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Synthesis and activity of analogues of the isoleucyl tRNA synthetase inhibitor SB-203207.
Crasto, Curtis F; Forrest, Andrew K; Karoli, Tomislav; March, Darren R; Mensah, Lucy; O'Hanlon, Peter J; Nairn, Michael R; Oldham, Mark D; Yue, Weimin; Banwell, Martin G; Easton, Christopher J.
Afiliación
  • Crasto CF; Research School of Chemistry, Institute of Advanced Studies, Australian National University, Canberra, ACT 0200, Australia.
Bioorg Med Chem ; 11(13): 2687-94, 2003 Jul 03.
Article en En | MEDLINE | ID: mdl-12788342
Twenty two analogues of SB-203207 have been prepared by total synthesis, and evaluated as inhibitors of a range of tRNA synthetases. Changes to the bicyclic core, removing either the terminal amino substituent or the sulfonyl group from the side chain, and altering either the carbon skeleton or stereochemistry of the isoleucine residue, decreases the potency of inhibition of isoleucyl tRNA synthetase. Substituting the isoleucine residue with other amino acids produces inhibitors of the corresponding synthetases. In particular, a methionine derivative is 50-100 times more potent against methionyl tRNA synthetase than against any of the corresponding isoleucyl, leucyl, valyl, alanyl and prolyl synthetases.
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Sulfonamidas / Indenos / Isoleucina-ARNt Ligasa Límite: Animals Idioma: En Revista: Bioorg Med Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2003 Tipo del documento: Article País de afiliación: Australia Pais de publicación: Reino Unido
Buscar en Google
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Sulfonamidas / Indenos / Isoleucina-ARNt Ligasa Límite: Animals Idioma: En Revista: Bioorg Med Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2003 Tipo del documento: Article País de afiliación: Australia Pais de publicación: Reino Unido