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A novel compound of triphenyltin(IV) with N-tert-butoxycarbonyl-L-ornithine causes cancer cell death by inducing a p53-dependent activation of the mitochondrial pathway of apoptosis

Girasolo, Maria Assunta, Tesoriere, Luisa, Casella, Girolamo, Attanzio, Alessandro, Capobianco, Massimo L., Sabatino, Piera, Barone, Giampaolo, Rubino, Simona and Bonsignore, Riccardo 2017. A novel compound of triphenyltin(IV) with N-tert-butoxycarbonyl-L-ornithine causes cancer cell death by inducing a p53-dependent activation of the mitochondrial pathway of apoptosis. Inorganica Chimica Acta 456 , pp. 1-8. 10.1016/j.ica.2016.11.012

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Abstract

The triphenyltin(IV) compound with N-tert-butoxycarbonyl-l-ornithine (Boc-Orn-OH), [Ph3Sn(Boc-Orn-O)], was synthesized and characterized by elemental analysis, FT-IR, solution 1H, 13C and 119Sn NMR and ESI mass spectrometry. The organotin(IV) compound inhibited at very low micromolar concentrations the growth of human tumor cell lines HepG2 (hepatocarcinoma cells), MCF-7 (mammary cancer) and HCT116 (colorectal carcinoma) while it did not affect the viability of non-malignant human-derived hepatic cells Chang. The mechanism of the antiproliferative effect of Ph3Sn(Boc-Orn-O), investigated on human hepatoma HepG2 cells, was pro-apoptotic, being associated with externalization of plasma membrane phosphatidylserine, chromatin condensation or fragmentation and mitochondrial dysfunction as well as with increase of p53 levels.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
ISSN: 0020-1693
Date of Acceptance: 11 November 2016
Last Modified: 16 Oct 2020 01:45
URI: https://orca.cardiff.ac.uk/id/eprint/128680

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