The reaction of Pt-antitumor drugs with selected nucleophiles. II. Preparation and characterization of coordination compounds of Pt(II) and L-histidine.
Various His-Pt(II) coordination compounds were prepared by reaction of K2PtCl4 or cis-[Pt(NH3)2Cl2](cis-DDP) with His and analyzed by 1H and 13C NMR spectroscopy, electrophoresis, and ion-exchange chromatography. His may be coordinated to Pt by the imidazol iminogroup and/or the alpha-aminogroup; the carboxygroup remains always free. Both bidentate as well as monodentate ligands were identified. Cis-DDP reacts with His to give a mixture of compounds where all these possibilities are present: cis-diamine-(histidine-N,N-)Pt(II) and three different types of cis-diammine-bis(histidine). HCl trans cleavage of compounds with bidentate His ligands leads to a mixture of two compounds having His ligated to Pt by an amino or imin group. The methods applied are suitable for analyzing reactions of His with cis-DDP under model conditions similar to physiological conditions.
D000970:Antineoplastic Agents / Q000032:analysis*; D002852:Chromatography, Ion Exchange; D002945:Cisplatin / Q000032:analysis; D004355:Drug Stability; D004586:Electrophoresis; D006639:Histidine / Q000032:analysis*; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D009944:Organoplatinum Compounds / Q000032:analysis*
D000970:Antineoplastic Agents; D009944:Organoplatinum Compounds; D006639:Histidine; D002945:Cisplatin