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Water soluble, hydrolytically stable derivatives of the antitumor drug titanocene dichloride and binding studies with nucleotides

1998; Elsevier BV; Volume: 565; Issue: 1-2 Linguagem: Inglês

10.1016/s0022-328x(98)00441-0

1872-8561

George Mokdsi, Margaret M. Harding,

Metal complexes synthesis and properties

The rate of hydrolysis of the aromatic rings of Cp2TiX2 and the dimethylsubstituted derivatives (MeCp)2TiX2 [X=Cl, O2CCH2NH3Cl], in aqueous solutions at pH 2–8 have been studied by 1H-NMR spectroscopy. Rapid hydrolysis of both the halide and cyclopentadienyl ligands in Cp2TiX2 [X=Cl, O2CCH2NH3Cl] occurs to give predominantly insoluble precipitates at pH 7. In contrast, under the same experimental conditions, the predominant species present in aqueous solutions of (MeCp)2TiX2 [X=Cl, O2CCH2NH3Cl] at pH 2–8 contains both methycyclopentadienyl rings metal bound. At pH 5, while stable adducts between nucleotides and Cp2TiX2 are not formed, in the presence of 1 equiv. of 5′-dAMP or 5′-dGMP, (MeCp)2TiX2 formed complex(es) which were stable for 24 h. These results suggest that formation of stable chelates between (MeCp)2TiX2 and nucleic acid constituents in vivo is possible.