SYNTHESIS AND ANTITUMOR-ACTIVITY OF WATER-SOLUBLE 2-BENZYL-1,2-DIAMINOBUTANE-ALPHA-OXYCARBOXYLATOPLATINUM(II) COMPLEXES

被引:2
作者
BRUNNER, H
MAITERTH, F
TREITTINGER, B
机构
[1] Institut für Anorganische Chemie der Universität Regensburg, D-8400 Regensburg
关键词
D O I
10.1016/S0020-1693(00)92348-X
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
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 alpha-hydroxycarboxylic acids to increase the water solubility. As alpha-hydroxycarboxylic acids, lactic acid, glycolic acid, mandelic acid and alpha-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 alpha-oxycarboxylatoplatinum(II) complexes exhibited good water solubility associated with a high antitumor activity.
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页码:79 / 84
页数:6
相关论文
共 16 条
  • [1] BRUNNER H, 1985, EUR J MED CHEM, V20, P509
  • [2] SYNTHESIS AND ANTITUMOR-ACTIVITY OF PT(II) COMPLEXES OF BENZYL-1,2-DIAMINOETHANE LIGANDS
    BRUNNER, H
    HANKOFER, P
    TREITTINGER, B
    [J]. CHEMISCHE BERICHTE, 1990, 123 (05) : 1029 - 1038
  • [3] BREAST TUMOR-CELL LINES FROM PLEURAL EFFUSIONS
    CAILLEAU, R
    YOUNG, R
    OLIVE, M
    REEVES, WJ
    [J]. JOURNAL OF THE NATIONAL CANCER INSTITUTE, 1974, 53 (03) : 661 - 674
  • [4] DAWE CJ, 1957, AM J PATHOL, V33, P603
  • [5] GERAN RI, 1972, CANC CHEMOTHER REP, V3, P1
  • [6] DETERMINATION OF CELL NUMBER IN MONOLAYER-CULTURES
    GILLIES, RJ
    DIDIER, N
    DENTON, M
    [J]. ANALYTICAL BIOCHEMISTRY, 1986, 159 (01) : 109 - 113
  • [7] HALL LM, 1979, J INORG BIOCHEM, V11, P2520
  • [8] Researches on hydantoins. L. The synthesis of hydantoins possessing the properties of hypnotics
    Herbert, RM
    Johnson, TB
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1932, 54 : 2463 - 2470
  • [9] JOHNSON GL, 1966, INORG SYNTH, V8, P242
  • [10] MADEDDU L, 1986, ANTICANCER RES, V6, P11