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  • 1
    ISSN: 1434-4475
    Keywords: 1,3-Diphenylpropane-1,3-diamines ; Receptor binding affinity ; Estrogenic activity
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: 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).
    Notes: 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).
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 1434-4475
    Keywords: 1,3-Diphenylpropane-1,3-diamines ; 3-Hydroxy-1,3-diphenylpropan-1-one ; 3,5-Diphenyl-4,5-dihydropyrazole ; syn-Reduction of β-hydroxyketones
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Hochdiastereoselektive BH3/THF-syn-Reduktion des 3-Hydroxy-1,3-diphenylpropan-3-on/BBr3-Komplexes3/BBr3 (vergl.Sarko) lieferte dasmeso-Diol4, wähend das Razemat5 durch BH3/THF-Reduktion ohne Komplexbildung entstand. Mesylierung, Ersatz von Mesylat durch Azid und SnCl2/Thiophenol-Reduktion führte zu den Diaminen10 und11, die auch durch reduktive N-N-Spaltung aus dem 4,5-Dihydropyrazol13 erhalten wurden.
    Notes: Summary Highly diastereoselective BH3/THF syn-reduction of the 3-hydroxy-1,3-diphenylpropan-1-one/BBr3 complex3/BBr3 (cf.Sarko) afforded themeso-diol4, whereas racemate5 was obtained by BH3/THF reduction without complexation. Mesylation, exchange of mesylate by azide, and reduction with SnCl2/thiophenol led to the diamines10 and11 which were also produced by reductive N-N cleavage of the 4,5-dihydropyrazole13.
    Type of Medium: Electronic Resource
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