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Discovery of a new HIV-1 inhibitor scaffold and synthesis of potential prodrugs of indazoles.
Kim, Se-Ho; Markovitz, Benjamin; Trovato, Richard; Murphy, Brett R; Austin, Harry; Willardsen, Adam J; Baichwal, Vijay; Morham, Scott; Bajji, Ashok.
Afiliación
  • Kim SH; Myrexis Inc., 305 Chipeta Way, Salt Lake City, UT 84108, United States. seho.kimkim@gmail.com
Bioorg Med Chem Lett ; 23(10): 2888-92, 2013 May 15.
Article en En | MEDLINE | ID: mdl-23566519
A new oxazole scaffold showing great promise in HIV-1 inhibition has been discovered by cell-based screening of an in-house library and scaffold modification. Follow-up SAR study focusing on the 5-aryl substituent of the oxazole core has identified 4k (EC50=0.42µM, TI=50) as a potent inhibitor. However, the analogues suffered from poor aqueous solubility. To address this issue, we have developed broadly applicable potential prodrugs of indazoles. Among them, N-acyloxymethyl analogue 11b displayed promising results (i.e., increased aqueous solubility and susceptibility to enzymatic hydrolysis). Further studies are warranted to fully evaluate the analogues as the potential prodrugs with improved physiochemical and PK properties.
Asunto(s)

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Profármacos / VIH-1 / Fármacos Anti-VIH / Descubrimiento de Drogas / Indazoles Límite: Humans Idioma: En Revista: Bioorg Med Chem Lett Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2013 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Reino Unido

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Profármacos / VIH-1 / Fármacos Anti-VIH / Descubrimiento de Drogas / Indazoles Límite: Humans Idioma: En Revista: Bioorg Med Chem Lett Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2013 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Reino Unido