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Natural and Semi-Synthetic Pseudoguaianolides as Inhibitors of NF-κB

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DOI: 10.4236/jbise.2014.710083    2,990 Downloads   3,494 Views   Citations

ABSTRACT

Damsin (1) is a natural pseudoguaianolide sesquiterpene that inhibits NF-κB, a protein complex that controls the transcription of DNA in mammalian cells, and has a potential for standing model for the development of new anti-cancer lead structures. In order to do a preliminary structure-activity study and improve the anti-cancer activity, fourteen derivatives and analogs were prepared and evaluated. These were chosen to represent both structural diversity and structural novelty. The importance of α methylene-γ-lactone moiety for the anti-cancer activity was confirmed, even though other features in the scaffold were shown to be important for the activity. In some cases a new substitution negatively affected the initial activity, however, two analogues, indolo [3,2-c]-4-desoxydamsin (5) and ambrosin (6), were found to be more potent.

Conflicts of Interest

The authors declare no conflicts of interest.

Cite this paper

Villagomez, R. , Collado, J. , Muñoz, E. , Almanza, G. and Sterner, O. (2014) Natural and Semi-Synthetic Pseudoguaianolides as Inhibitors of NF-κB. Journal of Biomedical Science and Engineering, 7, 833-847. doi: 10.4236/jbise.2014.710083.

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