Synthesis, Characterization, Cytotoxicity, and Time-Dependent NMR Spectroscopic Studies of (SP-4-3)-Oxalato[(1R,2R,4R/1S,2S,4S)-(4-trifluoromethyl-cyclohexane-1,2-diamine)]platinum(II): Synthesis, Characterization, Cytotoxicity, and Time-Dependent NMR Spectroscopic Studies of (SP-4-3)-Oxalato[(1R,2R,4R/1S,2S,4S)-(4-trifluoromethyl-cyc

The oxaliplatin derivative (SP-4-3)-oxalato[(1R,2R,4R/1S,2S,4S)-(4-trifluoromethyl-cyclohexane-1,2-diamine)]platinum(II) hosting a trifluoromethyl group at position 4 of the cyclohexane ring is presented. The ligand was synthesized as an 1R,2R,4R/1S,2S,4S racemic mixture starting from 4-trifluoromethyl-cyclohexanol over five steps and coordinated to platinum to yield first the dichlorido and subsequently the oxalato complex. This novel compound and its analogue featuring a (C-13(2))oxalate ligand were characterized by multinuclear (H-1, C-13, N-15, F-19, Pt-195) one- and two-dimensional NMR spectroscopy. Ligand exchange and adduct formation reactions with DMSO, NaCl, CaCl2, l-methionine, and 5 '-GMP were investigated via time-dependent measurements by F-19 and C-13 NMR spectroscopy. The cytotoxicity of the title complex was investigated in three human cancer cell lines; the IC50 values were found in the low micromolar range, attesting moderate to high antiproliferative activity, depending on the cell line.