- Synthesis and characterization of diastereomeric (substituted iminodiacetato) (1,2- diaminocyclohexane)platinum(II) complexes
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Novel complexes of the type [Pt(DACH)(N-R·iminodiacetate)], wherein DACH represents (R,S)- and (R,R)- 1,2-diaminocyclohexane and R represents -Me, -EtOH, and -CH2Ph groups, have been prepared, purified, and characterized by spectroscopic techniques (1H, 13C, and 195Pt NMR; MS(FAB); IR) and by the measurement of selected physical properties (pH, pKa, conductivity, and molecular weights). The data are consistent with the formation of two diastereomeric complexes in unequal proportions in which the N-R-iminodiacetate ligand appears to be bonded as a pseudofacial tridentate chelate. One arm of the ligand forms a stable five-membered-ring O,N-chelate while the other arm appears to be involved in ion-pair formation (zwitterion-like) involving the carboxylate anion and the formally positive Pt(II) central metal atom. It has been demonstrated indirectly that an active impurity was present in predictably inactive bulk complexes of the type PtN3O. The need to characterize unequivocally and certify the purity of prospective antitumor complexes is emphasized.
- Hoeschele, James D.,Farrell,Turner,Rithner, Christopher D.
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p. 4106 - 4113
(2008/10/08)
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