研究动态
Articles below are published ahead of final publication in an issue. Please cite articles in the following format: authors, (year), title, journal, DOI.

带有噻唑附加钳配体的有机锡 (IV) 配合物的合成、结构和细胞毒性见解。

Synthesis, structures, and cytotoxicity insights of organotin(IV) complexes with thiazole-appended pincer ligand.

发表日期:2024 Sep 30
作者: Tushar S Basu Baul, Swmkwr Brahma, Rupen Tamang, Andrew Duthie, Biplob Koch, Sean Parkin
来源: JOURNAL OF INORGANIC BIOCHEMISTRY

摘要:

组成为 [Me2Sn(L)] (1)、[n-Bu2Sn(L)] (2)、[Ph2Sn(L)]⋅C6H6 (3)、[Bz2Sn(L)]⋅C6H6 (4) 的二有机锡络合物和 [n-Oct2Sn(L)] (5) 通过 R2SnO(R = Me、n-Bu、Ph、Bz 或 n-Oct)与 N2,N6-二(噻唑-2-基)吡啶-反应合成回流甲苯中的 2,6-二甲酰胺(H2L,其中 H2 表示两个酸性质子)。此外,以n-BuSnCl3 和H2L 在乙腈中合成单正丁基锡络合物[n-BuSn(HL)Cl2]·H2O (6)。通过 FT-IR、1H、13C 和 119Sn NMR 光谱对化合物进行了表征,同时使用单晶 X 射线衍射研究检查了它们的固态结构。在二有机锡化合物 1-5 中,双阴离子三齿配体(Npy、N-、N-)充当 κ-N3 螯合剂。在 6 中,L 部分(O、Npy、N-)充当 κ-ON2 三齿螯合剂,涉及一个甲酰胺氧原子。 Sn(IV) 离子周围的配位多面体由化合物 1-5 中的两个轴向 Sn-R 配体或化合物 6 中的 n-Bu 和 Cl 配体完成,分别产生扭曲的三角双锥或八面体结构。锡NMR结果表明,在固态中观察到的化合物1-5的五配位结构和化合物6的六配位结构在溶液中得以保留。在T-47D乳腺癌细胞上测试了1-5的体外抗肿瘤活性。其中,二苯基锡化合物 3 显示出最高的抗增殖作用,IC50 为 10 ± 1.60 μM。化合物 3 表现出选择性毒性,可能通过活性氧的产生和核变化诱导细胞凋亡,表明其有望成为乳腺癌治疗药物。本研究首次探索了噻唑有机锡化合物的细胞毒性。版权所有 © 2024 Elsevier Inc. 保留所有权利。
Diorganotin complexes of the compositions [Me2Sn(L)] (1), [n-Bu2Sn(L)] (2), [Ph2Sn(L)]⋅C6H6 (3), [Bz2Sn(L)]⋅C6H6 (4) and [n-Oct2Sn(L)] (5) were synthesized by reacting R2SnO (R = Me, n-Bu, Ph, Bz or n-Oct) with the N2,N6-di(thiazol-2-yl)pyridine-2,6-dicarboxamide (H2L, where H2 denotes the two acidic protons) in refluxing toluene. Additionally, the mono-n-butyltin complex [n-BuSn(HL)Cl2]·H2O (6) was synthesized from n-BuSnCl3 and H2L in acetonitrile. Compounds were characterized by FT-IR, 1H, 13C and 119Sn NMR spectroscopy, while their solid-state structures were examined using single-crystal X-ray diffraction studies. In diorganotin compounds 1-5, the dianionic tridentate ligands (Npy, N-, N-) act as κ-N3 chelators. In 6, the L moiety (O, Npy, N-) acts as a κ-ON2 tridentate chelator, with involvement of one of the carboxamide oxygen atoms. The coordination polyhedron around the Sn(IV) ion is completed either by two axial Sn-R ligands in compounds 1-5 or by n-Bu and Cl ligands in compound 6, giving rise to distorted trigonal bipyramid or octahedral structures, respectively. The tin NMR results show that the penta-coordinated structures of compounds 1-5 and the hexacoordinated structure of compound 6, observed in the solid-state, are retained in solution. The in vitro antitumor activities of 1-5 were tested on T-47D breast cancer cells. Of these, diphenyltin compound 3 showed the highest anti-proliferative effect, with an IC50 of 10 ± 1.60 μM. Compound 3 exhibited selective toxicity, potentially inducing apoptosis via reactive oxygen species generation and nuclear changes, indicating promise as a breast cancer treatment. This study is the first to explore thiazole-appended organotin compounds for cytotoxicity.Copyright © 2024 Elsevier Inc. All rights reserved.