoxicities against MCF-7 with IC₅₀ values of 3.9, 1.3, 0.46, and 2.3 μM, respectively.

中文翻译：

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Asperustins A–J：来自 Aspergillus ustus NRRL 5856 的具有免疫抑制和细胞毒性活性的 Austocystins

通过生物活性引导的分级分离，从Aspergillus ustus NRRL 5856培养物中分离出10 种新的 ( 1 – 10 ) 和 9 种已知的 ( 11 – 19 ) 奥斯托囊素，以及四种已知的蒽醌 ( 20 – 23 ) 。通过光谱数据分析、X射线晶体学研究、改进的Mosher方法、[Rh ₂ (OCOCF3) ₄ ]诱导ECD光谱分析以及实验ECD光谱与类似化合物的比较，阐明了新化合物的结构。类似物。化合物1 – 8代表带有 C-4' 氧化取代的 austocystins 的第一个例子。通过单晶 X 射线衍射并考虑其生物合成来源确定了1''-羟基奥氏囊素 D ( 11 )的绝对构型。化合物5、9和11对ConA诱导的T细胞的增殖表现出显着的抑制作用，IC 50_值分别为1.1、1.0和0.93μM。此外，这些化合物以剂量依赖性方式抑制IL-6的表达。化合物10-12和14对MCF-7表现出明显的细胞毒性，IC 50值_分别为3.9、1.3、0.46和2.3 μM。