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. 2010 Mar 1;16(9):2692-5.
doi: 10.1002/chem.200903445.

Small molecule macroarray construction via palladium-mediated carbon-carbon bond-forming reactions: highly efficient synthesis and screening of stilbene arrays

Reto Frei  1 , Helen E Blackwell
Affiliations

Small molecule macroarray construction via palladium-mediated carbon-carbon bond-forming reactions: highly efficient synthesis and screening of stilbene arrays

Reto Frei et al. Chemistry. .
No abstract available

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Figures

Figure 1
Figure 1
A) Image of a representative small molecule macroarray (scale=12×8 cm). B) The natural product resveratrol (1) and a general retrosynthesis of stilbenes via the Heck reaction.
Figure 2
Figure 2
Luminescence (LuxR) inhibition data for the five most potent stilbenes in library 11 a,b (1:1 against OHHL; 5 μM compound). Two of the most active stilbenes are shown. Strain: V. fischeri ES114 (Δ-luxI). Neg. control=DMSO. Pos. control=OHHL. Assays performed in triplicate (see Supp. Info. for assay protocol and full stilbene structures).
Scheme 1
Scheme 1
Initial planar cellulose support modification and Rink linker installation to generate support 6.
Scheme 2
Scheme 2
Styrene loading and Heck reaction to yield stilbene macroarrays 10 a,b (stilbenes 11 a,b after TFA cleavage).
See this image and copyright information in PMC

References

    1. Payne DJ, Gwynn MN, Holmes DJ, Pompliano DL. Nat Rev Drug Discovery. 2007;6:29. - PubMed
    1. Schreiber SL. Nature. 2009;457:153. - PubMed
    1. Morton D, Leach S, Cordier C, Warriner S, Nelson A. Angew Chem. 2009;121:110. - PMC - PubMed
    2. Angew Chem Int Ed. 2009;48:104. - PubMed
    1. Koch MA, Wittenberg LO, Basu S, Jeyaraj DA, Gourzoulidou E, Reinecke K, Odermatt A, Waldmann H. Proc Natl Acad Sci USA. 2004;101:16721. - PMC - PubMed
    1. Bowman MD, O’Neill JC, Stringer JR, Blackwell HE. Chem Biol. 2007;14:351. - PubMed

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