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Figure 1.

Structure/function assessment of curcumin analogs.

Quantitative assessment of 20 curcumin analogs for inhibitory activity of Aβ aggregation and comparison with chemical substitutions made to the curcumin structure.

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Figure 2.

Structures of active analogs of curcumin.

The analogs shown were identified as those that inhibited Aβ oligomerization equal to or better than curcumin (data obtained from Figure 1; inhibitory activity ≥50% within one S.D. of mean values). These analogs include 7 compounds from the 7-carbon series and 13 compounds from the 5-carbon series.

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Figure 3.

Quantitative comparison of curcumin with analogs 1, 2, and 8 as Aβ oligomerization inhibitors.

Soluble Aβ monomeric peptide was prepared as described in methods and diluted to a final concentration of 200 nM directly into phosphate buffered saline (PBS), pH 7.4, or PBS containing the indicated concentrations of curcumin or analogs 1, 2 or 8. Reactions were incubated at 37°C for 24 h. Oligomers were quantified by capture ELISA. All reactions were prepared in triplicate to calculate mean values. Standard deviations from mean values were calculated and amounted to <5% for each experimental point.

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Figure 4.

Quantitative assessment of cytotoxic effects of curcumin and compound 2 on murine microglial cells.

Cultured microglial cells were incubate without or with the indicated concentrations of curcumin or compound 2 for 24 h. Cells were then incubated with Wst-1 reagent for 1 h, afterwhich absorbance was measured (460 nm). Values on graph represent mean values calculated from triplicate experimental points. Standard deviations from mean values were determined as <5% for each experimental point.

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Figure 5.

Comparison of chemical structures and IC50 values of analogs demonstrating improved bioactivity as Aβ oligomerization inhibitors.

Compound 2 represents an improvement of approximately 6–7 fold over Aβ aggregation inhibitory activity of curcumin.

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