Preparation and characterization of a new trans-platinum glycocholate complex

• Published in: Inorganica Chimica Acta 2011-10, Vol.376 (1), p.651-654
• Main Authors: Almendral-Parra, M.J., Alonso, A., Criado, J.J., Manzano, J.L., Rodríguez-Fernández, E.
• Format: Article
• Language: English
• Subjects: Bile acids; Cell lines; Cytotoxic activity; Trans-platin
• ISSN: 0020-1693; 1873-3255
• DOI: 10.1016/j.ica.2011.06.048

The new compound, trans-[PtII(GC)2(NH3)2], is a transplatinum derivative containing glycocholate (GC, a bile acid) ligands. This compound is compared with cis-[PtIICl(GC)(NH3)2] and cisplatin in their cytotoxic properties against three cell lines (HELA229, A2780 and A2780cisR). [Display omitted] ► Synthesis of a new bile acid derivative of transplatin. ► Characterization of the new transplatinum complex. ► Preliminary cytotoxicity assays. The synthesis and characterization of a new water-soluble cytotoxic transplatinum compound are described. The new compounds, trans-[PtII(GC)2(NH3)2], is a transplatinum derivative containing an N2O2 donor set, using glycocholate (GC, a bile acid) ligands. The new compound has been characterized by infrared and NMR spectroscopies, as well as mass spectrometry. The FTIR spectra show a separation between νCOOas and νCOOs stretching bands in agreement with a monodentate binding mode of carboxylate group attached to platinum. The new compound is compared with cis-[PtIICl(GC)(NH3)2] in their cytotoxic properties against three cell lines (HELA229, A2780 and A2780cisR). Both compounds showed a poor inhibition on the growth of these cell lines in comparison with cis-platin (cis-DDP). Bile acids are involved in the enterohepatic cycle. This cycle can be useful for directing vectorially certain drugs for the treatment of diseases of the organs linked to this cycle. The next step of cytotoxicity assays will be performed in our laboratory, using cell lines related to these organs.