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  • Ekebergh, Andreas, 1984, et al. (author)
  • Exploring a cascade Heck-Suzuki reaction based route to kinase inhibitors using design of experiments
  • 2015
  • In: Organic and biomolecular chemistry. - : Royal Society of Chemistry (RSC). - 1477-0520 .- 1477-0539. ; 13:11, s. 3382-3392
  • Journal article (peer-reviewed)abstract
    • Design of Experiments (DoE) has been used to optimize a diversity oriented palladium catalyzed cascade Heck-Suzuki reaction for the construction of 3-alkenyl substituted cyclopenta[b]indole compounds. The obtained DoE model revealed a reaction highly dependent on the ligand. Guided by the model, an optimal ligand was chosen that selectively delivered the desired products in high yields. The conditions were applicable with a variety of boronic acids and were used to synthesize a library of 3-alkenyl derivatized compounds. Focusing on inhibition of kinases relevant for combating melanoma, the library was used in an initial structure-activity survey. In line with the observed kinase inhibition, cellular studies revealed one of the more promising derivatives to inhibit cell proliferation via an apoptotic mechanism.
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Type of publication
journal article (1)
Type of content
peer-reviewed (1)
Author/Editor
Mårtensson, Jerker, ... (1)
Lingblom, Christine, ... (1)
Wennerås, Christine, ... (1)
Sandin, Peter, 1977 (1)
Ekebergh, Andreas, 1 ... (1)
University
University of Gothenburg (1)
Chalmers University of Technology (1)
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English (1)
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Natural sciences (1)
Year
2015 (1)

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