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1,3-Diphenylpropane-1,3-diamines, X: Synthesis and biochemical evaluation of highly substituted 1,3-diphenylpropane-1,3-diamines and preparation of their Pt(II) complexes

1,3-Diphenylpropan-1,3-diamine, 10 Mitt.: Synthese und biochemische Bewertung hochsubstituierter 1,3-Diphenylpropan-1,3-diamine und Darstellung ihrer Pt(II)-Komplexe

  • Organische Chemie Und Biochemie
  • Published:
Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Summary

The ligands of the title complexes1 and2 were prepared from the pertinent chalcone5 and hydrazine hydrate, followed by N-N cleavage. The estrogenic activity of the diamines11 and12 was determined by measuring the RBA values (calf uterine cytosol) and by a luciferase test in MCF 7-2a cells. The compounds are by far less active thanSchönenberger's most active compound ([meso-1,2-bis(2,6-dichloro-4-hydroxyphenyl)ethane-1,2-diamine]dichloro-platinum(II),3).

Zusammenfassung

Die Liganden der Titelverbindungen1 und2 wurden aus dem entsprechenden Chalcon5 mit Hydrazinhydrat und anschließende N-N-Spaltung hergestellt. Die oestrogene Wirkung der Diamine11 und12 wurde im Rezeptorbindungstest an Kalbsuterus-Zytosol und durch einen Luziferase-Test an MCF 7-2a-Zellen bestimmt. Die Verbindungen wirken viel schwächer alsSchönenbergers aktivste Substanz ([meso-1,2-Bis(2,6-dichlor-4-hydroxyphenyl)ethan-1,2-diamin]dichloro-Platin(II),3).

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Authors and Affiliations

  1. Institute of Pharmacy, University of Regensburg, D-93040, Regensburg, Germany

    P. Bielmeier, A. Kaiser, R. Gust & W. Wiegrebe

Authors
  1. P. Bielmeier
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  2. A. Kaiser
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  3. R. Gust
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  4. W. Wiegrebe
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Dedicated with kind regards to Prof. Dr.G. Seitz, Marburg/Germany, on the occasion of his 60th birthday

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Bielmeier, P., Kaiser, A., Gust, R. et al. 1,3-Diphenylpropane-1,3-diamines, X: Synthesis and biochemical evaluation of highly substituted 1,3-diphenylpropane-1,3-diamines and preparation of their Pt(II) complexes. Monatsh Chem 127, 1073–1080 (1996). https://doi.org/10.1007/BF00807580

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  • DOI: https://doi.org/10.1007/BF00807580

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