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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

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