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Synthesis of ribavirin 1,2,3- and 1,2,4-triazolyl analogs with changes at the amide and cytotoxicity in breast cancer cell lines.
Way, Hannah; Roh, Joshua; Venteicher, Brooklynn; Chandra, Surabhi; Thomas, Allen A.
Afiliación
  • Way H; Department of Chemistry, University of Nebraska at Kearney, Kearney, Nebraska, USA.
  • Roh J; Department of Chemistry, University of Nebraska at Kearney, Kearney, Nebraska, USA.
  • Venteicher B; Department of Chemistry, University of Nebraska at Kearney, Kearney, Nebraska, USA.
  • Chandra S; Department of Biology, University of Nebraska at Kearney, Kearney, Nebraska, USA.
  • Thomas AA; Department of Chemistry, University of Nebraska at Kearney, Kearney, Nebraska, USA.
Nucleosides Nucleotides Nucleic Acids ; 42(1): 38-64, 2023.
Article en En | MEDLINE | ID: mdl-35929908
We report the synthesis and cytotoxicity in MCF-7 and MDA-MB-231 breast cancer cells of novel 1,2,3- and 1,2,4-triazolyl analogs of ribavirin. We modified ribavirin's carboxamide moiety to test the effects of lipophilic groups. 1-ß-D-Ribofuranosyl-1H-1,2,3-triazoles were prepared using Click Chemistry, whereas an unprecedented application of a prior 1,2,4-triazole ring synthesis was used for 1-ß-D-ribofuranosyl-1H-1,2,4-triazole analogs. Though cytotoxicity was mediocre and there was no correlation with lipophilicity, we discovered that a structurally similar concentrative nucleoside transporter 2 (CNT2) inhibitor was modestly cytotoxic (MCF-7 IC50 of 42 µM). These syntheses could be used to efficiently investigate variation in the nucleobase.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Neoplasias de la Mama / Antineoplásicos Límite: Female / Humans Idioma: En Revista: Nucleosides Nucleotides Nucleic Acids Asunto de la revista: BIOQUIMICA Año: 2023 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos
Texto completo
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Neoplasias de la Mama / Antineoplásicos Límite: Female / Humans Idioma: En Revista: Nucleosides Nucleotides Nucleic Acids Asunto de la revista: BIOQUIMICA Año: 2023 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos