ChemInform Abstract: Synthesis and Antitumor Activity of Water-Soluble 2-Benzyl-1,2- diaminobutane-α-oxycarboxylatoplatinum(II) Complexes.

Abstract

Abstract Nine new water-soluble platinum(II) complexes were synthesized and characterized. Racemic (±)-2-benzyl-1,2- diaminobutane or the corresponding enantiomers (+)-2-benzyl-1,2-diaminobutane and (−)-2-benzyl-1,2-diaminobutane were used as nitrogen chelate ligands. The chloride leaving groups of the resulting N,N′-2-benzyl- 1,2-diaminobutanedichloroplatinum(II) complexes were replaced by the anions of four α-hydroxycarboxylic acids to increase the water solubility. As α-hydroxycarboxylic acids, lactic acid, glycolic acid, mandelic acid and α- hydroxyisobutyric acid were used. For N,N′-2-benzyl-1,2-diaminobutane-O,O′-lactatoplatinum(II), the different geometrical and optical isomers were separated. The antitumor activity of the platinum(II) complexes was examined in vitro towards the MDA-MB 231 breast cancer cell line and in vivo towards the P 388 leukemia of the CD2F1 mouse. Contrary to the insoluble dichloro complexes, the α-oxycarboxylatoplatinum(II) complexes exhibited good water solubility associated with a high antitumor activity.