许多具有各种烷基的二有机锡络合物表现出优异的体外抗癌活性。然而，大多数二有机锡都是相同的烷基，不对称烷基R基团鲜有报道。因此，本文以芳甲酰肼、取代α-酮酸或其钠盐和丁基苯基二氯化锡为原料，通过微波“一锅法”反应合成了20种丁基苯基混合二烷基锡芳甲酰腙配合物。测定了9个配合物的晶体结构，表明配合物C1、C2、C11、C12和C16∼C19具有双核Sn2O2四面体环的中心对称结构；而配合物C9是一个三核锡氧簇，其6元环包裹在12元大环结构中。测试了复合物针对人类细胞系 NCI-H460、MCF-7、HepG2、Huh-7 和 HL-7702 的抑制活性。复合物 C2 对 HepG2 细胞表现出最佳的抑制作用，IC50 值为 0.82 ± 0.03 μM。细胞生物学实验表明，复合物C2可以诱导HepG2和Huh-7细胞凋亡和G2/M期细胞周期停滞。该复合物还导致 HepG2 和 Huh-7 细胞线粒体膜电位崩溃并增加细胞内活性氧。蛋白质印迹分析进一步阐明，复合物 C2 可以通过线粒体途径诱导细胞凋亡并释放活性氧。版权所有 © 2024 Elsevier Inc. 保留所有权利。

Many diorganotin complexes with various alkyl groups exhibit excellent in vitro anticancer activity. However, most diorganotin is the same alkyl group, and the asymmetric alkyl R group has been rarely reported. Hence, in this paper, twenty butylphenyl mixed dialkyltin arylformylhydrazone complexes have been synthesized by microwave "one-pot" reaction with arylformylhydrazine, substituted α-keto acid or its sodium salt and butylphenyltin dichloride. The crystal structures of nine complexes were determined, indicating that the complexes C1, C2, C11, C12, and C16 ∼ C19 possessed a central symmetric structure of a dinuclear Sn2O2 tetrahedral ring; while the complex C9 is a trinuclear tin-oxygen cluster with a 6-membered ring encased in a 12-membered macrocyclic structure. The inhibiting activity of complexes was tested against the human cell lines NCI-H460, MCF-7, HepG2, Huh-7 and HL-7702. Complex C2 demonstrated the optimal inhibitory effect on HepG2 cells, with an IC50 value of 0.82 ± 0.03 μM. Cellular biology experiments revealed that complex C2 could induce apoptosis and G2/M phase cell cycle arrest in HepG2 and Huh-7 cells. The complex also caused the collapse of the mitochondrial membrane potential and increased intracellular reactive oxygen species in HepG2 and Huh-7 cells. Western blot analysis further clarified that complex C2 could induce cell apoptosis through the mitochondrial pathway along with the release of reactive oxygen species.Copyright © 2024 Elsevier Inc. All rights reserved.