From the methanolic extract of the climbing stems and rhizomes of Sinomenium acutum, two new aporphine analogues, acutumalkaloids I and II, were isolated together with fifteen known compounds including lysicamine. The chemical structures of the isolated new compounds were elucidated based on chemical/physicochemical evidence such as NMR and MS spectra. For acutumalkaloids I and II, the absolute configurations were established by comparison of experimental and predicted electronic circular dichroism (ECD) data. We compared anti-proliferative activities of isolated compounds with reported naturally occurring Wnt/β-catenin pathway inhibitor, nuciferine. Among the isolated compounds, we found lysicamine have anti-proliferative activity against both of HT-29 human colon cancer cell line and its cancer stem cells (CSCs). The IC₅₀ values of lysicamine against non-CSCs and its CSCs were lower than that of nuciferine. In addition, the results of western blotting analysis suggested that lysicamine inhibited the expression of Wnt/β-catenin pathway target protein such as survivin. These results suggested that lysicamine show cytotoxic activity via inhibition of Wnt/β-catenin pathway.

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中文翻译：

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青藤攀缘茎和根茎生物碱成分对癌症干细胞的细胞毒活性

从青藤攀缘茎和根茎的甲醇提取物中，分离出两种新的阿朴啡类似物，即尖藤生物碱 I 和 II，以及包括赖西胺在内的 15 种已知化合物。基于化学/物理化学证据（例如核磁共振和质谱）阐明了分离的新化合物的化学结构。对于尖生物碱 I 和 II，通过比较实验和预测的电子圆二色性 (ECD) 数据建立了绝对构型。我们将分离化合物的抗增殖活性与报道的天然存在的 Wnt/ β-连环蛋白途径抑制剂荷叶碱进行了比较。在分离的化合物中，我们发现赖西胺对 HT-29 人结肠癌细胞系及其癌症干细胞 (CSC) 均具有抗增殖活性。赖斯卡明对非CSC及其CSC的IC ₅₀值均低于荷叶碱。此外，Western blotting分析结果提示，赖斯胺抑制Wnt/ β -catenin通路靶蛋白如survivin的表达。这些结果表明赖斯卡明通过抑制 Wnt/ β-连环蛋白途径表现出细胞毒活性。

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