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
- Authors: Girasolo, M.A.; Tesoriere, L.; Casella, G.; Attanzio, A.; Capobianco, M.; Sabatino, P.; Barone, G.; Rubino, S.; Bonsignore, R.
- Publication year: 2017
- Type: Articolo in rivista (Articolo in rivista)
- Key words: Antitumor agents; Apoptosis; Boc-Orn-OH; NMR; Triphenyltin(IV);
- OA Link: http://hdl.handle.net/10447/215245
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, solution1H,13C and119Sn 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.