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Issue 20, 2016
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Syntheses, structures and anti-tumor activity of four new organotin(IV) carboxylates based on 2-thienylselenoacetic acid

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Abstract

With the 2-thienylselenoacetic acid ligand, four new organotin complexes, [Me3Sn(O2CCH2SeC4H3S-o)]n (1), [(Ph3Sn)6(O2CCH2SeC4H3S-o)6] (2), [(Me2Sn)43-O)2(O2CCH2SeC4H3S-o)4] (3), and [(PhSn)63-O)6(O2CCH2SeC4H3S-o)6] (4), have been synthesized and characterized by X-ray crystallography, elemental analysis, FT-IR and NMR (1H, 13C, and 119Sn) spectroscopy. The structure analysis indicates that complex 1 adopts a 1D infinite zig-zag chain structure, while complex 2 shows a centrosymmetric hexanuclear 24-membered macrocycle. In contrast, complex 3 and complex 4 display ladder and drum structures, respectively. Examination of the non-covalent intermolecular contacts in complex 3 reveals the existence of the C–H⋯O and C–H⋯π 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 1–3 has also been studied. Importantly, the anti-proliferative properties and possible mechanism of complex 2 are preliminarily investigated. The results demonstrate that complex 2 could induce apoptotic cell death via accumulation of ROS and collapse of the mitochondrial membrane permeabilization (MMP).

Graphical abstract: Syntheses, structures and anti-tumor activity of four new organotin(iv) carboxylates based on 2-thienylselenoacetic acid

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Publication details

The article was received on 05 Feb 2016, accepted on 12 Apr 2016 and first published on 12 Apr 2016


Article type: Paper
DOI: 10.1039/C6DT00532B
Citation: Dalton Trans., 2016,45, 8412-8421

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    Syntheses, structures and anti-tumor activity of four new organotin(IV) carboxylates based on 2-thienylselenoacetic acid

    Y. Zhang, R. Zhang, S. Zhang, S. Cheng, Q. Li and C. Ma, Dalton Trans., 2016, 45, 8412
    DOI: 10.1039/C6DT00532B

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