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To develop a potent form of NF-kB inhibitors, β-turn peptidomimetics with a new scaffold (1), as shown in Figure 1 were designed. Previously, we reported the synthesis and structureactivity relationships of new 1,6,8-trisubstituted tetrahydro2H-pyrazino[1,2-a] pyrimidin-4,7-dione derivatives to find the correlation between the polarity of the C-6 substituent and the inhibitory activity. However, we failed to introduce the carboxylic acid group at the C-6 position by solid phase method. In this study, to investigate the effect of the carboxylic acid moiety at C-6 position of the bicyclic ring, bicyclic β-turn mimetics 7a-g were synthesized using solution phase, and their NF-kB inhibitory activities are discussed.

bulletin of the korean chemical society

Solution-phase Synthesis and Preliminary Evaluation of 1,6,8-Trisubstituted Tetrahydro-2H-pyrazino[1,2-a]pyrimidin-4,7-dione Derivatives as a NF-kB Inhibitor