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Synthesis and Evaluation of a Library of Trifunctional Scaffold-Derived Compounds as Modulators of the Insulin Receptor.
Fabre, Benjamin; Pícha, Jan; Vanek, Václav; Selicharová, Irena; Chrudinová, Martina; Collinsová, Michaela; Záková, Lenka; Budesínský, Milos; Jirácek, Jirí.
Afiliación
  • Fabre B; Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences , Flemingovo n. 2, 16610 Praha 6, Czech Republic.
  • Pícha J; Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences , Flemingovo n. 2, 16610 Praha 6, Czech Republic.
  • Vanek V; Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences , Flemingovo n. 2, 16610 Praha 6, Czech Republic.
  • Selicharová I; Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences , Flemingovo n. 2, 16610 Praha 6, Czech Republic.
  • Chrudinová M; Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences , Flemingovo n. 2, 16610 Praha 6, Czech Republic.
  • Collinsová M; Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences , Flemingovo n. 2, 16610 Praha 6, Czech Republic.
  • Záková L; Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences , Flemingovo n. 2, 16610 Praha 6, Czech Republic.
  • Budesínský M; Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences , Flemingovo n. 2, 16610 Praha 6, Czech Republic.
  • Jirácek J; Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences , Flemingovo n. 2, 16610 Praha 6, Czech Republic.
ACS Comb Sci ; 18(12): 710-722, 2016 12 12.
Article en En | MEDLINE | ID: mdl-27936668
We designed a combinatorial library of trifunctional scaffold-derived compounds, which were derivatized with 30 different in-house-made azides. The compounds were proposed to mimic insulin receptor (IR)-binding epitopes in the insulin molecule and bind to and activate this receptor. This work has enabled us to test our synthetic and biological methodology and to prove its robustness and reliability for the solid-phase synthesis and testing of combinatorial libraries of the trifunctional scaffold-derived compounds. Our effort resulted in the discovery of two compounds, which were able to weakly induce the autophosphorylation of IR and weakly bind to this receptor at a 0.1 mM concentration. Despite these modest biological results, which well document the well-known difficulty in modulating protein-protein interactions, this study represents a unique example of targeting the IR with a set of nonpeptide compounds that were specifically designed and synthesized for this purpose. We believe that this work can open new perspectives for the development of next-generation insulin mimetics based on the scaffold structure.
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Receptor de Insulina / Técnicas Químicas Combinatorias / Bibliotecas de Moléculas Pequeñas Idioma: En Revista: ACS Comb Sci Año: 2016 Tipo del documento: Article País de afiliación: República Checa Pais de publicación: Estados Unidos
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Receptor de Insulina / Técnicas Químicas Combinatorias / Bibliotecas de Moléculas Pequeñas Idioma: En Revista: ACS Comb Sci Año: 2016 Tipo del documento: Article País de afiliación: República Checa Pais de publicación: Estados Unidos