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Synthesis and structure activity relationships of novel non-peptidic metallo-aminopeptidase inhibitors.
Albrecht, Sébastien; Defoin, Albert; Salomon, Emmanuel; Tarnus, Céline; Wetterholm, Anders; Haeggström, Jasper Z.
Afiliación
  • Albrecht S; Laboratoite de Chimie Organique et Bioorganique, UMR 7015, ENSCMu, F-68093 Mulhouse Cedex, France.
Bioorg Med Chem ; 14(21): 7241-57, 2006 Nov 01.
Article en En | MEDLINE | ID: mdl-16844380
Racemic derivatives of 3-amino-2-tetralone were synthesised and evaluated for their ability to inhibit metallo-aminopeptidase activities. New compounds substituted in position 2 by methyl ketone, substituted oximes or hydroxamic acids as well as heterocyclic derivatives were evaluated against representative members of zinc-dependent aminopeptidases: leucine aminopeptidase (E.C. 3.4.11.1), aminopeptidase-N (E.C. 3.4.11.2), Aeromonas proteolytica aminopeptidase (E.C. 3.4.11.10), and the aminopeptidase activity of leukotriene A(4) hydrolase (E.C. 3.3.2.6). Several compounds showed K(i) values in the low micromolar range against the 'one-zinc' aminopeptidases, while most of them were rather poor inhibitors of the 'two-zinc' enzymes. This interesting selectivity profile may guide the design of new, specific inhibitors of target mammalian aminopeptidases with one active site zinc.
Asunto(s)
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Inhibidores de Proteasas / Aminopeptidasas Límite: Animals Idioma: En Revista: Bioorg Med Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2006 Tipo del documento: Article País de afiliación: Francia Pais de publicación: Reino Unido
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Inhibidores de Proteasas / Aminopeptidasas Límite: Animals Idioma: En Revista: Bioorg Med Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2006 Tipo del documento: Article País de afiliación: Francia Pais de publicación: Reino Unido