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ID: ALA3352224

Journal: Bioorg Med Chem Lett

Title: Synthesis and biological evaluation of piperlongumine derivatives as potent anti-inflammatory agents.

Authors: Seo YH, Kim JK, Jun JG.

Abstract: Piperlongumine (PL) and its derivatives were synthesized by the direct reaction between acid chloride of 3,4,5-trimethoxycinnamic acid and various amides/lactams. Later their anti-inflammatory effects were evaluated in lipopolysaccharide (LPS)-induced RAW-264.7 macrophages. Of the piperlogs prepared in this study, the maximum (91%) inhibitory activity was observed with PL (IC50=3 μM) but showed cytotoxicity whereas compound 3 (IC50=6 μM) which possess α,β-unsaturated γ-butyrolactam moiety offered good level (65%) of activity with no cytotoxicity. This study revealed that amide/lactam moiety connected to cinnamoyl group with minimum 3 carbon chain length and α,β-unsaturation is fruitful to show potent anti-inflammatory activity.

CiteXplore: 25453809

DOI: 10.1016/j.bmcl.2014.10.054