Synthesis and antibacterial activity of nocathiacin I analogues.

Naidu, B Narasimhulu; Sorenson, Margaret E; Matiskella, John D; Li, Wenying; Sausker, Justin B; Zhang, Yunhui; Connolly, Timothy P; Lam, Kin S; Bronson, Joanne J; Pucci, Michael J; Yang, Hyekyung; Ueda, Yasutsugu

Naidu, B Narasimhulu; Sorenson, Margaret E; Matiskella, John D; Li, Wenying; Sausker, Justin B; Zhang, Yunhui; Connolly, Timothy P; Lam, Kin S; Bronson, Joanne J; Pucci, Michael J; Yang, Hyekyung; Ueda, Yasutsugu.

Afiliación

Naidu BN; The Bristol-Myers Squibb Pharmaceutical Research Institute, 5 Research Parkway, Wallingford, CT 06492, USA. b.narasimhulunaidu@bms.com

Bioorg Med Chem Lett ; 16(13): 3545-9, 2006 Jul 01.

Article en En | MEDLINE | ID: mdl-16621551

ABSTRACT

ABSTRACT

Stereoselective reduction of dehydroalanine double bond in nocathiacin I afforded the primary amide 2. Enzymatic hydrolysis of the amide 2 provided the carboxylic acid 3, which upon coupling with a variety of amines furnished amides 4-32. Some of these semi-synthetic derivatives have retained very good antibacterial activity and have improved aqueous solubility.

Asunto(s)

Antibacterianos/síntesis química; Antibacterianos/farmacología; Enterococcus faecalis/efectos de los fármacos; Péptidos/síntesis química; Péptidos/farmacología; Staphylococcus aureus/efectos de los fármacos; Streptococcus pneumoniae/efectos de los fármacos; Antibacterianos/química; Técnicas In Vitro; Péptidos y Proteínas de Señalización Intercelular; Pruebas de Sensibilidad Microbiana; Estructura Molecular; Péptidos/química; Solubilidad; Estereoisomerismo; Relación Estructura-Actividad; Agua/química

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Banco de datos: MEDLINE Asunto principal: Péptidos / Staphylococcus aureus / Streptococcus pneumoniae / Enterococcus faecalis / Antibacterianos Idioma: En Año: 2006 Tipo del documento: Article

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