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P1 and P3 optimization of novel bicycloproline P2 bearing tetrapeptidyl alpha-ketoamide based HCV protease inhibitors.
Victor, Frantz; Lamar, Jason; Snyder, Nancy; Yip, Yvonne; Guo, Deqi; Yumibe, Nathan; Johnson, Robert B; Wang, Q May; Glass, John I; Chen, Shu-Hui.
Afiliación
  • Victor F; Lilly Research Laboratory, Eli Lilly and Company, Lilly Corporate Center, Indianapolis, IN 46285, USA.
Bioorg Med Chem Lett ; 14(1): 257-61, 2004 Jan 05.
Article en En | MEDLINE | ID: mdl-14684338
With the aim of discovering potent and selective HCV protease inhibitors, we synthesized and evaluated a series of 1a based tetrapeptidyl ketoamides with additional modification(s) at P1', P1, and P3 positions. As a result of this effort, we found that replacement of the P3 valine with tert-leucine resulted in the discovery of a series of inhibitors (e.g., 3a, 3c, and 4c) endowed with improved enzyme and/or cellular activity relative to 1a. When dosed to F-344 rats orally at 50mg/kg, 3a achieved 2.5x higher liver and plasma exposure in comparison to that detected with 1a.
Asunto(s)
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Prolina / Serina Endopeptidasas / Inhibidores de Serina Proteinasa / Proteínas no Estructurales Virales / Hepacivirus Límite: Animals / Humans / Male Idioma: En Revista: Bioorg Med Chem Lett Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2004 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Reino Unido
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Prolina / Serina Endopeptidasas / Inhibidores de Serina Proteinasa / Proteínas no Estructurales Virales / Hepacivirus Límite: Animals / Humans / Male Idioma: En Revista: Bioorg Med Chem Lett Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2004 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Reino Unido