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SAR studies of anti-MRSA non-zwitterionic 3-heteroarylthiocephems.
Glinka, T W; Cho, A; Zhang, Z J; Ludwikow, M; Griffith, D; Huie, K; Hecker, S J; Dudley, M N; Lee, V J; Chamberland, S.
Afiliación
  • Glinka TW; Microcide Pharmaceuticals, Mountain View, CA, USA.
J Antibiot (Tokyo) ; 53(10): 1045-52, 2000 Oct.
Article en En | MEDLINE | ID: mdl-11132949
SAR studies in a series of 3-heteroarylthio substituted cephalosporins established that high activity against methicillin-resistant Staphylococcus aureus (MRSA) can be achieved with various heteroaryl substituents. Early results showed that highly lipophilic 3-heteroarylthio substituents, which were necessary for anti-MRSA activity, caused high affinity of such cephems toward serum proteins. Our earlier published efforts described discovery of zwitterionic cephems MC-02,331 and RWJ-54428 (MC-02,479), where serum binding was reduced by employing basic, positively charged functionalities attached to the 3-heteroarylthio substituent. In order to avoid low solubility problems associated with most such zwitterionic cephalosporins a wide variety of non-basic heteroaryl substituents was tested (non-zwitterionic cephems are more easily formulated as water soluble sodium salts for intravenous administration). Considerable reduction in serum binding was obtained in some analogs while maintaining high anti-MRSA potency.
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Infecciones Estafilocócicas / Staphylococcus aureus / Cefalosporinas / Resistencia a la Meticilina Límite: Animals / Humans Idioma: En Revista: J Antibiot (Tokyo) Año: 2000 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: Infecciones Estafilocócicas / Staphylococcus aureus / Cefalosporinas / Resistencia a la Meticilina Límite: Animals / Humans Idioma: En Revista: J Antibiot (Tokyo) Año: 2000 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Reino Unido