Abstract An effective and highly regio- and diastereoselective one-pot synthesis of two types of dispiro heterocyclic systems (2-thioxodispiro[imidazolidine-4,3′-pyrrolidine-2′,3″-indoline]-2″,5-diones and 2-thioxodispiro[imidazolidine-4,3′-pyrrolidine-4′,3″-indoline]-2″,5-diones) comprising pyrrolidinyl-oxindole, thiohydantoin and adamantane moieties has been developed based on a 1,3-dipolar cycloaddition of azomethine ylides, generated from isatin and sarcosine or formaldehyde and sarcosine, to adamantane-containing electron-deficient alkenes. Several molecules have demonstrated a considerable cytotoxicity against A549, HEK293T, MCF7 and VA13 cancer cell lines. The possible mechanism of anticancer activity of the synthesized compounds based on literature data may be the inhibition of p53/MDM2 interaction; however, we did not observe significant p53 activation using a reporter construction in A549 cell line in the relevant concentration range. Graphical Abstract

中文翻译：

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含乙内酰脲和金刚烷片段的羟吲哚二螺衍生物的合成及细胞毒性

摘要 一种有效且高度区域选择性和非对映选择性的一锅法合成两种类型的二螺杂环系统（2-硫代二螺[咪唑烷-4,3'-吡咯烷-2',3"-二氢吲哚]-2",5-二酮和2-thioxodispiro[imidazolidine-4,3'-pyrrolidine-4',3"-indoline]-2",5-diones) 包含吡咯烷基-羟吲哚、硫代乙内酰脲和金刚烷部分已基于 1,3-偶极环加成开发由靛红和肌氨酸或甲醛和肌氨酸生成的偶氮甲碱叶立德转化为含金刚烷的缺电子烯烃。几种分子已证明对 A549、HEK293T、MCF7 和 VA13 癌细胞系具有相当大的细胞毒性。根据文献资料合成的化合物抗癌活性的可能机制可能是抑制p53/MDM2相互作用；然而，在相关浓度范围内，我们没有在 A549 细胞系中使用报告基因构建观察到显着的 p53 激活。图形概要