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Royal Society of Chemistry, Dalton Transactions, 26(45), p. 10752-10760, 2016

DOI: 10.1039/c6dt01689h

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Bis(dimethylsulfoxide)carbonateplatinum(II), a new synthon for a low-impact, versatile synthetic route to anticancer Pt carboxylates

This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

The work describes a new low-impact synthetic route to Pt(ii)-carboxylate complexes, a class of compounds provided with established anticancer activity. The process is based on the ligand substitution on [PtCO3(Me2SO-S)2] (1), a new synthon that can be easily prepared in water with high yield, is stable as a solid, and is reactive in solution where all its ligands can be easily replaced. It reacts with acidic O-donors releasing CO2 as the only side-product, whose development also supplies a driving force toward the products. The substitution of carbonate led to new Pt-DMSO carboxylate complexes 2-4, while the total substitution of the ligands of complex 1 gave new Pt-phosphino carboxylates 5-9 in high yields. The X-ray crystal structures of complexes [Pt(d(-)-quinate-O,O′)(Me2SO-S)2] (3), [Pt(salicylate)(Me2SO-S)2] (4) and [Pt(salicylate)(PPh3)2] (6) were determined. The tests of the antiproliferative activity of complexes 1-9 on two human tumoral cell lines, A2780 (cisplatin-sensitive) and SKOV-3 (cisplatin-resistant), showed that the PTA (PTA = 1,3,5-triaza-7-phosphaadamantane) complexes 7-9 were the most active on both cell lines.