3RD-GENERATION ANTITUMOR PLATINUM(II) COMPLEXES OF THE [1-(FLUORO/DIFLUOROPHENYL)-2-PHENYLETHYLENEDIAMINE]PLATINUM(II) TYPE

GUST, R and SCHONENBERGER, H (1995) 3RD-GENERATION ANTITUMOR PLATINUM(II) COMPLEXES OF THE [1-(FLUORO/DIFLUOROPHENYL)-2-PHENYLETHYLENEDIAMINE]PLATINUM(II) TYPE. ARCHIV DER PHARMAZIE, 328 (7-8). pp. 595-603. ISSN 0365-6233,

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Abstract

The diastereomeric 1-(fluoro/difluorophenyl)-2-phenylethylene diamines (4-fluoro: erythro-1/threo-1; 2,4-difluoro: erythro-2/-threo-2; 2,6-difluoro: erythro-3/threo-3) and the diastereomeric 1-(4-fluorophenyl)-2-(3-hydroxyphenyl)ethylenediamines (erythro-4/-threo-4) were synthesized from appropriately substituted stilbenes by reaction with IN3 and subsequent LiAlH4 reduction. Coordination of the 1,2-diphenylethylenediamines to platinum was carried out by use of K2PtI4. The water-soluble aquasulfatoplatinum(LI) complexes (erythro/threo-1-PtSO4-erythro/threo-4-PtSO4) were obtained from the diiodoplatinum(II) complexes by reaction with Ag2SO4. Additionally erythro/threo-1-PtSO4 and erythro/threo-4-PtSO4 were transformed into the dichloroplatinum(II) complexes (erythro/threo-1-PtCl2, erythro/threo-4-PtCl2) by treatment with KCl. In contrast to the less effective erythro-configurated sulfatoplatinum(II) complexes the threoanalogues showed comparable or even superior activities to cisplatin on the human MDA-MB-231 breast cancer cell line. On the MXT-M-3.2. breast cancer of the mouse only erythro- and threo-4-PtSO4 caused similar effects like cisplatin. The strong inhibitory effect of the diastereomeric sulfatoplatinum(II) complexes on the P-388 leukemia of the mouse was equal to that of cisplatin. On the latter tumor threo-4-PtCl2 was the most active among the less toxic dichloroplatinum(II) derivatives.

Item Type: Article
Uncontrolled Keywords: INHIBITING <1,2-BIS(FLUOROPHENYL)ETHYLENEDIAMINE>PLATINUM(II) COMPLEXES; CISPLATIN ANALOGS; TUMOR; CHEMOSENSITIVITY; CHEMOTHERAPY; CARCINOMA; SULFATE; LIGANDS; 1-(FLURO/DIFLUOROPHENYL)-2-PHENYLENEDIAMINES; PLATINUM(II) COMPLEXES; SYNTHESIS; ANTITUMOR ACTIVITY
Depositing User: Dr. Gernot Deinzer
Last Modified: 19 Oct 2022 08:37
URI: https://pred.uni-regensburg.de/id/eprint/52440

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