Synthesis, Base Pairing Properties, and Biological Activity Studies of Platinum(II) Complexes Based on Uracil Nucleosides.

The synthesis and base pairing properties of platinum complexes based on uridine and deoxyuridine nucleosides and preliminary studies of their antiproliferative activity are described. Platinum(II) uridine and deoxyuridine complexes were synthesized by C-I oxidative addition to Pt(0)(PPh). First, the synthesis was performed with protected nucleosides to generate complexes and , which were deprotected under basic conditions, affording complexes and in good yields. The synthesis with the unprotected nucleosides was also performed and provided complexes and effectively. Base pairing interactions were measured for complex , either for self-base pairing or for the Watson-Crick base pair. Complex undergoes self-base pairing in CDCl, and this aggregation was found not to be dependent on metalation. Contrastingly, for the Watson-Crick base pair with adenine, base pairing was also observed, but metalation was found to affect hydrogen bonding considerably. Complexes and and the corresponding ligand precursors were evaluated for their antiproliferative activity against human glioblastoma cell line U-251. The compounds showed IC values of 3.30 () and 1.84 () μM but are also toxic for nontumorous cell lines.