Journal
TETRAHEDRON LETTERS
Volume 50, Issue 48, Pages 6705-6708Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.09.091
Keywords
Glycolate aldol; Ansamycin; Geldanamycin; Amide isostere; Heat-shock protein
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Funding
- Brigham Young University Cancer Research Center
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Amido analogs of geldanamycin, an ansamycin anticancer agent, were designed, synthesized, and assayed with SKBR3 cells, in which stability of HER2 receptor tyrosine kinase is dependent on the chaperone Hsp90. An amide was employed as a trisubstituted alkene isostere at the C8,9 position, which provided for a simplified, convergent synthesis through two major fragments, an aniline-amine left-hand portion and a dicarboxylic acid right-hand piece. (C) 2009 Elsevier Ltd. All rights reserved.
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