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Novel organotin(IV) Complexes derived from 4-fluorophenyl- selenoacetic acid: synthesis, characterization and in vitro cytostatic activity evaluation

Abstract

A cluster of novel organotin (IV) complexes with formulas [Me3Sn(O2CCH2SeC6H4F-p)]n (1), [(Me2Sn)4(μ3-O)2(O2CCH2SeC6H4F-p)4] (2), [n-Bu3Sn(O2CCH2SeC6H4F-p)]n (3) and [n-Bu2Sn(O2CCH2SeC6H4F-p)2] (4) were designed, synthsized and characterized by elemental analysis, FT-IR, NMR (1H, 13C, and 119Sn) spectroscopy as well as single-crystal X-ray diffraction. Complexes 1 and 3 represent one-dimensional (1D) coordination polymers composed of alternate [Sn-O]2. The molecular spatial structure of 2 reveals it to be a tetranuclear possessing a ladder-like structure and containing four carboxylate ligands. The 1D chanin is formed by C-H•••F interaction. Complex 4 is a monomer connected into a 1D coordination polymer through the intermolecular interaction C-H•••O. Meanwhile, four novel corresponding organosulfurtin complexes (5-8) were also prepared. What’s more, complexes 1-4 and 5-8 were evaluated for their in vitro cytostatic activity against human breast cancer cell lines (MDA-MB-231). The preliminary screen show that organotin derivatives with n-butyl group (3, 4 and 7, 8) exhibit significantly higher cytostatic activity than those with methyl group (1, 2 and 5, 6). Mechanically, further cytotoxic assessments of complex 4 in mediated of MDA-MB-231 cells were conducted, and the results revealed that the antiproliferative and proapoptotic effect of complex 4 in MDA-MB-231 cells prominently contributed to the boosted ROS, collapsed mitochondrial membrane potential and release of cytochrome C from outer membrane of mitochondrial, which sequently activate caspase-3, the executioner who was responsible to complex 4 chemotherapeutic potential against MDA-MB-231 cells.

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Publication details

The article was received on 12 Feb 2017, accepted on 18 May 2017 and first published on 18 May 2017


Article type: Paper
DOI: 10.1039/C7NJ00500H
Citation: New J. Chem., 2017, Accepted Manuscript
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    Novel organotin(IV) Complexes derived from 4-fluorophenyl- selenoacetic acid: synthesis, characterization and in vitro cytostatic activity evaluation

    Y. Qiu, R. Zhang, S. Zhang, S. Cheng, Q. Li and C. Ma, New J. Chem., 2017, Accepted Manuscript , DOI: 10.1039/C7NJ00500H

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