Syntheses, structures and anti-tumor activity of four new organotin(iv) carboxylates based on 2-thienylselenoacetic acid.
With the 2-thienylselenoacetic acid ligand, four new organotin complexes, [Me3Sn(O2CCH2SeC4H3S-o)]n (), [(Ph3Sn)6(O2CCH2SeC4H3S-o)6] (), [(Me2Sn)4(μ3-O)2(O2CCH2SeC4H3S-o)4] (), and [(PhSn)6(μ3-O)6(O2CCH2SeC4H3S-o)6] (), have been synthesized and characterized by X-ray crystallography, elemental analysis, FT-IR and NMR ((1)H, (13)C, and (119)Sn) spectroscopy. The structure analysis indicates that complex adopts a 1D infinite zig-zag chain structure, while complex shows a centrosymmetric hexanuclear 24-membered macrocycle. In contrast, complex and complex display ladder and drum structures, respectively. Examination of the non-covalent intermolecular contacts in complex reveals the existence of the C-HO and C-Hπ interactions, which play an important function in the supramolecular construction. These compounds are rare examples of selenium carboxylic acid-based organotin derivatives. Furthermore, the anti-tumor activity of complexes has also been studied. Importantly, the anti-proliferative properties and possible mechanism of complex are preliminarily investigated. The results demonstrate that complex could induce apoptotic cell death via accumulation of ROS and collapse of the mitochondrial membrane permeabilization (MMP).
School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng, 252059, China. macl856@163.com macl@lcu.edu.cn.
Yuan-Yuan
YY
Zhang
School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng, 252059, China. macl856@163.com macl@lcu.edu.cn.
Ru-Fen
RF
Zhang
School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng, 252059, China. macl856@163.com macl@lcu.edu.cn.
Shao-Liang
SL
Zhang
School of Agriculture, Liaocheng University, Liaocheng, 252059, China.
Shuang
S
Cheng
School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng, 252059, China. macl856@163.com macl@lcu.edu.cn.
Qian-Li
QL
Li
School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng, 252059, China. macl856@163.com macl@lcu.edu.cn.
Chun-Lin
CL
Ma
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000633:toxicity; D017209:Apoptosis / Q000187:drug effects; D002264:Carboxylic Acids / Q000737:chemistry*; D045744:Cell Line, Tumor; D056831:Coordination Complexes / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D018360:Crystallography, X-Ray; D053938:DNA Fragmentation / Q000187:drug effects; D006367:HeLa Cells; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D053078:Membrane Potential, Mitochondrial / Q000187:drug effects; D008968:Molecular Conformation; D009947:Organotin Compounds / Q000737:chemistry*; D017382:Reactive Oxygen Species / Q000378:metabolism; D017550:Spectroscopy, Fourier Transform Infrared
D000970:Antineoplastic Agents; D002264:Carboxylic Acids; D056831:Coordination Complexes; D009947:Organotin Compounds; D017382:Reactive Oxygen Species