Literature DB >> 6538199

The tumor-inhibiting effect of isomeric dichloro(diphenylethylenediamine)platinum(II) complexes.

B Wappes, M Jennerwein, E von Angerer, J Engel, H Schönenberger, H Brunner, M Schmidt, M Berger, D Schmähl, S Seeber.   

Abstract

Ring unsubstituted dichloro(diphenylethylenediamine)platinum(II) complexes show a dependence of their antitumor activity on the configuration and position of phenyl rings in ethylenediamine ligand. Dichloro(1,1-diphenylethylenediamine)platinum(II) (1d) and meso-dichloro(1,2-diphenylethylenediamine)-platinum(II) (meso-2d) have a weaker effect on the human breast-cancer cell line MDA-MB 231 and on rat leukemia L 5222 than (+/-)-dichloro(1,2-diphenylethylenediamine)platinum(II)((+)-2d) and its enantiomers (+)-2d and (-)-2d which cause marked and comparable inhibition of both tumors; (+/-)-2d is also active on ADJ/PC 6 plasmacytoma of the mouse and on cisplatin-, daunomycin-, and cisplatin/daunomycin-resistant Ehrlich ascites tumors of the mouse. The differences in activity of the diastereomers (+/-)-2d and meso-2d, for which distinct influences on the DNA secondary structure can be demonstrated CD spectroscopically may be explained by a steric hindrance of the drug-DNA interaction.

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Year:  1984        PMID: 6538199     DOI: 10.1007/bf00395485

Source DB:  PubMed          Journal:  J Cancer Res Clin Oncol        ISSN: 0171-5216            Impact factor:   4.553


  14 in total

1.  [Leukemia L 5222 of the rat strain BD IX. An ethylnitrosourea-induced monocytic-myeloic transplantable form for cytochemical and chemotherapeutic studies].

Authors:  S Ivankovic; W J Zeller
Journal:  Blut       Date:  1974-04

2.  Antineoplastic activity of platinum complexes of trans-(dl)-1,2-cyclopentanediamine.

Authors:  Y Kidani; K Inagaki; T Yashiro; T Tashiro; S Tsukagoshi
Journal:  Chem Pharm Bull (Tokyo)       Date:  1979-03       Impact factor: 1.645

3.  [Studies on the mammary tumor inhibiting effect of cis-dichlorobis(glycylglycinethylester)platinum(II) (author's transl)].

Authors:  H Seidenberger; G Kranzfelder; B Wappes; H Schönenberger; W Beck; M Girnth
Journal:  Arch Pharm (Weinheim)       Date:  1981-11       Impact factor: 3.751

4.  [Relations between structure and antitumor activity of cis-dichloro[bis(oligopeptide-ester)]platinum(II) complexes].

Authors:  H Seidenberger; B Wappes; H Schönenberger
Journal:  Arch Pharm (Weinheim)       Date:  1983       Impact factor: 3.751

5.  N,N'-Dialkylbis(dichlorophenyl)ethylenediamines and -imidazolidines: relationship between structure and estradiol receptor affinity.

Authors:  E von Angerer; G Kranzfelder; A K Taneja; H Schönenberger
Journal:  J Med Chem       Date:  1980-12       Impact factor: 7.446

6.  Involvement of the central nervous system in rats with acute leukemia L 5222.

Authors:  W Calvo; D Hoelzer
Journal:  Acta Haematol       Date:  1976       Impact factor: 2.195

7.  Binding of cis- and trans-dichlorodiammineplatinum(II) to DNA: evidence for unwinding and shortening of the double helix.

Authors:  G L Cohen; W R Bauer; J K Barton; S J Lippard
Journal:  Science       Date:  1979-03-09       Impact factor: 47.728

8.  Interaction of cis-diamminedichloroplatinum(II) with PM-2 DNA.

Authors:  S Mong; C H Huang; A W Prestayko; S T Crooke
Journal:  Cancer Res       Date:  1980-09       Impact factor: 12.701

9.  DNA-platinum interactions in vitro with trans- and cis-Pt(NH3)2Cl2.

Authors:  J P Macquet; T Theophanides
Journal:  Bioinorg Chem       Date:  1975

10.  Unsymmetrical C-substituted ethylenediamine platinum coordination complexes: synthesis and activity against mouse leukemia L1210.

Authors:  L M Hall; R J Speer; H J Ridgway; S J Norton
Journal:  J Inorg Biochem       Date:  1979-10       Impact factor: 4.155

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  4 in total

1.  Tumor-inhibiting [1,2-bis(fluorophenyl)ethylenediamine]platinum(II) complexes. V. Synthesis and evaluation of enantiomeric [1,2-bis-(4-fluorophenyl)ethylenediamine]dichloroplatinum(II) complexes.

Authors:  H D vom Orde; H Reile; R Müller; R Gust; G Bernhardt; T Spruss; H Schönenberger; T Burgemeister; A Mannschreck
Journal:  J Cancer Res Clin Oncol       Date:  1990       Impact factor: 4.553

2.  Chemosensitivity of human MCF-7 breast cancer cells to diastereoisomeric diaqua(1,2-diphenylethylenediamine) platinum(II) sulfates and specific platinum accumulation.

Authors:  H Reile; G Bernhardt; M Koch; H Schönenberger; M Hollstein; F Lux
Journal:  Cancer Chemother Pharmacol       Date:  1992       Impact factor: 3.333

3.  [1,2-Bis(2-hydroxyphenyl)ethylenediamine]dichloroplatinum(II), a new compound for the therapy of ovarian cancer. III. Detailed evaluation of the antitumor activity of the enantiomeric complexes on the human NIH:OVCAR-3 ovarian cancer cell line.

Authors:  G Bernhardt; R Gust; H Reile; H D vom Orde; R Müller; C Keller; T Spruss; H Schönenberger; T Burgemeister; A Mannschreck
Journal:  J Cancer Res Clin Oncol       Date:  1992       Impact factor: 4.553

4.  Influence of ring substituents on the antitumor effect of dichloro(1,2-diphenylethylenediamine)platinum(II) complexes.

Authors:  M Jennerwein; B Wappes; R Gust; H Schönenberger; J Engel; S Seeber; R Osieka
Journal:  J Cancer Res Clin Oncol       Date:  1988       Impact factor: 4.553

  4 in total

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