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D. Dreier, L. Rycek, M. Schnürch, M.D. Mihovilovic:
"Synthesis Of Potential Anti-Inflammatory Agents Inspired By Nature";
Poster: 4th Meeting of the Paul Ehrlich MedChem Euro-PhD Network, Hradec Kralove; 20.06.2014 - 22.06.2014; in: "Book of Abstracts", (2014), S. 52.

transcription factor and regulates genes that are involved in glucose metabolism, lipid metabolism and
cellular differentiation. Furthermore, activation of PPARγ shows antiinflammatory effects.1 Clinically
used agonists (thiazolidinediones) are potent full agonists but have serious side effects. Recently, three
different neolignans (dieugenol, tetrahydrodieugenol and magnolol) were found to be PPARγ partial
agonists.2 In the frame of this project it was sought to optimize magnolol as a PPARγ ligand.
Preliminary molecular dockings studies2 and the crystal structure of PPARγ and magnolol3 revealed
that two copies of magnolol bind to the active binding site of the receptor simultaneously. The
hypothesis was established that a molecule combining two magnolols would have increased affinity to
the receptor and furthermore, it was hoped to have less side effects due to its expected partial agonism.
In consequence, a magnolol dimer was designed by computational studies linking two magnolol
molecules covalently via a spacer. Here, we report the synthesis of a model compound featuring one
and a half magnolol motifs

http://publik.tuwien.ac.at/files/PubDat_230080.pdf