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Figure 1.

Synthesis of Imine Resveratrol Analogs (IRAs).

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Table 1.

Synthesized IRAs and their effects on ARE-luciferase activity.

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Figure 2.

ARE-luciferase activities in response to 6-OH IRAs.

ARE reporter cells were exposed to (15 µM) for 24 h. The value for cells treated with vehicle DMSO (0.1% v/v) was set at 1. Results are from three separate experiments.

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Figure 3.

SAR results from initial screening of IRAs.

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Figure 4.

Structures (A) and ARE-luciferase activities (B) of 33, 34 and resveratrol.

ARE reporter cells were exposed to 33, 34 and resveratrol (7.5 µM, 15 µM and 30 µM) for 24 h. The value for cells treated with vehicle DMSO (0.1% v/v) was set at 1. Results are from three separate experiments. Values shown are mean ± SD.

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Figure 4 Expand

Figure 5.

Proposed model for the adduct formation, fixation of IRA, and its reaction with Keap1.

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Figure 5 Expand