Metal complexes with organelle specificity and potent but selective cytotoxicity are highly desirable. A novel series of triphenylstannyl 4-((arylimino)methyl)benzoates (2–8) were obtained by the reactions of triphenylstannyl 4-formylbenzoate [Ph₃Sn(L¹)] 1 with primary aromatic amines. Two representative compounds (10, 11) were also synthesized by reacting aqua-triphenylstannyl 2-formylbenzoate [Ph₃Sn(L⁹)(H₂O)] (9) with aniline and p-fluoroaniline, respectively. These compounds were characterized by elemental analysis, IR and ¹H, ¹³C and ¹¹⁹Sn NMR spectroscopy, as well as single-crystal X-ray diffraction for compounds 5, 7–11 and three pro-ligands. The in vitro cytotoxic activities of 1–11 were assessed using the MTT tetrazolium dye assay against HeLa (human cervical) and MDA-MB-231 (breast) cancer cells, with IC₅₀ values revealing high activity. Compared to cisplatin, compounds 1–11 exhibited enhanced cytotoxic efficacy, indicating their potential as potent anticancer agents. Among these, 1 and 5 demonstrated maximum inhibition in HeLa cells, with negligible effect on normal human embryonic kidney (HEK) cells. The combined results of the DCFH-DA dye and Hoechst 33342/PI nuclear staining assays, along with flow cytometry analysis, show that they possess a dual mode of action: They induced apoptotic cell death, attributable to the tin-assisted generation of reactive oxygen species. Cell cycle analyses indicated that compounds 1 and 5 exhibit cell growth inhibition and may cause turbulences in the G1 and G2/M phases.

中文翻译：

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具有选择性效力的三苯基锡烷基（（芳基）甲基）苯甲酸酯可诱导人宫颈癌细胞中的G1和G2 / M细胞周期停滞并通过ROS触发凋亡†

具有细胞器特异性和有效但选择性的细胞毒性的金属配合物是非常需要的。通过三苯基锡烷基4-甲酰基苯甲酸酯[Ph ₃ Sn（L ¹）] 1与伯芳族胺的反应，获得了一系列新的苯基三苯基锡烷基4-（（芳基）甲基）苯甲酸酯（2-8）。两种有代表性的化合物（10，11）也由水产三苯基-2-甲酰基苯甲酸甲酯反应来合成[PH ₃的Sn（L ⁹）（H ₂ O）]（9）中与苯胺和p分别-fluoroaniline。这些化合物的特征在于元素分析，红外光谱和¹H，¹³ C和¹¹⁹ Sn的NMR谱，以及对化合物的单晶X射线衍射5，7-11和三亲配体。在体外的细胞毒活性1-11分别使用针对海拉的MTT四唑鎓染料测定（人宫颈癌）MDA-MB-231（乳腺）肿瘤细胞评估，并且与IC ₅₀值揭示高活性。与顺铂相比，化合物1-11表现出增强的细胞毒功效，表明它们作为有效的抗癌药具有潜力。其中1和5证明对HeLa细胞具有最大抑制作用，对正常人胚胎肾脏（HEK）细胞的影响可忽略不计。DCFH-DA染料和Hoechst 33342 / PI核染色测定的结合结果以及流式细胞仪分析表明，它们具有双重作用模式：它们诱导凋亡细胞死亡，这归因于锡辅助产生的活性氧。物种。细胞周期分析表明，化合物1和5表现出细胞生长抑制作用，并可能在G1和G2 / M期引起湍流。