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Inhibition of human leukocyte elastase. 2. Inhibition by substituted cephalosporin esters and amides.
Finke, P E; Ashe, B M; Knight, W B; Maycock, A L; Navia, M A; Shah, S K; Thompson, K R; Underwood, D J; Weston, H; Zimmerman, M.
Afiliación
  • Finke PE; Department of Medicinal Chemical Research, Merck Sharp and Dohme Research Laboratories, Rahway, New Jersey 07065.
J Med Chem ; 33(9): 2522-8, 1990 Sep.
Article en En | MEDLINE | ID: mdl-2391692
A variety of 7 alpha-methoxycephalosporin ester and amide sulfones were prepared and tested to determine the structure-activity relations for inhibition of human leukocyte elastase (HLE), a serine protease which has been implicated in several degenerative lung and tissue diseases. The most potent IC50 values were obtained with neutral, lipophilic derivatives, with the esters being more active than the amides. However, the best time-dependent inhibition in this series was observed with the p- and m-carboxybenzyl esters 7b and 7c. These results are discussed in terms of the proposed mechanism of inhibition as well as a molecular modeling study using the recently solved X-ray crystal structure of HLE.
Asunto(s)
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Ácidos Carboxílicos / Elastasa Pancreática / Cefalosporinas / Ésteres / Amidas Límite: Humans Idioma: En Revista: J Med Chem Asunto de la revista: QUIMICA Año: 1990 Tipo del documento: Article Pais de publicación: Estados Unidos
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Ácidos Carboxílicos / Elastasa Pancreática / Cefalosporinas / Ésteres / Amidas Límite: Humans Idioma: En Revista: J Med Chem Asunto de la revista: QUIMICA Año: 1990 Tipo del documento: Article Pais de publicación: Estados Unidos