A unique collection of 292 extracts from 107 New Caledonian Euphorbiaceae species sensu lato was profiled by LC-MS² and the metabolite content organized by molecular networking. Based on the assumption that taxon-specific molecules are more likely to be structurally novel, taxonomic data were mapped on spectral networks to detect genus-specific clusters. Using this approach, a group of compounds unique to the genus Austrobuxus was highlighted. The subsequent MS-guided purification of the fruit EtOAc extract of Austrobuxus carunculatus led to the isolation of 13 new monolactone and “norditerpene” picrotoxanes (2–14), along with the known tutin (1). The structures of the new compounds were elucidated by HRESIMS and NMR spectroscopic data analysis, and the absolute configurations of compounds 1, 3, 7, 11, 12, and 14 were determined by single-crystal X-ray diffraction analysis. The relative and absolute configurations of compounds 4 and 5 were ascertained by chemical transformation of compound 3. The absolute configurations of other members of the series have been proposed on the basis of biogenetic considerations and specific rotation values of similar sign and magnitude. Compounds 1–14 were evaluated for their antiproliferative activities against HCT116 colon, U87-MG glioblastoma, and A549 lung human cancer cell lines. Compounds bearing an acyl chain at C-2 (i.e., 2, 4, and 13) showed IC₅₀ values in the micromolar range for the three cell lines used.

中文翻译：

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使用基于分类法的分子网络从 Austrobusus carunculatus 中分离苦环素

LC-MS ²分析了来自 107 种新喀里多尼亚大戟科sensu lato的 292 种提取物的独特集合，并通过分子网络组织了代谢物含量。基于分类群特异性分子更有可能在结构上新颖的假设，分类学数据被映射到光谱网络上以检测属特异性簇。使用这种方法，突出了Austrobusus属独有的一组化合物。随后对Austrobusus carunculatus的果实 EtOAc 提取物进行 MS 引导纯化，分离出了 13 种新的单内酯和“降二萜”picrotoxanes ( 2 – 14 )，以及已知的 tutin ( 1)）。新化合物的结构经HRESIMS和NMR光谱数据的分析，和化合物的绝对构型阐明1，3，7，11，12，和14是由单晶X射线衍射分析来确定。化合物4和5的相对构型和绝对构型通过化合物3的化学转化确定。该系列其他成员的绝对构型是根据生物遗传考虑和类似符号和幅度的特定旋转值提出的。化合物1 – 14评估了它们对 HCT116 结肠、U87-MG 胶质母细胞瘤和 A549 肺癌人类癌细胞系的抗增殖活性。在C-2轴承的酰基链的化合物（即，2，4，和13）显示出IC _50个值在微摩尔范围内对所用的三种细胞系。