Synthesis and antitumor activity of water-soluble 2-benzyl-1,2-diaminobutane-α-oxycarboxylatoplatinum(II) complexes

✍ Scribed by Henri Brunner; Friedrich Maiterth; Barbara Treittinger

• Publisher: Elsevier Science
• Year: 1992
• Tongue: English
• Weight: 652 KB
• Volume: 198-200
• Category: Article
• ISSN: 0020-1693
• DOI: 10.1016/s0020-1693(00)92348-x

✦ Synopsis

Nine new water-soluble platinum(I1) complexes were synthesized and characterized. Racemic ( f )-2-benzyl-1,2diaminobutane or the corresponding enantiomers (+)-2-benzyl-1,2-diaminobutane and (-)-2-benzyl-l,Zdiaminobutane were used as nitrogen chelate ligands. The chloride leaving groups of the resulting N,N'-2-benzyl-1,2-diaminobutanedichloroplatinum(I1) complexes were replaced by the anions of four cu-hydroxycarboxylic acids to increase the water solubility. As cu-hydroxycarboxylic acids, lactic acid, glycolic acid, mandelic acid and ahydroxyisobutyric 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(H) complexes was examined in vitro towards the MDA-MB 231 breast cancer cell line and in vivo towards the P 388 leukemia of the CDzFl mouse. Contrary to the insoluble dichloro complexes, the cr-oxycarboxylatoplatinum(I1) complexes exhibited good water solubility associated with a high antitumor activity.