55805-52-2Relevant academic research and scientific papers
Synthesis and biological evaluation of aromatic enones related to curcumin
Robinson, Thomas Philip,Hubbard IV, Richard B.,Ehlers, Tedman J.,Arbiser, Jack L.,Goldsmith, David J.,Bowen, J. Phillip
, p. 4007 - 4013 (2007/10/03)
Curcumin, a natural product isolated from the spice turmeric, has been shown to exhibit a wide range of pharmacological activities including certain anti-cancer properties. It has been specifically shown to be an effective inhibitor of angiogenesis both in vitro and in vivo. Using curcumin as a lead compound for anti-angiogenic analog design, a series of structurally related compounds utilizing a substituted chalcone backbone have been synthesized and tested via an established SVR cell proliferation assay. The results have yielded a wide range of compounds that equal or exceed curcumin's ability to inhibit endothelial cell growth in vitro. Due to both their commercial availability and their fairly straightforward synthetic preparation, these low molecular weight compounds are attractive leads for developing future angiogenic inhibitors.
2'-Substituted chalcone derivatives as inhibitors of interleukin-1 biosynthesis
Batt,Goodman,Jones,Kerr,Mantegna,McAllister,Newton,Nurnberg,Welch,Covington
, p. 1434 - 1442 (2007/10/02)
A series of 2'-substituted chalcone derivatives has been found to show potent inhibition of the production of IL-1β from human peripheral blood monocytes stimulated with lipopolysaccharide (LPS), with IC50 values in the 0.2-5.0-μM range. Some members of the series have also shown inhibition of septic shock induced in mice by injection of LPS, although with low potency. Qualitative structure-activity relationships have shown that the enone is required for activity, which may be mediated by conjugate addition of a biological nucleophile to the chalcone. Electron-poor aromatic rings β to the ketone give enhanced potency. Although electronic effects in the other ring (directly attached to the ketone) are minimal, this ring must possess an ortho substituent for good activity without cytotoxicity, suggesting a degree of selectivity which would not be expected for simple, nonspecific alkylating agents.
