SYNTHESIS AND ANTITUMOR-ACTIVITY OF NEW PORPHYRIN-PLATINUM(II) COMPLEXES WITH THE CYTOSTATIC PLATINUM FRAGMENT ATTACHED TO THE PORPHYRIN SIDE-CHAINS

被引:27
作者
BRUNNER, H
MAITERTH, F
TREITTINGER, B
机构
关键词
ACCUMULATION OF PORPHYRINS; PLATINUM(II) COMPLEXES; ANTITUMOR ACTIVITY;
D O I
10.1002/cber.1491271109
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Fifteen ligands of the porphyrin type, all derived from natural porphyrins, and their platinum(II) complexes, in which the Pt fragment is attached to the porphyrin side chains, were synthesized and characterized. Two different kinds of ligands were prepared: eight compounds with propionic acid substituents in the positions 6 and 7 of the propionic skeleton and seven ligands with 3-aminopropyl side chains in the same positions. The ligands were transformed into eight diammine(dicarboxylato)platinum(II) complexes and into seven diaminedichloroplatinum(II) complexes. One of the water-insoluble dichloroplatinum(II) compounds was converted into a water-soluble complex by replacement of the chloride ligands by the lactate anion. The antitumor activity of the complexes was tested in vitro towards the MDA-MB 231 mammary carcinoma cell line, and in vivo towards the P 388 leukemia of the mouse, the hormone-independent MXT mammary carcinoma of the mouse and the Sarcoma 180 of the mouse. The best results in antitumor activity were obtained with diammine(dicarboxylato)platinum(II) complexes.
引用
收藏
页码:2141 / 2149
页数:9
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共 44 条
  • [1] INVIVO BIOLOGICAL-ACTIVITY OF THE COMPONENTS OF HEMATOPORPHYRIN DERIVATIVE
    BERENBAUM, MC
    BONNETT, R
    SCOURIDES, PA
    [J]. BRITISH JOURNAL OF CANCER, 1982, 45 (04) : 571 - 581
  • [2] BONNET R, 1988, PHOTOCHEM PHOTOBIOL, V49, P271
  • [3] BONNETT AJ, 1990, PHOTOCHEM PHOTOBIO B, V6, P309
  • [4] SYNTHESIS AND ANTITUMOR-ACTIVITY OF WATER-SOLUBLE 2-BENZYL-1,2-DIAMINOBUTANE-ALPHA-OXYCARBOXYLATOPLATINUM(II) COMPLEXES
    BRUNNER, H
    MAITERTH, F
    TREITTINGER, B
    [J]. INORGANICA CHIMICA ACTA, 1992, 198 : 79 - 84
  • [5] CAIGHEY S, 1966, J ORG CHEM, V31, P2631
  • [6] 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
  • [7] CHANG CK, 1986, PORPHYRINS EXCITED S, P347
  • [8] CLYDE P, 1957, AM ASS SCI P PATHOL, V33, P603
  • [9] Dougherty T. J., 1984, PORPHYRIN LOCALIZATI, P301
  • [10] PHOTOSENSITIZERS - THERAPY AND DETECTION OF MALIGNANT-TUMORS
    DOUGHERTY, TJ
    [J]. PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1987, 45 (06) : 879 - 889