Autor(en): | Barth, Eva R. Längle, Daniel Wesseler, Fabian Golz, Christopher Krupp, Anna Schade, Dennis Strohmann, Carsten |
Titel: | Higher carbon analogues of 1,4-dihydropyridines as potent TGFβ/Smad inhibitors |
Sprache (ISO): | en |
Zusammenfassung: | The C to Si and Ge exchange in bioactive compounds has often led to positive changes in the molecular properties, whereby Ge analogues are underrepresented. This is only possible at tetrahedral positions, and it is necessary for the analogue building blocks to withstand the synthetic conditions. Here, we present the synthesis of Si and Ge analogues of a TGFβ inhibiting 1,4‐dihydropyridine, which has a tetrahedral carbon in an important position for its activity. The molecular properties are compared by the discussion of the single X‐ray crystal structures and the electrostatic potential on the molecule surface which could play a role in the target interaction. Biological activities show that the C to Si and Ge exchange goes with full preservation of the potency, thus representing good starting points to modify physicochemical features and pharmacokinetics of these TGFβ inhibitors. |
Schlagwörter: | Bioisosters Silicon Germanium 1,4-Dihydropyridines TGF inhibitors |
URI: | http://hdl.handle.net/2003/39031 http://dx.doi.org/10.17877/DE290R-20950 |
Erscheinungsdatum: | 2019-11-20 |
Rechte (Link): | https://creativecommons.org/licenses/by/4.0/ |
Enthalten in den Sammlungen: | Lehrstühle für Anorganische Chemie |
Dateien zu dieser Ressource:
Datei | Beschreibung | Größe | Format | |
---|---|---|---|---|
Barth_et_al-2020-European_Journal_of_Inorganic_Chemistry.pdf | DNB | 1.8 MB | Adobe PDF | Öffnen/Anzeigen |
Diese Ressource ist urheberrechtlich geschützt. |
Diese Ressource wurde unter folgender Copyright-Bestimmung veröffentlicht: Lizenz von Creative Commons